Chemical constituents from Lobelia chinensis and their anti-virus and anti-inflammatory bioactivities

Archives of Pharmacal Research

Volumn 34, Issue 5, 2011, Pages 715-722

  Kuo, Ping Chung ^a   Hwang, Tsong Long ^b   Lin, Ying Ting ^b   Kuo, Yuh Chi ^c   Leu, Yann Lii ^b  

^a NATIONAL FORMOSA UNIVERSITY   (Taiwan)

^b CHANG GUNG UNIVERSITY   (Taiwan)

^c FU JEN CATHOLIC UNIVERSITY   (Taiwan)

Author keywords

Elastase release; Lobechine; Lobelia chinensis; Superoxide anion generation

Indexed keywords

2,6 DIMETHOXY BENZOQUINONE; 5,7 DIMETHOXYCOUMARIN; ADENINE; ANTIINFLAMMATORY AGENT; ANTIVIRUS AGENT; AURANTIAMIDE ACETATE; BETA AMYRIN; BETA AMYRIN PALMITATE; BETA SITOSTERONE; CHRYSOERIOL; CYCLOEUCALENOL; CYCLOEUCALENOL ACETATE; DIOSMETIN; ERYTHRITOL; FRUCTOSE; GALLIC ACID; GLUCOSE; GLYCEROL; INOSITOL; LOBECHINE; PLANT MEDICINAL PRODUCT; SCOPARONE; SITOGLUSIDE; SITOSTEROL; STIGMASTEROL; STIGMASTERYL GLUCOSIDE; SUCCINIC ACID; TYROSINE; UNCLASSIFIED DRUG; UNINDEXED DRUG; URIDINE;

ANTIINFLAMMATORY ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG INHIBITION; DRUG ISOLATION; DRUG STRUCTURE; HERPES SIMPLEX VIRUS 1; LOBELIA CHINENSIS; MEDICAL LITERATURE; MEDICINAL PLANT; METABOLITE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; VIRUS REPLICATION;

ADULT; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTIVIRAL AGENTS; BUTYRIC ACIDS; CELL DEGRANULATION; COUMARINS; DRUGS, CHINESE HERBAL; HELA CELLS; HERPESVIRUS 1, HUMAN; HUMANS; ISOMERISM; LEUKOCYTE ELASTASE; LOBELIA; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; NEUTROPHILS; PLAQUE ASSAY; PYRROLES; SUPEROXIDES; VIRUS REPLICATION; YOUNG ADULT;

EID: 79960239504     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-011-0503-7     Document Type: Article

References (40)

1. V. S. P. Chaturvedula J. K. Schilling 2002 Two new triterpene esters from the twigs of Brachylaena ramiflora from the Madagascar rainforest J. Nat. Prod. 65 1222 1224 12193040 10.1021/np0201220 1:CAS:528:DC%2BD38XltFOju78%3D (Pubitemid 34976514)
2. C. Y. Chen F. R. Chang Y. C. Wu 1997 The constituents from the stem of Annona cherimola. J. Chin. Chem. Soc. 44 313 319 1:CAS:528:DyaK2sXltVyjt7c%3D
3. C. Y. Chen F. R. Chang C. M. Teng Y. C. Wu 1999 Cheritamine, a new N-fatty acyl tryptamine and other constituents from the stems of Annona cherimola. J. Chin. Chem. Soc. 46 77 86 1:CAS:528:DyaK1MXhsFyrt74%3D
4. Y. H. Chen F. R. Chang M. C. Lu P. W. Hsieh M. J. Wu Y. C. Du Y. C. Wu 2008 New benzoyl glucosides and cytotoxic pterosin sesquiterpenes from Pteris ensiformis Burm Molecules 13 255 266 18305416 10.3390/molecules13020255 1:CAS:528:DC%2BD1cXivFaiurY%3D
5. Y. M. Chiang H. K. Liu J. M. Lo S. C. Chien Y. F. Chan T. H. Lee J. K. Su Y. H. Kuo 2003 Cytotoxic constituents of the leaves Calocedrus formosana. J. Chin. Chem. Soc. 50 161 166 1:CAS:528:DC%2BD3sXktVGjsrY%3D
6. D. Y. Choi J. Y. Lee M. R. Kim E. R. Woo Y. G. Kim K. W. Kang 2005 Chrysoeriol potently inhibits the induction of nitric oxide synthase by blocking AP-1 activation J. Biomed. Sci. 12 949 959 16228289 10.1007/s11373-005-9028-8 1:CAS:528:DC%2BD28XivVSjsb8%3D (Pubitemid 43081674)
7. F.-X. Felpin J. Lebreton 2004 History, chemistry and biology of alkaloids from Lobelia inflata. Tetrahedron 60 10127 10153 1:CAS:528:DC%2BD2cXotFGltrk%3D (Pubitemid 39303964)
8. A. Hiermann S. Kedwani H. W. Schramm C. Seger 2002 A new pyrrole alkaloid from seeds of Castanea sativa Fitoterapia 73 22 27 11864759 10.1016/S0367-326X(01)00344-6 1:CAS:528:DC%2BD38XhsFCqs7k%3D (Pubitemid 34195532)
9. H. B. Hu Y. F. Jian H. Cao X. D. Zheng 2007 Phenolic compounds from Elsholtzia bodinieri Van't J. Chin. Chem. Soc. 54 1189 1194 1:CAS:528: DC%2BD1cXisVegtg%3D%3D
10. X. Huang Z. Liu 2002 Solid-phase synthesis of 4(1H)-quinolone and pyrimidine derivatives based on a new scaffold-polymer-bound cyclic malonic acid ester J. Org. Chem. 67 6731 6737 12227804 10.1021/jo020175m 1:CAS:528:DC%2BD38XmtlSks7s%3D
11. T. L. Hwang G. L. Li Y. H. Lan Y. C. Chia P. W. Hsieh Y. H. Wu Y. C. Wu 2009 Potent inhibition of superoxide anion production in activated human neutrophils by isopedicin, a bioactive component of the Chinese medicinal herb Fissistigma oldhamii. Free Radic. Biol. Med. 46 520 528 19100830 10.1016/j.freeradbiomed.2008.11.014 1:CAS:528:DC%2BD1MXhtlCrsro%3D
12. K. Ishimaru H. Yonemitsu K. Shimomura 1991 Lobetyolin and lobetyol from hairy root culture of Lobelia inflata Phytochemistry 30 2255 2257 10.1016/0031-9422(91)83624-T 1:CAS:528:DyaK3MXlsFGjtrc%3D
13. K. Ishimaru S. Sadoshima S. Neera K. Koyama K. Takahashi K. Shimomura 1992 A polyacetylene gentiobioside from hairy roots of Lobelia inflata Phytochemistry 31 1577 1579 10.1016/0031-9422(92)83110-K 1:CAS:528: DyaK38XksVCmu70%3D
14. S. I. Jang Y. J. Kim W. Y. Lee K. C. Kwak S. H. Baek G. B. Kwak Y. G. Yun T. O. Kwon H. T. Chung K. Y. Chai 2005 Scoparone from Artemisia capillaris inhibits the release of inflammatory mediators in RAW 264.7 cells upon stimulation cells by interferon-γ plus LPS Arch. Pharm. Res. 28 203 208 15789752 10.1007/BF02977716 1:CAS:528:DC%2BD2MXisFGgs7g%3D (Pubitemid 43073674)
15. 1H nuclear magnetic resonance (NMR) metabolomics approach combined with orthogonal projections to latent structure-discriminant analysis as an efficient tool for discriminating between Korean and Chinese herbal medicines J. Agric. Food Chem. 56 11589 11595 19053358 10.1021/jf802088a 1:CAS:528:DC%2BD1cXhsVyrt7vO
16. S. Kawaii Y. Tomono E. Katase K. Ogawa M. Yano 1999 Isolation of furocoumarins from Bergamot fruits as HL-60 differentiation-inducing compounds J. Agric. Food Chem. 47 4073 4078 10552768 10.1021/jf990155u 1:CAS:528:DyaK1MXlvVeqsLs%3D (Pubitemid 29506202)
17. F. Kiuchi N. Suzuki Y. Fukumoto Y. Goto M. Mitsui Y. Tsuda 1998 Chemical transformation of embelin through dimerization during preparation of a decoction Chem. Pharm. Bull. 46 1225 1228 1:CAS:528:DyaK1cXlsFyjtbo%3D
18. C. Koukoulitsa A. Karioti M.C. Bergonzi G. Pescitelli L. Di Bari H. Skaltsa 2006 Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece J. Agric. Food Chem. 54 5388 5392 16848522 10.1021/jf061477i 1:CAS:528:DC%2BD28XmtlOmt78%3D (Pubitemid 44195717)
19. I. Kowalska A. Stochmal I. Kapusta B. Janda C. Pizza S. Piacente W. Oleszek 2007 Flavonoids from barrel medic (Medicago truncatula) aerial parts J. Agric. Food Chem. 55 2645 2652 17348681 10.1021/jf063635b 1:CAS:528: DC%2BD2sXis1GhsbY%3D (Pubitemid 46623760)
20. Y. C. Kuo C. C. Chen W. J. Tsai Y. H. Ho 2001 Regulation of herpes simplex virus type 1 replication in Vero cells by Psychotria serpens: relationship to gene expression, DNA replication, and protein synthesis Antiviral Res. 51 95 109 11431035 10.1016/S0166-3542(01)00141-3 1:CAS:528:DC%2BD3MXks1Omurs%3D (Pubitemid 32592499)
21. Y. C. Kuo Y. H. Kuo Y. L. Lin W. J. Tsai 2006 Yatein from Chamaecyparis obtuse suppresses herpes simplex virus type 1 replication in HeLa cells by interruption the immediate-early gene expression Antiviral Res. 70 112 120 16540181 10.1016/j.antiviral.2006.01.011 1:CAS:528:DC%2BD28XkvVOmsLo%3D (Pubitemid 43765617)
22. Y. C. Kuo Y. C. Lee Y. L. Leu W. J. Tsai S. C. Chang 2008 Efficacy of orally administered Lobelia chinensis extracts on herpes simplex virus type 1 infection in BALB/c mice Antiviral Res. 80 206 212 18621082 10.1016/j.antiviral. 2008.06.009 1:CAS:528:DC%2BD1cXht1ensLnE
23. C.-S. Lai R. H. M. H. Mas N. K. Nair S. M. Mansor V. Navaratnam 2010 Chemical constituents and in vitro anticancer activity of Typhonium flagelliforme (Araceae) J. Ethnopharmacol. 127 486 494 19833183 10.1016/j.jep.2009.10.009 1:CAS:528:DC%2BC3cXot12msQ%3D%3D
24. C. K. Lee M. H. Chang 2000 The chemical constituents from the heartwood of Eucalyptus citriodora. J. Chin. Chem. Soc. 47 555 560 1:CAS:528: DC%2BD3cXksFygsb4%3D
25. T. H. Lee J. L. Chiou C. K. Lee Y. H. Kuo 2005 Separation and determination of chemical constituents in the roots of Rhus javanica L. var. roxburghiana J. Chin. Chem. Soc. 52 833 841 1:CAS:528:DC%2BD2MXhtlalu7zF
26. R. N. Monrad R. Madsen 2007 Rhodium-catalyzed decarbonylation of aldoses J. Org. Chem. 72 9782 9785 17979290 10.1021/jo7017729 (Pubitemid 350231835)
27. T. Nagao F. Abe J. Kinjo H. Okabe 2002 Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship Biol. Pharm. Bull. 25 875 879 12132661 10.1248/bpb.25.875 1:CAS:528:DC%2BD38XlvVChs7s%3D (Pubitemid 40022116)
28. A. Nishina K. Hasegawa T. Uchibori H. Seino T. Osawa 1991 2,6-Dimethoxy-p-benzoquinone as an antibacterial substance in the bark of Phyllostachys heterocycla var. Pubescens, a species of thick-stemmed bamboo J. Agric. Food Chem. 39 266 269 10.1021/jf00002a009 1:CAS:528:DyaK3MXnvVCqug%3D%3D
29. 1H NMR spectroscopy Anal. Chem. 76 4790 4798 15307790 10.1021/ac0496852 1:CAS:528:DC%2BD2cXltVKru70%3D (Pubitemid 39079476)
30. N. Ouwerkerk M. Steenweg M. de Ruijter J. Brouwer J. H. van Boom J. Lugtenburg J. Raap 2002 One-pot two-step enzymatic coupling of pyrimidine bases to 2-deoxy-D-ribose-5-phosphate. A new strategy in the synthesis of stable isotope labeled deoxynucleosides J. Org. Chem. 67 1480 1489 11871876 10.1021/jo0107249 1:CAS:528:DC%2BD38XhtVKitLY%3D (Pubitemid 34211590)
31. B. Y. Park B. S. Min S. R. Oh J. H. Kim K. H. Bae H. K. Lee 2006 Isolation of flavonoids, a biscoumarin and an amide from the flower buds of Daphne genkwa and the evaluation of their anti-complement activity Phytother. Res. 20 610 613 16685682 10.1002/ptr.1915 1:CAS:528:DC%2BD28Xot1Gqur0%3D (Pubitemid 44065148)
32. J. Quintin G. Lewin 2004 Semisynthesis of linarin, acacetin, and 6-iodoapigenin derivatives from diosmin J. Nat. Prod. 67 1624 1627 15387678 10.1021/np040079b 1:CAS:528:DC%2BD2cXmslSqt7k%3D (Pubitemid 39298646)
33. N. P. Sahu B. Achari S. Banerjee 1998 7,3-Dihydroxy-4'-methoxyflavone from seeds of Acacia farnesiana. Phytochemistry 49 1425 1426 10.1016/S0031-9422(97)00799-1 1:CAS:528:DyaK1cXnvVGjt7k%3D (Pubitemid 28524966)
34. M. Shibano D. Tsukamoto A. Masuda Y. Tanaka G. Kusano 2001 Two new pyrrolidine alkaloids, radicamines A and B, as inhibitors of α-glucosidase from Lobelia chinensis Lour Chem. Pharm. Bull. 49 1362 1365 11605673 10.1248/cpb.49.1362 1:CAS:528:DC%2BD3MXnt1Ckt7c%3D (Pubitemid 33035654)
35. M. Shibano Y. Fujimoto K. Kushino G. Kusano K. Baba 2004 Biosynthesis of 1-deoxynojirimycin in Commelina communis: a difference between the microorganisms and plants Phytochemistry 65 2661 2665 15464153 10.1016/j.phytochem.2004.08.013 1:CAS:528:DC%2BD2cXotF2hsrg%3D (Pubitemid 39298163)
36. A. Stochmal S. Piacente C. Pizza F. De Riccardis R. Leitz W. Oleszek 2001 Alfalfa (Medicago sativa L.) flavonoids. 1. Apigenin and luteolin glycosides from aerial parts J. Agric. Food Chem. 49 753 758 11262024 10.1021/jf000876p 1:CAS:528:DC%2BD3MXnt1KrtQ%3D%3D (Pubitemid 32175113)
37. H. Takahashi H. Kittaka S. Ikegami 2001 Novel synthesis of enantiomerically pure matural inositols and their diastereoisomers J. Org. Chem. 66 2705 2716 11304191 10.1021/jo001575h 1:CAS:528:DC%2BD3MXhvFGrtbw%3D (Pubitemid 32867689)
38. H. Wang X. Tian Y. Z. Chen 2002 Chemical constituents of the aerial part of Celastrus hypoleucus. J. Chin. Chem. Soc. 49 433 436 1:CAS:528: DC%2BD38Xmslykt7c%3D (Pubitemid 44406632)
39. T. S. Wu F. C. Chang P. L. Wu C. S. Kuoh I. S. Chen 1995 Constituents of leaves of Tetradium glabriflium. J. Chin. Chem. Soc. 42 929 934 1:CAS:528:DyaK2MXhtVSnsL7F
40. T. S. Wu Y. L. Leu Y. Y. Chan 2000 Aristolochic acid as a defensive substance for the aristolochiaceous plantfeeding swallowtail butterfly, Pachliopta aristolochiae interpositus J. Chin. Chem. Soc. 47 221 226 1:CAS:528:DC%2BD3cXhvFWqs70%3D