An update on natural occurrence and biological activity of chromones

Current Medicinal Chemistry

Volumn 18, Issue 25, 2011, Pages 3825-3852

  Sharma, S K ^a   Kumar, S ^a,b   Chand, K ^a   Kathuria, A ^a   Gupta, A ^a   Jain, R ^c  

^a UNIVERSITY OF DELHI   (India)

^b DEENBANDHU CHHOTU RAM UNIVERSITY OF SCIENCE AND TECHNOLOGY   (India)

^c BHARAT INSTITUTE OF TECHNOLOGY   (India)

Author keywords

Benzopyran 4 ones; Biological activity; Chromones; Mast cell stabilizers; Occurrence

Indexed keywords

ANALGESIC AGENT; ANTIDEPRESSANT AGENT; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; ANTIINFLAMMATORY AGENT; ANTIMALARIAL AGENT; ANTINEOPLASTIC AGENT; ANTIOXIDANT; ANTIPARASITIC AGENT; ANTIPYRETIC AGENT; ANTIVIRUS AGENT; CASSIA FISTULA EXTRACT; CENTRAL NERVOUS SYSTEM AGENTS; CHROMONE DERIVATIVE; CNIDIUM JAPONICUM EXTRACT; DIGESTIVE TRACT AGENT; DIURETIC AGENT; ERANTHIS CILICICA EXTRACT; FERULA FERULAEOIDES EXTRACT; FICUS LYRATA EXTRACT; IMMUNOMODULATING AGENT; MELANIN CONCENTRATING HORMONE RECEPTOR 1 ANTAGONIST; PLANT EXTRACT; POLYGONUM CAPITATUM EXTRACT; PRANLUKAST; SAPOSHNIKOVIA DIVARICATA EXTRACT; TITHONIA DIVERSIFOLIA EXTRACT; TUBERCULOSTATIC AGENT; TUSSILAGO FARFARA EXTRACT; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ALLERGIC RHINITIS; ANALGESIC ACTIVITY; ANTIBACTERIAL ACTIVITY; ANTIFEEDANT ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIINFLAMMATORY ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIOXIDANT ACTIVITY; ANTIPYRETIC ACTIVITY; ANTIVIRAL ACTIVITY; ASTHMA; BIOLOGICAL ACTIVITY; BOTANY; BRONCHITIS; CANCER RISK; COMPLEMENT INHIBITION; COUGHING; CYSTITIS; DIARRHEA; DIURETIC ACTIVITY; DNA DAMAGE; DRUG ACTIVITY; DRUG ISOLATION; DRUG SCREENING; DRUG SYNTHESIS; ENZYME INHIBITION; FEVER; GASTRITIS; HEADACHE; HEPATITIS; HUMAN; HYPOTHERMIA; IMMUNOMODULATION; INFLAMMATION; INHIBITION KINETICS; MEDICINAL PLANT; MUSCLE STIFFNESS; NEOPLASM; NEPHRITIS; NONHUMAN; OXIDATIVE STRESS; REVIEW; RHEUMATIC DISEASE; TRADITIONAL MEDICINE; URETHRA DISEASE;

EID: 80052246572     PISSN: 09298673     EISSN: 1875533X     Source Type: Journal    
DOI: 10.2174/092986711803414359     Document Type: Review

References (186)

1. Edwards, A.M.; Howell, J.B.L. The chromones: history, chemistry and clinical development. Clin. Exp. Allergy, 2000, 30, 756-774.
2. Brown, F.J.; Bernstein, P.R.; Cronk, L.A.; Dowet, D.L.; Hebbel, K.C.; Maduskuie, T.P.; Shapiro, H.S.; Vacek, E.P.; Yee, Y.K.; Willard, A.K.; Krell, R.D.; Snyder, D.W. Hydroxyacetophenone-derived antagonists of the peptidoleukotrienes. J. Med. Chem., 1989, 32, 807-826. (Pubitemid 19100195)
3. Macallum, G.E.; Smith, G.S.; Barsoum, N.J.; Walker, R.M.; Greaves, P. Renal and hepatic toxicity of a benzopyran-4-one in the cynomolgus monkey. Toxicology, 1989, 59, 97-108 (Pubitemid 19263573)
4. Chem. Abstr., 1990, 112, 48593.
5. Akunyili, D.N.; Akubue, P.I. Schumanniofoside, the antisnake venom principle from the stem bark of Schumanninphyton magnificum Harms. J. Ethnopharmacol., 1986, 182, 167-172 (Pubitemid 17220728)
6. Chem. Abstr., 1987, 106, 151187).
7. Eason, C.T.; Parke, D.V.; Clark, B.; Smith, D.A. The mechanism of hepatotoxicity of a chromone carboxylic acid (FPL 52757) in the dog. Xenobiotica, 1982, 12, 155-164 (Pubitemid 12073121)
8. Chem. Abstr., 1982, 97, 138305.
9. Katritzky, A.R.; Ress, C.W. Comprehensive Heterocyclic Compounds Elsevier Science Ltd. 1997; Vol.-3, pp 581-614.
10. Machado, N.F.L.; Marques, M.P.M. Bioactive chromone derivatives - structural diversity. Current Bioactive Compds., 2010, 6, 76-89.
11. Ellis, G.P. The chemistry of heterocyclic compounds, chromenes, chromanones, and chromones, Ed.; Wiley and Sons: New York 1977; Vol. 31, pp. 455-480.
12. Saengchantara, S.T.; Wallace, T.W. Chromanols, chromanones, and chromones. Nat. Prod. Rep., 1986, 3, 465-475.
13. Houghton, P.J. Chromone alkaloids. Alkaloids (Academic press), 1987, 31, 67-100.
14. Price, W.A.; Silva, A.M.S.; Cavaleiro, J.A.S. 2-Styrylchromones: biological action, synthesis and reactivity. Heterocycles, 1993, 36, 2601-2611.
15. Houghton, P.J.; Woldemariam, T.Z.; Khan, A.I.; Burke, A.; Mahmood, N. Antiviral activity of natural and semi - synthetic chromone alkaloids. Antiviral Res., 1994, 25, 235-244. (Pubitemid 24371527)
16. Houghton, P.J. Chemistry and biological activity of Schumanniophyton species and their constituents. Current Topics in Phytochemistry, 1997, 1, 31-42.
17. Bisrat, D.; Dagne, E.; van Wyk, B.-E.; Viljoen, A. Chromones and anthrones from Aloe marlothii and Aloe Rupestris. Phytochemistry, 2000, 55, 949-952.
18. Lv, L.; Yang, Q.-Y.; Zhao, Y.; Yao, C.-S.; Sun, Y.; Yang, E.-J.; Song, K.-S.; Inhee, M.-J.; Fang, W.-S. BACE1 (β-secretase) inhibitory chromone glycosides from Aloe vera and Aloe nobilis. Planta Med., 2008, 74, 540-545. (Pubitemid 351655973)
19. Wang, W.; Cuyckens, F.; den Heuvel, H.V.; Apers, S.; Pieters, L.; Steenkamp, V.; Stewart, M.-J.; Luyckx, V.A.; Claeys, M. Structural characterization of chromone C-glucosides in a toxic herbal remedy. Rapid Comm. Mass. Spectrom., 2003, 17, 49-55. (Pubitemid 36019882)
20. Cao, X.; Dong, Y.; Zhao, H.; Pan, X.; Ito, Y. Preparative separation of a minor active chromone from Aloe vera leaves by CCC. J. Liq. Chromat. Related Tech., 2005, 28, 2005-2016. (Pubitemid 41140927)
21. Alkhathlan, H.Z.; Al-Hazimi, H.M.; Al-Dhalaan, F.S.; Mousa, A.A. Three 2- (2-phenylethyl)chromones and two terpenes from agarwood. Nat. Prod. Res., 2005, 19, 367-372. (Pubitemid 40716091)
22. Konishi, T.; Konoshima, T.; Shimada, Y.; Kiyosawa, S. Six new 2-(2- phenylethyl)chromones from agarwood. Chem. Pharm. Bull., 2002, 50, 419-422. (Pubitemid 41685650)
23. Yagura, T.; Ito, M.; Kiuchi, F.; Honda, G.; Shimada, Y. Four new 2-(2- phenylethyl)chromone derivatives from withered wood of Aquilaria sinensis. Chem. Pharm. Bull. 2003, 51, 560-564. (Pubitemid 41656808)
24. Losgen, S.; Magull, J.; Schulz, B.; Draeger, S.; Zeeck, A. Isofusidienols: novel chromone-3-oxepines produced by the endophytic fungus Chalara sp. Eur. J. Org. Chem., 2008, 4, 698-703.
25. Namdaung, U.; Aroonrerk, N.; Suksamrarn, S.; Danwisetkanjana, K.; Saenboonrueng, J.; Arjchomphu, W.; Suksamrarn, A. Bioactive constituents of the root bark of Artocarpus rigidus subsp. rigidus. Chem. Pharm. Bull., 2006, 54, 1433-1436. (Pubitemid 44506578)
26. Lin, W.; Brauers, G.; Ebel, R.; Wray, V.; Berg, A.; Sudarsono; Proksch, P. Novel chromone derivatives from the fungus Aspergillus versicolor isolated from the marine sponge Xestospongia exigua. J. Nat. Prod., 2003, 66, 57-61. (Pubitemid 36150818)
27. Wang, T.; Li, L.-F.; Zhang, K.; Zhang, W.-Y.; Pei, Y.-H. New 2-(2- phenylethyl) chromones from Bothriochloa ischaemum. J. Asian Nat. Prod. Res., 2001, 3, 145-149. (Pubitemid 34184774)
28. Kuo, Y.-H.; Lee, P.-H.; Wein, Y.-S. Four new compounds from the seeds of Cassia fistula. J. Nat. Prod., 2002, 65, 1165-1167. (Pubitemid 34976497)
29. Gamal-Eldeen, A.M.; Djemgou, P.C.; Tchuendem, M.; Ngadjui, B.T.; Tane, P.; Toshifumi, H. Anti-cancer and immunostimulatory activity of chromones and other constituents from Cassia petersiana. J. Biosci., 2007, 62, 331-338. (Pubitemid 47605214)
30. Oshimi, S.; Deguchi, J.; Hirasawa, Y.; Ekasari, W.; Widyawaruyanti, A.; Wahyuni, T.S.; Zaini, N.C.; Shirota, O.; Morita, H. Cassiarins C.-E, Antiplasmodial alkaloids from the flowers of Cassia siamea. J. Nat. Prod., 2009, 72, 1899-1901.
31. Lu, T.S.; Yi, Y.H.; Mao, S.L.; Zhou, Da Z.; Xu, Q.Z.; Tang, H.F.; Zhang, S.Y. A new chromones glycoside from Cassia siamea Lam. Chin. Chem. Lett. 2001, 12, 703-704.
32. Li, G.-Y.; Li, B.-G.; Yang, T.; Liu, G.-Y.; Zhang, G.-L. Secondary metabolites from the fungus Chaetomium brasiliense. Helv. Chim. Acta, 2008, 91, 124-129. (Pubitemid 351196089)
33. Fujimoto, H.; Nozawa, M.; Okuyama, E.; Ishibashi, M. Five new chromones possessing monoamine oxidase inhibitory activity from an ascomycete, Chaetomium quadrangulatum. Chem. Pharm. Bull., 2002, 50, 330-336. (Pubitemid 41685632)
34. Xiao, D.; Kuroyanagi, M.; Itani, T.; Matsuura, H.; Udayama, M.; Murakami, M.; Umehara, K.; Kawahara, N. Studies on constituents from Chamaecyparis pisifera and antibacterial activity of diterpenes. Chem. Pharm. Bull., 2001, 49, 1479-1481. (Pubitemid 33043283)
35. Cao, P.; Pu, X.-F.; Peng, S.-L.; Zhang, X.-R.; Ding, L.-S. Chemical constituents from Cimicifuga foetida. J. Asian Nat. Prod. Res., 2005, 7, 145-149. (Pubitemid 40139371)
36. Mathias, L.; Silva, D.; Bernadete, P.; Mors, B.W.; Parente J.P. Isolation and structural elucidation of a novel rotenoid from the seeds of Clitoria fairchildiana. Nat. Prod. Res., 2005, 19, 325-329. (Pubitemid 40716084)
37. Blitzke, T.; Schmidt, J.; Masaoud, M. 7-O-methylaloeresin A - a new chromone glycoside from Commiphora socotrana. Nat. Prod. Lett., 2001, 15, 27-33. (Pubitemid 32293867)
38. Yoshimitsu, H.; Nishida, M.; Hashimoto, F.; Tanaka, M.; Sakata, Y.; Okawa, M.; Nohara, T.; Chromone and flavonol glycosides from Delphinium hybridum. J. Nat. Med., 2007, 61, 334-338.
39. Lopez-Martin, J.; Anam, E.M.; Boira, H.; Sanz, M.J.; Blazquez, M.A. Chromone and phenanthrene alkaloids from Dennettia tripetala. Chem. Pharm. Bull., 2002, 50, 1613-1615. (Pubitemid 41694851)
40. Ismail, I.N.; Nagakura,Y.; Hirasawa,Y.; Hosoya, T.; Mohd Lazim, M.I.; Lajis, N.H.; Shiro, M.; Morita, H. Chrotacumines A-D, chromone alkaloids from Dysoxylum acutangulum. J. Nat. Prod., 2009, 72, 1879-1883.
41. Yang, D.-H.; Cai, S.-Q.; Zhao, Y.-Y.; Liang, H. A new alkaloid from Dysoxylum binectariferum. J. Asian Nat. Prod. Res., 2004, 6, 233-236. (Pubitemid 38833182)
42. Kuroda, M.; Uchida, S.; Watanabe K.; Mimaki,Y. Chromones from the tubers of Eranthis cilicica and their antioxidant activity. Phytochemistry, 2009, 70, 288-293.
43. Sultana, N.; Armstrong, J.A.; Waterman, P.G. Benzopyran derivatives from the aerial parts of Eriostemon rhomboideus. Phytochemistry, 1999, 52, 895-900.
44. Hashem, F.A. Phenolic compounds of Erucaria microcarpa Boiss. and their effect as scavengers for singlet oxygen. Egyp. J. Pharm. Sciences., 2003, 41-42, 59-73.
45. Hussain, H.; Krohn, K.; Draeger, S.; Schulz, B. Exochromone: structurally unique chromone dimer with antifungal and algicidal activity from Exophiala sp. Heterocycles, 2007, 74, 331-337.
46. Nagatsu, A.; Isaka, K.; Kojima, K.; Ondognii, P.; Zevgeegiin, O.; Gombosurengyin, P.; Davgiin, K.; Irfan, B.; Iqubal, C.M.; Ogihara, Y. New sesquiterpenes from Ferula ferulaeoides (STEUD.) Korovin. VI. Isolation and identification of three new dihydrofuro[2,3-b]chromones. Chem. Pharm. Bull., 2002, 50, 675-677. (Pubitemid 41694943)
47. Motai, T.; Kitanaka, S. Sesquiterpene chromones from Ferula fukanensis and their nitric oxide production inhibitory effects. J. Nat. Prod., 2005, 68, 1732-1735. (Pubitemid 43082644)
48. Choudhary, M.I.; Baig, I.; Nur-e-Alam, M.; Shahzad-ul-Hussan, S.; Öndognii, P.; Bunderya, M.; Oyun, Z.; Rahman, A. New α-glucosidase inhibitors from the mongolian medicinal plant Ferula mongolica. Helv. Chim. Acta, 2001, 84, 2409-2416. (Pubitemid 32952449)
49. Su, B.-N.; Takaishi, Y.; Honda, G.; Itoh, M.; Takeda, Y.; Kodzhimatov, O.K.; Ashurmetov, O. Sesquiterpene phenylpropanoid and sesquiterpene chromone derivatives from Ferula pallida. J. Nat. Prod., 2000, 63, 520-522. (Pubitemid 30257167)
50. Sheu,Y.-W.; Chiang, L.-C.; Chen, I.-S.; Chen, Y.-C.; Tsai, I.-L. Cytotoxic flavonoids and new chromenes from Ficus formosana f. formosana. Planta Med., 2005, 71, 1165-1167. (Pubitemid 43107065)
51. Basudan, O.A.; Ilyas, M.; Parveen, M.; Muhisen, H.M.H.; Kumar, R. A new chromone from Ficus lyrata. J. Asian Nat. Prod. Res., 2005, 7, 81-85. (Pubitemid 40096650)
52. Tuntiwachwuttikul, P.; Phansa, P.; Pootaeng-on, Y.; Taylor, W.C. Chromones from the branches of Harrisonia perforata. Chem. Pharm. Bull., 2006, 54, 44-47. (Pubitemid 43036747)
53. An, R.B.; Jeong, G.S.; Beom, J.-S.; Sohn, D.H.; Kim, Y.C. Chromone glycosides and hepatoprotective constituents of Hypericum erectum. Arch. Pharm. Res., 2009, 32, 1393-1397.
54. Tanaka, N.; Kubota, T.; Ishiyama, H.; Kashiwada, Y. ; Takaishi, Y.; Ito, J.; Mikami, Y.; Shiro, M.; Kobayashi, J. Petiolins D and E, phloroglucinol derivatives from Hypericum pseudopetiolatum var. Kiusianum. Heterocycles, 2009, 79, 917-924.
55. Tanaka, N.; Kashiwada, Y.; Nakano, T.; Shibata, H.; Higuchi, T.; Sekiya, M.; Ikeshiro, Y.; Takaishi, Y. Chromone and chromanone glucosides from Hypericum sikokumontanum and their anti-helicobacter pylori activities. Phytochemistry, 2009, 70, 141-146.
56. Wang, Y.-B.; Huang, R.; Zhang, H.-B.; Li, L. Chromone glycosides from Knoxia corymbosa. J. Asian Nat. Prod. Res., 2006, 8, 663-670. (Pubitemid 44884807)
57. Ito, H.; Kasajima, N.; Tokuda, H.; Nishino, H.; Yoshida, T. Dimeric flavonol glycoside and galloylated C- glucosylchromones from Kunzea ambigua. J. Nat. Prod., 2004, 67, 411-415. (Pubitemid 38405704)
58. Rukachaisirikul, V.; Chantaruk, S.; Pongcharoen, W.; Isaka, M.; Lapanun, S. Chromone derivatives from the filamentous fungus Lachnum sp. BCC 2424. J. Nat. Prod., 2006, 69, 980-982. (Pubitemid 44166280)
59. Al Yousuf, M.H.; Bashir, A.K.; Blunden, G.; Yang, M.-H.; Patel, A.V. Coumarleucasin and leucasone from Leucas inflata roots. Phytochemistry, 1999, 51, 95-98. (Pubitemid 29232788)
60. De Carvalho, M.G.; De Oliveira Candido, L.F.; Da Costa, P.M.; Rumjanek, V.M. Chromones from Licania arianeae (Chrysobalanaceae). Nat. Prod. Res., 2005, 19, 7-12. (Pubitemid 40124106)
61. León, L.; Maldonado, E.; Cruz, A.; Ortega, A. Tenuiflorins A-C: new 2- phenoxychromones from the leaves of Mimosa tenuiflora. Planta Med., 2004, 70, 536-539. (Pubitemid 38887911)
62. Viturro, C.I.; De la Fuente, J.R.; Maier, M.S. Antifungal methylphenone derivatives and 5- methylcoumarins from Mutisia friesiana. Z. Naturforsch, 2003, 58c, 533-540. (Pubitemid 36971455)
63. Itoh, A.; Tanahashi, T.; Nagakura, N.; Nishi, T. Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia. Phytochemistry, 2003, 62, 359-369. (Pubitemid 36168938)
64. Teles, H.L.; Silva, G.H.; Castro-Gamboa, I.; Da Silva Bolzani, V.; Pereira, J.O.; Costa-Neto, C.M.; Haddad, R.; Eberlin, M.N.; Young, M.C.M.; Araujo, A.R. Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae). Phytochemistry, 2005, 66, 2363-2367. (Pubitemid 41405823)
65. Park, Y.J.; Kim, H.J.; Lee, S.J.; Choi, H.-Y.; Jin, C.; Lee, Y.S. A new chromone, 11-hydroxy-sec-O- glucosylhamaudol from Ostericum koreanum. Chem. Pharm. Bull., 2007, 55, 1065-1066. (Pubitemid 47026545)
66. Gamal-Eldeen, A.M.; Abdel-Lateff, A.; Okino, T. Modulation of carcinogen metabolizing enzymes by chromanone A; a new chromone derivative from algicolous marine fungus Penicillium sp. Environ. Toxicol. Pharmacol., 2009, 28, 317-322.
67. Cheng, M.-J.; Chen, I.-S. Secondary metabolites from Peperomia sui. J. Chil. Chem. Soc., 2008, 53, 1539-1542.
68. Mbah, J.A.; Tchuendem, M.H.K.; Tane, P.; Sterner, O. Two chromones from Peperomia vulcanica. Phytochemistry, 2002, 60, 799-801.
69. Li, X.; Yu, M.; Meng, D.; Li, Z.; Zhang, L. A new chromone glycoside from Polygonum capitatum. Fitoterapia, 2007, 78, 506-509. (Pubitemid 47625900)
70. Xu, J.; Kjer, J.; Sendker, J.; Wray, V.; Guan, H.; Edrada, R.; Lin, W.; Wu, J.; Proksch, P. Chromones from the endophytic fungus Pestalotiopsis sp. isolated from the Chinese mangrove plant Rhizophora mucronata. J. Nat. Prod., 2009, 72, 662-665.
71. Ahmad, V.U.; Ullah, F.; Hussain, J.; Farooq, U.; Zubair, M.; Khan M.T.H.; Choudhary, M.I. Tyrosinase inhibitors from Rhododendron collettianum and their structure-activity relationship (SAR) studies. Chem. Pharm. Bull., 2004, 52, 1458-1461. (Pubitemid 41364425)
72. Kang, J.; Sun, J.-H.; Zhou, L.; Ye, M.; Han, J.; Wang, B.-R.; Guo, D.-A. Characterization of compounds from the roots of Saposhnikovia divaricata by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2008, 22, 1899-1911. (Pubitemid 351947756)
73. Ma, L.Y.; Wei, F.; Ma, S.C.; Lin, R.C. Two new chromone glycosides from Selaginella uncinata. Chin. Chem. Lett., 2002, 13, 748-751. (Pubitemid 40767356)
74. Ingkaninan, K.; Ijzerman, A. P.; Verpoorte, R. Luteolin, a compound with adenosine A1 receptor-binding activity, and chromone and dihydronaphthalenone constituents from Senna siamea. J. Nat. Prod., 2000, 63, 315-317. (Pubitemid 30173684)
75. Dos Santos Moreira, W.A.; Lima, M.D.P; Ferreira, A.G.; Ferreira, I.C.P.; Nakamura, C.V. Chemical constituents from the roots of Spathelia excelsa and their antiprotozoal activity. J. Braz. Chem. Soc., 2009, 20, 1089-1094.
76. Sueyoshi, E.; Yu, Q.; Matsunami K.; Otsuka, H. Staphylosides A and B. Two new chromone diglucosides from leaves of Staphylea bumalda DC. Heterocycles, 2008, 76, 845-849.
77. Feng, B.-M.; Pei, Y.-H.; Hua, H.-M. Chemical constituents of Stellera chamaejasme L. J. Asian Nat. Prod. Res., 2002, 4, 259-263.
78. Feng, B.M.; Pei, Y.H.; Hua, H.M. A new chromone derivative from Stellera chamaejasme L. Chin. Chem. Lett., 2002, 13, 738-739. (Pubitemid 40767353)
79. Conrad, J.; Forster-Fromme, B.; Constantin, M.-A.; Ondrus, V.; Mika, S.; Mert-Balci, F.; Klaiber, I.; Pfannstiel, J.; Moller, W.; Rosner, H.; Forster- Fromme, K.; Beifuss, U. Flavonoid glucuronides and a chromone from the aquatic macrophyte Stratiotes aloides. J. Nat. Prod., 2009, 72, 835-840.
80. Kuo, Y.-H.; Lin, B.-Y. A new dinorxanthane and chromone from the root of Tithonia diversifolia. Chem. Pharm. Bull., 1999, 47, 428-429. (Pubitemid 29166288)
81. Feng, Y.; Blunt, J.W.; Cole, A.L.J.; Munro, M.H.G. The isolation of two new chromone derivatives from the New Zealand fungus Tolypocladium extinguens. J. Nat. Prod., 2002, 65, 1681-1682. (Pubitemid 35386805)
82. Wu, D.; Zhang, M.; Zhang, C.; Wang, Z. Chromones from the flower buds of Tussilago farfara. Biochem. Syst. Ecol., 2008, 36, 219-222.
83. An, R.B.; Park, B.-Y.; Kim, J.-H.; Kwon, O.-K. Lee, J.; Min, B.-S.; Ahn, K.- S.; Oh, S.-R.; Lee, H.-K. Coumarins and chromones from Angelica genuflexa. Nat. Prod. Sciences, 2005, 11, 79-84. (Pubitemid 40976418)
84. Zhang, T.-T.; Zhou, J.-S.; Liu ,Y.; Wang, Q. Chemical constituents of the aerial part of Bupleurum longicaule. Zhongguo Tianran Yaowu, 2008, 6, 430-434.
85. Shu, S.; Han, J.; Du; G.; Qin, H. A new flavonoid from heartwood of Caesalpinia sappan. Zhongguo Zhongyao Zazhi, 2008, 33, 903-905
86. Chem. Abstr., 2008, 149, 563980.
87. Dong, M.; Hirota, T. Study on the chemical constituents of Euscaphis japonica Kantiz. Tianran Chanwu Yanjiu Yu Kaifa, 2002, 14, 34-37
88. Chem. Abstr., 2003, 139, 114373.
89. Yin, Z.-Q.; Wang, Y.; Ye, W.-C.; Zhao, S.-X. Chemical constituents of Hypericum perforatum (St. John's wort) growing in China. Biochem. Syst. Ecol., 2004, 32, 521-523. (Pubitemid 38431039)
90. Shi, Y.; Li, S.; Li, H.; Cui, B.; Yuan,Y. Studies on chemical constituents from roots of Pterospermum heterophyllum. Zhongguo Zhongyao Zazhi, 2008, 33, 1994-1996
91. Chem. Abstr., 2008, 150, 548180.
92. Xiang, L.; Fan, G.; Zheng, J.; Guo, D.; Kou, J.; Duan Y.; Qin, C. Nonanthraquinone constituents from Rheum sublanceolatum. Zhongguo Zhongyao Zazhi, 2001, 26, 551-553
93. Chem. Abstr., 2001, 136, 131519.
94. Zhang, C.; Song, L.; Li, C.; Wei, Y.; Tao, B. Isolation and structure identification of chemical constituents in Rheum uninerve Maxim. Zhongcaoyao, 2005, 36, 660-662
95. Chem. Abstr., 2006, 146, 118072.
96. Schmeda-Hirschmann, G.; Papastergiou, F. Naphthoquinone derivatives and lignans from the Paraguayan crude drug "Tayi pyta" (Tabebuia heptaphylla, Bignoniaceae). Z. Naturforsch., 2003, 58c, 495-501. (Pubitemid 36971449)
97. Hatzade, K.M.; Taile, V.S.; Gaidhane, P.K.; Umare, V.D.; Haldar, A.G.M.; Ingle, V.N. Synthesis and biological activities of new 7-O-β- Dglucopyranosyloxy- 3-(3-oxo-3-arylprop-1-enyl)-chromones. Ind. J. Chem., Sec. B: Org. Chem. Including Med. Chem., 2009, 48B, 1548-1557.
98. Foltinova, P.; Lacova, M.; Loos, D. Activity of some 3-formylchromone derivatives on the induction of chloroplast-free mutants in Euglena gracilis. Farmaco, 2000, 55, 21-26. (Pubitemid 30155684)
99. Hashem, F.A.; Investigation of free radical scavenging activity by ESR for coumarins isolated from Tecoma radicans. Int. J. Biol. Biotech., 2007, 4, 191-196.
100. Hashem, F.A. Phenolic compounds of Erucaria microcarpa Boiss. and their effect as scavengers for singlet oxygen. Journal of Herbs, Spices & Medicinal Plants, 2006, 12, 27-41. (Pubitemid 46328565)
101. Martin, H.-D.; Beutner, S.; Frixel, S.; Bloedorn, B.; Hernández Blanco, I.; Mayer, B.; Pérez Gálvez, A.; Ruck, C.; Schmidt, M.; Sell, S.; Hoffmann, T.; Noack, P.; Schuelke, I.; Kiesendahl, N.; Scherrers, R.; Sies, H.; Stahl, W.; Ernst, H.; Haremza, S.; Walsh, R. Modified flavonoids as strong photoprotecting UV absorbers and antioxidants. Advances in Colour Science and Technology, 2002, 5, 103-112.
102. Costantino, L.; Rastelli, G.; Gamberini, M.C.; Vinson, J.A.; Bose, P.; Iannone, A.; Staffieri, M.; Antolini, L.; Corso, A.D.; Mura, U.; Albasini, A. 1- Benzopyran-4-one antioxidants as aldose reductase inhibitors. J. Med. Chem., 1999, 42, 1881-1893. (Pubitemid 29269621)
103. Sersen, F.; Loos, D.; Mezesova, L.; Lacova, M. Relationship between structure and antioxidative properties of some 3-formylchromone derivatives. Med. Chem., 2008, 4, 355-357.
104. - production by unsymmetrical methylene derivatives of benzopyrans: their use as potential antiinflammatory agents. Eur. J. Med. Chem., 2001, 36, 851-861. (Pubitemid 34033697)
105. Gomes, A.; Neuwirth, O.; Freitas, M.; Couto, D.; Ribeiro, D.; Figueiredo, A.G.P.R.; Silva, A.M.S.; Seixas, R.S.G.R.; Pinto, D.C.G.A.; Tomé, A.C.; Cavaleiro, J.A.S.; Fernandes, E.; Lima, J.L.F.C. Synthesis and antioxidant properties of new chromone derivatives. Bioorg. Med. Chem., 2009, 17, 7218-7226.
106. Wang, B.-D.; Yang, Z.-Y.; Crewdson P.; Wang, D.-Q. Synthesis, crystal structure and DNA-binding studies of the Ln(III) complex with 6-hydroxychromone- 3-carbaldehyde benzoyl hydrazone. J. Inorg. Biochem., 2007, 101, 1492-1504. (Pubitemid 47362354)
107. Wang, B.-D.; Yang, Z.-Y. Synthesis, characterization, DNA-binding properties of the Ln (III) complexes with 6-hydroxy chromone-3-carbaldehyde- (4′- hydroxy)benzoylhydrazone. J. Fluoresc., 2008, 18, 547-553.
108. Wang, J.; Yang, Z.-Y.; Wang, B.-D.; Yi, X.-Y.; Liu, Y.-C. Synthesis, characterization and DNA-binding properties of Ln (III) complexes with 6-ethoxy chromone-3-carbaldehydebenzoylhydrazone. J Fluoresc., 2009, 19, 847-856.
109. Wang, J.; Yang, Z.-Y.; Yi, X.-Y.; Wang, B.-D. DNA-binding properties studies and spectra of a novel fluorescent Zn (II) complex with a new chromone derivative. J. Photochem. Photobiol. A: Chem., 2009, 201, 183-190.
110. Qin, D.-D.; Yang, Z.-Y.; Wang, B.-D. Spectra and DNA-binding affinities of copper(II), nickel(II) complexes with a novel glycine Schiff base derived from chromone. Spectrochimica Acta A, 2007, 68, 912-917.
111. Wang, B.-D.; Yang, Z.-Y; Lü, M.-H.; Hai, J.; Wang, Q.; Chen, Z.-N. Synthesis, characterization, cytotoxic activity and DNA binding Ni(II) complex with the 6-hydroxy chromone-3-carbaldehyde thiosemicarbazone. J. Organomet. Chem., 2009, 694, 4069-4075.
112. Wang, Q.; Yang, Z.-Y.; Qi, G.-F.; Qin, D.-D. Synthesis, crystal structure, antioxidant activities and DNA- binding studies of the Ln(III) complexes with 7-methoxychromone-3-carbaldehyde-(4′-hydroxy)benzoyl hydrazone. Eur. J. Med. Chem., 2009, 44, 2425-2433.
113. Wang, B.-D.; Yang, Z.-Y.; Li, T.-R. Synthesis, characterization, and DNAbinding properties of the Ln(III) complexes with 6-hydroxy chromone-3- carbaldehyde-(2′-hydroxy) benzoyl hydrazone. Bioorg. Med. Chem., 2006, 14, 6012-6021. (Pubitemid 44080578)
114. Wang, B.-D.; Yang, Z.-Y.; Qin, D.-D.; Chen, Z.-N. Synthesis, characterization, cytotoxic activity and DNA-binding properties of the Ln(III) complexes with ethylenediiminobi(6-hydroxychromone-3- carbaldehyde) Schiff-base. Photochem. Photobio. A: Chem., 2008, 194, 49-58.
115. Raj, H.G.; Parmar, V.S.; Jain, S.C.; Kohli, E.; Ahmad, N.; Goel, S.; Tyagi, Y.K.; Sharma, S.K.; Wengel, J.; Olsen, C.E. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 7: assay and characterization of 7,8-diacetoxy-4-methylcoumarin:protein transacetylase from rat liver microsomes based on the irreversible inhibition of cytosolic glutathione S-Transferase. Bioorg. Med. Chem., 2000, 8, 1707-1712. (Pubitemid 30427235)
116. Kohli, E.; Gaspari, M.; Raj, H.G.; Parmar,V.S.; Sharma, S.K.; Greef, J.V.; Kumari, R.; Gupta, G.; Khurana, S.P.; Tyagi, Y.K.; Watterson, A.C.; Olsen, C.E. Acetoxy drug: Protein Transacetylase of buffalo liver characterization and mass spectrometry of acetylated protein product. Biochem. Biophys. Acta, 2004, 1698, 55-66. (Pubitemid 38446899)
117. Kumar, A.; Singh, B.K.; Sharma, N.K.; Gyanda, K.; Jain, S.K.; Tyagi, Y.K.; Baghel, A.S.; Pandey, M.; Sharma, S.K.; Prasad, A.K.; Jain, S.C.; Rastogi, R.C.; Raj, H.G.; Watterson, A.C.; Eycken, E.V; Parmar, V.S. Specificities of acetoxy derivatives of coumarins, biscoumarins, chromones, flavones, isoflavones and xanthones for acetoxy drug: protein transacetylase. Eur. J. Med. Chem. 2007, 42, 447-455. (Pubitemid 46517779)
118. Serhan, C.N.; Chiang, N.; Van Dyke, T.E. Resolving inflammation: dual anti-inflammatory and pro- resolution lipid mediators. Nat. Rev. Immunol., 2008, 8, 349-361. (Pubitemid 351595216)
119. Kumar, S.; Singh, B.K.; Pandey, A.K.; Kumar, A.; Sharma, S.K.; Raj, H.G.; Prasad, A.K.; Vander Eycken, E.; Parmar, V.S.; Ghosh, B. A chromone analog inhibits TNF-α induced expression of cell adhesion molecules on human endothelial cells via blocking NF-kB activation. Bioorg. Med. Chem. 2007, 15, 2952-2962. (Pubitemid 46402972)
120. Fujita, M.; Yonetomi, Y.; Shimouchi, K.; Takeda, H.; Aze, Y.; Kawabata, K.; Ohno, H. Involvement of cysteinyl leukotrienes in biphasic increase of nasal airway resistance of antigen-induced rhinitis in guinea pigs. Eur. J. Pharm. 1999, 36, 349-356. (Pubitemid 29155302)
121. Park, Y.M.; Lim, C.U. Methods for preparing 8-amino-4-oxo-2-(tetrazol-5- yl)-4H-1-benzopyran. Korean Patent 2,008,113,160, December 29, 2008.
122. Mazzei, M.; Sottofattori, E.; Dondero, R.; Ibrahim, M.; Melloni, E.; Michetti, M. N,N-dialkylamino- substituted chromones and isoxazoles as potential anti-inflammatory agents. Farmaco, 1999, 54, 452-460. (Pubitemid 29405638)
123. Inaba, T.; Tanaka, K.; Takeno, R.; Nagaki, H.; Yoshida, C.; Takano, S. Synthesis and anti-inflammatory activity of 7-methanesulfonylamino-6- phenoxychromones. Antiarthritic effect of the 3-formylamino compound (T- 614) in chronic inflammatory disease models. Chem. Pharm. Bull., 2000, 48, 131-139. (Pubitemid 30074953)
124. Sharma, A.; Patil, S.; Achaiah G.; Gajbhiye, A. Synthesis and antihistaminic activity of chromones [2′,3′:6,7][1,3,4] thiadiazepin[2,3-b]-6′-substituted quinazolin-4(3H)-ones. Orient. J. Chem., 2007, 23, 951-955.
125. Sharma,V.P. Synthesis of 3-(2-benzimidazolyl)chromones. Ind. J. Het. Chem., 2003, 13, 171-172.
126. Sharma,V.P., Synthesis of 3-(2-benzothiazolyl)chromones. Ind. J. Het. Chem., 2003, 13, 95-96.
127. Kimura, Y.; Sumiyoshi, M.; Taniguchi, M.; Baba, K. Antitumor actions of a chromones glucoside cnidimoside A isolated from Cnidium japonicum. J. Nat. Med., 2008, 62, 308-313.
128. Nomura, M.; Tsukada, H.; Ichimatsu, D.; Ito, H.; Yoshida, T.; Miyamoto, K.-I. Inhibition of epidermal growth factor-induced cell transformation by tannins. Phytochemistry, 2005, 66, 2038-2046. (Pubitemid 41261915)
129. Boumendjel, A.; Nicolle, E.; Moraux, T.; Gerby, B.; Blanc, M.; Ronot, X.; Boutonnat, J. Piperazinobenzopyranones and phenalkylaminobenzopyranones: potent inhibitors of breast cancer resistance protein (ABCG2). J. Med. Chem., 2005, 48, 7275-7281. (Pubitemid 41743640)
130. Kim, K.S.; Sack, J.S.; Tokarski, J.S.; Qian, L.; Chao, S.T.; Leith, L.; Kelly, Y.F.; Misra, R.N.; Hunt, J. T.; Kimball, S.D.; Humphreys, W.G.; Wautlet, B.S.; Mulheron, J.G.; Webster, K.R. Thio- and oxoflavopiridols, cyclindependent kinase 1-selective inhibitors: synthesis and biological effects. J. Med. Chem. 2000, 43, 4126-4134.
131. Huang, W.; Ding, Y.; Miao, Y.; Liu, M.-Z.; Li, Y.; Yang, G.-F. Synthesis and antitumor activity of novel dithiocarbamate substituted chromones. Eur. J. Med. Chem. 2009, 44, 3687-3696.
132. Marinho, J.; Pedro, M.; Pinto, D.C.G.A.; Silva, A.M.S.; Cavaleiro, J.A.S.; Sunkel, C.E.; Nascimento, M.S.J. 4′-Methoxy-2-styrylchromone a novelαmicrotubule- stabilizing antimitotic agent. Biochem. Pharmacol., 2008, 75, 826-835. (Pubitemid 351181425)
133. Shaw, A.Y.; Chang, C.-Y.; Liau, H.-H.; Lu, P.-J.; Chen, H.-L.; Yang, C.-N.; Li, H.-Y. Synthesis of 2- styrylchromones as a novel class of antiproliferative agents targeting carcinoma cells. Eur. J. Med. Chem., 2009, 44, 2552-2562.
134. Pisco, L.; Kordian, M.; Peseke, K.; Feist, H.; Michalik, D.; Estrada, E.; Carvalho, J.; Hamilton, G.; Rando, D.; Quincoces, J. Synthesis of compounds with antiproliferative activity as analogues of prenylated natural products existing in Brazilian propolis. Eur. J. Med. Chem., 2006, 41, 401-407.
135. Michalska, M.; Pajak, W.; Kolodziejska, J.; Lazarenkow, A.; Nawrot- Modranka, J. Influence of phosphorohydrazone derivatives of benzopyrones on polymerization and viscosity of fibrin. Acta Biochimica Polonica, 2008, 55, 613-617.
136. Huang, W.; Liu, M.-Z.; Li, Y.; Tan, Y.; Yang, G.-F. Design, synthesis, and antitumor activity of novelchromone and aurone derivatives. Bioorg. Med. Chem., 2007, 15, 5191-5197. (Pubitemid 46880375)
137. Ishar, M.P.S.; Singh, G.; Singh, S.; Sreenivasan, K.K.; Singh, Design, synthesis, and evaluation of novel 6-chloro-/fluorochromone derivatives as potential topoisomerase inhibitor anticancer agents. Bioorg. Med.Chem. Lett., 2006, 16, 1366-1370. (Pubitemid 43153730)
138. Hadjeri, M.; Barbier, M.; Ronot, X.; Mariotte, A.-M.; Boumendjel, A.; Boutonnat, J. Modulation of P- glycoprotein-mediated multidrug resistance by flavonoid derivatives and analogues. J. Med. Chem., 2003, 46, 2125-2131. (Pubitemid 36583492)
139. Yakout; E.-S.M.A. Preparation of new chromone derivatives of molluscicidal and antitumour activities. Egypt. J. Chem., 2003, 45, 1029-1042.
140. Kaye, P.T.; Musa, M.A.; Nchinda, A.T.; Nocanda, X.W. Novel heterocyclic analogues of the HIV-1 protease inhibitor ritonavir. Synthetic Commun., 2004, 34, 2575-2589. (Pubitemid 39038434)
141. Park, J.H.; Lee, S.U.; Kim, S.H.; Shin, S.Y.; Lee, J.Y.; Shin, C.-G.; Yoo, K.H.; Lee, Y.S. Chromone and chromanone derivatives as strand transfer inhibitors of HIV-1 integrase. Arch. Pharmacol. Res., 2008, 31, 1-5.
142. Yu, D.; Brossi, A.; Kilgore, N.; Wild, C.; Allaway, G.; Lee, K.-H. Anti-HIV agents. Part 55: 3′R,4′R-Di- (O)-(-)-camphanoyl-2′, 2′- dimethyldihydropyrano[2,3-f]chromone (DCP), a novel anti-HIV agent. Bioorg. Med. Chem. Lett., 2003, 13, 1575-1576. (Pubitemid 36428563)
143. Yu, D.; Chen, C.-H.; Brossi, A.; Lee, K.-H. Anti-AIDS agents. 60. Substituted 3′R,4′R-Di-O-(-)- camphanoyl-2′,2′- dimethyldihydropyrano[2,3- f]chromone (DCP) analogues as potent anti-HIV agents. J. Med. Chem., 2004, 47, 4072-4082. (Pubitemid 38970969)
144. Ma, L.-Y.; Ma, S.-C.; Wei, F.; Lin, R.-C.; But, P.P.-H.; Lee, S.H.-S.; Lee, S. F. Uncinoside A and B, two new antiviral chromone glycosides from Selaginella uncinata. Chem. Pharm. Bull., 2003, 51, 1264-1267. (Pubitemid 41685582)
145. Ali, E.-S.T.; Abdel-Aziz, S.A.G.; El-Shaaer, H.M.; Hanafy, F.I.; El-Fauomy, A.Z. Synthesis of some new 4-oxo-4H-chromene derivatives bearing nitrogen heterocyclic systems as antifungal agents. Turk. J. Chem., 2008, 32, 365-374.
146. Nandgaonkar, R.G.; Ingle, V.N. Synthesis of substituted 3-formyl chromones. Asian J. Chem., 2005, 17, 2016-2018. (Pubitemid 41686012)
147. Kubicova, L.; Pour, M.; Lacova, M.; Kralova, K.; Chovancova, J.; Kaustova, J. Synthesis and biological activity of 2-(4H-4-oxobenzopyran-3-yl)-3- phenyl-1,2-dihydroquinazolin-4(3H)-ones. International Electronic Conferences on Synthetic Organic Chemistry, 5th, 6th, Sept. 1-30, 2001 and 2002 and 7th, 8th, Nov. 1-30, 2003 and 2004, pp. 962-968
148. Chem. Abstr., 2005, 144, 292685.
149. Chohan, Z.H.; Rauf, A.; Naseer, M.M.; Somra M.A.; Supuran, C.T. Antibacterial, antifungal and cytotoxic properties of some sulfonamide-derived chromones. J. Enz. Inhib. Med. Chem., 2006, 21, 173-177. (Pubitemid 44083968)
150. Prakash, O.; Kumar, R.; Parkash, V. Synthesis and antifungal activity of some new 3-hydroxy-2-(1- phenyl-3-aryl-4-pyrazolyl)chromones. Eur. J. Med. Chem., 2008, 43, 435-440. (Pubitemid 351215609)
151. Rao, Y.J.; Krupadanam, G.L.D. A facile synthesis of 7,8/6,7 fused pyrano[4,3-b]pyridinochromones and evaluation of antibacterial activity. Ind. J. Chem., Sec. B: Org. Chem. Including Med. Chem., 2000, 39, 610-613.
152. Nawrot-Modranka, J.; Nawrot, E.; Graczyk, J. In vivo antitumor, in vitro antibacterial activity and alkylating properties of phosphorohydrazine derivatives of coumarin and chromone. Eur. J. Med. Chem., 2006, 41, 1301-1309. (Pubitemid 44679719)
153. Nawrot-Modranka, J.; Nawrot, E. Synthesis, spectroscopy and alkylating properties of Pd (II) complexes of phosphorohydrazones of coumarin and chromone with potential antibacterial activity. Acta Poloniae Pharmaceutica- Drug Research, 2007, 64, 429-434. (Pubitemid 351360398)
154. Raj, T.; Bhatia, R.K.; Sharma, R.K.; Gupta, V.; Sharma, D.; Ishar, M.P.S. Mechanism of unusual formation of 3-(5-phenyl-3H-[1,2,4]dithiazol-3- yl)chromen-4-ones and 4-oxo-4H-chromene-3-carbothioic acid Nphenylamides and their antimicrobial evaluation. Eur. J. Med. Chem. 2009, 44, 3209-3216.
155. Sonawane, S.A.; Chavan, V.P.; Shingare, M.S.; Karale, B.K. Synthesis of 3- methyl-4-[(1,3-diphenyl-1H- pyrazol-4-yl)methylene]-1-phenyl-pyrazolin- 5(4H)-ones and some 3-styryl chromones. Ind. J. Het. Chem., 2002, 12, 65-66.
156. Chiosis, G.; Rosen, N.; Sepp-Lorenzino, L. LY294002-geldanamycin heterodimers as selective inhibitors of the PI3K and PI3K-related family. Bioorg. Med. Chem. Lett., 2001, 11, 909-913. (Pubitemid 32226213)
157. Liu, P.; Xu, B.; Li, J.; Lu, H. LY294002 inhibits leukemia cell invasion and migration through early growth response gene 1 induction independent of phosphatidylinositol 3-kinase-Akt pathway. Biochem. Biophys. Res. Comm., 2008, 377, 187-190.
158. Sun, H.; Xu, B.; Sheveleva, E.; Chen, Q.M. LY294002 inhibits glucocorticoid- induced COX-2 gene expression in cardiomyocytes through aphosphatidylinositol 3 kinase-independent mechanism. Toxicol. App. Pharmacol., 2008, 232, 25-32.
159. Dommisch, H.; Steglich, M.; Eberhard, J.; Winter, J.; Jepsen, S. Phosphatidylinositol- 3-kinase inhibitor LY 294002 blocks Streptococcus mutansinduced interleukin (IL)-6 and IL-8 gene expression in odontoblast-like cells. S. Int. Endodontic J., 2008, 41, 763-771.
160. Kong, D.; Yaguchi, S.-I.; Yamori, T. Effect of ZSTK474, a novel phosphatidylinositol 3-kinase inhibitor, on DNA-dependent protein kinase. Biol. Pharm. Bull., 2009, 32, 297-300.
161. 2- terminal kinase/extracellular signal-regulated kinase activation in WI38 lung epithelial fibroblast cells. J. Pharmacol. Exp. Therap., 2009, 329, 112-122.
162. Tamizhselvi, R.; Sun, J.; Koh, Y.-H.; Bhatia, M. Effect of hydrogen sulfide on the phosphatidylinositol 3- kinase-protein kinase B pathway and on caerulein- induced cytokine production in isolated mouse pancreatic acinar cells. J. Pharmacol. Exp. Therap., 2009, 329, 1166-1177.
163. Rizzoli, S.O.; Betz, W.J. Effects of 2-(4-morpholinyl)-8-phenyl-4H-1- benzopyran-4-one on synaptic vesicle cycling at the frog neuromuscular junction. J. Neurosci., 2002, 22, 10680-10689. (Pubitemid 36005142)
164. Bruehlmann, C.; Ooms, F.; Carrupt, P.-A.; Testa, B.; Catto, M.; Leonetti, F.; Altomare, C.; Carotti, A. Coumarins derivatives as dual inhibitors of acetylcholinesterase and monoamine oxidase. J. Med. Chem., 2001, 44, 3195-3198. (Pubitemid 32862350)
165. Piao, L.Z.; Park, H.R.; Park, Y.K.; Lee, S.K.; Park, J.H.; Park, M.K. Mushroom tyrosinase inhibition activity of some chromones. Chem. Pharm. Bull., 2002, 50, 309-311. (Pubitemid 41685629)
166. Costantino, L.; Del Corso, A.; Rastelli, G.; Petrash, J.; Mura, U. 7-Hydroxy- 2-substituted-4H-1- benzopyran-4-one derivatives as aldose reductase inhibitors: a SAR study. Eur. J. Med. Chem., 2001, 36, 697-703. (Pubitemid 32973862)
167. Puccetti, L.; Fasolis, G.; Vullo, D.; Chohan, Z.H.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of cytosolic/tumor- associated carbonic anhydrase isozymes I, II, IX, and XII with Schiff's bases incorporating chromone and aromatic sulfonamide moieties, and their zinc complexes. Bioorg. Med. Chem. Lett., 2005, 15, 3096-3101. (Pubitemid 40755203)
168. Khan, K.M.; Ambreen, N.; Hussain, S.; Perveen, S.; Choudhary, M.I. Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors. Bioorg. Med. Chem., 2009, 17, 2983-2988.
169. Zhao, P.-L.; Li, J.; Yang, G.-F. Synthesis and insecticidal activity of chromanone and chromone analogues of diacylhydrazines. Bioorg. Med. Chem., 2007, 15, 1888-1895. (Pubitemid 46176640)
170. Morimoto, M.; Tanimoto, K.; Nakano, S.; Ozaki, T.; Nakano, A.; Komai, K. Insect antifeedant activity of flavones and chromones against Spodoptera litura. J. Agric. Food Chem., 2003, 51, 389-393.
171. Lynch, J.K.; Freeman, J.C.; Judd, A.S.; Iyengar, R.; Mulhern, M.; Zhao, G.; Napier, J.J.; Wodka, D.; Brodjian, S.; Dayton, B.D.; Falls, D.; Ogiela, C.; Reilly, R.M.; Campbell, T.J.; Polakowski, J.S.; Hernandez, L.; Marsh, K.C.; Shapiro, R.; Knourek-Segel, V.; Droz, B.; Bush, E.; Brune, M.; Preusser, L.C.; Fryer, R.M.; Reinhart, G.A.; Houseman, K.; Diaz, G.; Mikhail, A.; Limberis, J.T.; Sham, H.L.; Collins, C.A.; Kym, P.R. Optimization of chromone- 2-carboxamide melanin concentrating hormone receptor 1 antagonists: assessment of potency, efficacy, and cardiovascular safety. J. Med. Chem., 2006, 49, 6569-6584. (Pubitemid 44657451)
172. Kym, P.R.; Souers, A.J.; Campbell, T.J.; Lynch, J.K.; Judd, A.S.; Iyengar, R.; Vasudevan, A.; Gao, J.; Freeman, J.C.; Wodka, D.; Mulhern, M.; Zhao, G.; Wagaw, S.H.; Napier, J.J.; Brodjian, S.; Dayton, B.D.; Reilly, R.M.; Segreti, J.A.; Fryer, R. M.; Preusser, L.C.; Reinhart, G.A.; Hernandez, L.; Marsh, K.C.; Sham, H.L.; Collins, C.A.; Polakowski, J.S. Screening for cardiovascular safety: A structure-activity approach for guiding lead selection of melanin concentrating hormone receptor 1 antagonists. J. Med. Chem., 2006, 49, 2339-2352.
173. Judd, A.S.; Souers, A.J.; Wodka, D.; Zhao, G.; Mulhern, M.M.; Iyengar, R.R.; Gao, J.; Lynch, J.K.; Freeman, J.C.; Falls, H.D.; Brodjian, S.; Dayton, B.D.; Reilly, R.M.; Gintant, G.; Limberis, J.T.; Mikhail, A.; Leitza, S.T.; Houseman, K.A.; Diaz, G.; Bush, E.N.; Shapiro, R.; Knourek-Segel, V.; Hernandez, L.E.; Marsh, K.C.; Sham, H.L.; Collins, C.A.; Kym, P.R. Identification of diamino chromone-2- carboxamides as MCHr1 antagonists with minimal hERG channel activity. Bioorg. Med. Chem. Lett 2007, 17, 2365-2371. (Pubitemid 46484289)
174. Souers, A.J.; Iyengar, R.R.; Judd, A.S.; Beno, D.W.A.; Gao, J.; Zhao, G.; Brune, M.E.; Napier, J.J.; Mulhern, M.M.; Lynch, J.K.; Freeman, J.C.; Wodka, D.; Chen, C.J.; Falls, H.D.; Brodjian, S.; Dayton, B.D.; Diaz, G.J.; Bush, E.N.; Shapiro, R.; Droz, B.A.; Knourek-Segel, V.; Hernandez, L.E.; Marsh, K.C.; Reilly, R.M.; Sham, H.L.; Collins, C.A.; Kym, P.R. Constrained 7-fluorocarboxychromone-4- aminopiperidine based melaninconcentrating hormone receptor 1 antagonists: The effects of chirality on substituted indan-1-ylamines. Bioorg. Med. Chem. Lett., 2007, 17, 884-889. (Pubitemid 46177632)
175. Iyengar, R.R.; Lynch, J.K.; Mulhern, M.M.; Judd, A.S.; Freeman, J.C.; Gao, J; Souers, A.J.; Zhao, G.; Wodka, D.; Falls, H.D.; Brodjian, S.; Dayton, B.D.; Reilly, R.M.; Swanson, S.; Su, Z.; Martin, R.L.; Leitza, S.T.; Houseman, K.A.; Diaz, G.; Collins, C.A.; Sham, H.L.; Kym, P.R.; An evaluation of 3,4- methylenedioxy phenyl replacements in the aminopiperidine chromone class of MCHr1 antagonists. Bioorg. Med. Chem. Lett., 2007, 17, 874-878. (Pubitemid 46177628)
176. Radeke, H.; Hanson, K.; Yalamanchili, P.; Hayes, M.; Zhang, Z.-Q.; Azure, M.; Yu, M.; Ming, Guaraldi, M.; Kagan, M.; Robinson, S. Casebier, D. Synthesis and biological evaluation of the mitochondrial complex 1 inhibitor 2-[4-(4-fluorobutyl)benzylsulfanyl]-3-methylchromene-4-one as a potential cardiac positron emission tomography Tracer. J. Med.Chem., 2007, 50, 4304-4315. (Pubitemid 47378830)
177. Elmore, C.S.; Hall, J.E.; Ye, X.; Heys, J.R. Synthesis of two isotopically labeled 5-HT1B antagonists. J. Labelled Comp. Rad., 2007, 50, 412-413. (Pubitemid 47309030)
178. Ismail, K.A.; El. Aziem, T.A. Synthesis and biological evaluation of some novel 4H-benzopyran-4-one derivatives as nonsteroidal antiestrogens. Eur. J. Med. Chem., 2001, 36, 243-253. (Pubitemid 32406200)
179. Sharma, V.P. PMR-spectral data of some substituted chromones. Asian J. Chem., 2005, 17, 887-894. (Pubitemid 40768706)
180. Lindell, S.D.; Ort, O.; Lummen, P.; Klein, R. The design and synthesis of novel inhibitors of NADH: ubiquinone oxidoreductase. Bioorg. Med. Chem. Lett., 2004, 14, 511-514. (Pubitemid 38045156)
181. Shrestha, S.; Hwang, S.Y.; Lee, K.-H.; Cho, H. Synthesis of formylchromonederivatives; inactivators of protein tyrosine phosphatase 1B. Bull. Korean Chem. Soc., 2005, 26, 1138-1140. (Pubitemid 41128745)
182. Lee, K.S.; Seo, S.H.; Lee, Y.H.; Kim, H.D.; Son, M.H.; Chung, B.Y.; Lee, J.Y.; Jin, C.; Lee, Y.S. Synthesis and biological evaluation of chromone carboxamides as calpain inhibitors. Bioorg. Med. Chem. Lett., 2005, 15, 2857-2860. (Pubitemid 40732234)
183. Kaye, P.T.; Nchinda, A.T.; Gray, C.A. Chromone studies. Part 11. Synthesis and electron-impact mass spectrometric study of granulosin and side-chain analogues. J. Chem. Res. (S), 2002, 7, 321-325
184. Chem. Abstr., 2002, 138, 39112.
185. Zhang, T.; Zhou J.; Wang, Q. Flavonoids from aerial part of Bupleurum chinense DC. Biochem. Syst. Ecol., 2007, 35, 801-804. (Pubitemid 47454765)
186. Chang, H.M.; But, P.P.H. (eds) Pharmacology and applications of chinese material medica, World Scientific Publishing Co. Pte. Ltd., Singapore 1987; Vol. 2, pp. 1016-1019.