Triterpenes as α-glucosidase inhibitors from Fagus hayatae

Phytochemistry

Volumn 74, Issue , 2012, Pages 206-211

  Lai, Yi Chun ^a   Chen, Chien Kuang ^a   Tsai, Sheng Fa ^a   Lee, Shoei Sheng ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

Glucosidase inhibitor; 1,10 Seco oleanane; Fagaceae; Fagus hayatae; Flavonol glycosides; Neolignan; Triterpenoid

Indexed keywords

ALPHA GLUCOSIDASE; ENZYME INHIBITOR; PLANT EXTRACT; TRITERPENE;

ARTICLE; BEECH; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; GEOBACILLUS STEAROTHERMOPHILUS; ISOLATION AND PURIFICATION; METABOLISM; PLANT LEAF; PLANT STEM;

ALPHA-GLUCOSIDASES; ENZYME INHIBITORS; FAGUS; GEOBACILLUS STEAROTHERMOPHILUS; MOLECULAR STRUCTURE; PLANT EXTRACTS; PLANT LEAVES; PLANT STEMS; TRITERPENES;

FAGACEAE; FAGUS; FAGUS HAYATAE; GEOBACILLUS STEAROTHERMOPHILUS;

EID: 84855973059     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2011.09.016     Document Type: Article

References (36)

1. M.S. Ali, M. Jahangir, S.S. ul Hussan, and M.I. Choudhary Inhibition of α-glucosidase by oleanolic acid and its synthetic derivatives Phytochemistry 60 2002 295 299 (Pubitemid 34947536)
2. W.J. Baas Naturally-occurring seco-ring-A-triterpenoids and their possible biological significance Phytochemistry 24 1985 1875 1889
3. H. Bischoff Pharmacology of α-glucosidase inhibition Eur. J. Clin. Invest. 24 1994 3 10
4. A. Dubeler, G. Voltmer, V. Gora, J. Lunderstadt, and A. Zeeck Phenols from Fagus sylvatica and their role in defense against Cryptococcus fagisuga Phytochemistry 45 1997 51 57 (Pubitemid 27175463)
5. G. Fico, G. Rodoni, G. Flamini, D. Passarella, and F. Tome Comparative phytochemical and morphological analyses of three Italian Primula species Phytochemistry 68 2007 1683 1691 (Pubitemid 46879810)
6. L.W. Fu, S.J. Zhang, N. Li, J.L. Wang, M. Zhao, J. Sakai, T. Hasegawa, T. Mitsui, T. Kataoka, S. Oka, M. Kiuchi, K. Hirose, and M. Ando Three new triterpenes from Nerium oleander and biological activity of the isolated compounds J. Nat. Prod. 68 2005 198 206 (Pubitemid 40299806)
7. H. Fuchino, T. Satoh, and N. Tanaka Chemical evaluation of Betula species in Japan. 1. Constituents of Betula ermanii Chem. Pharm. Bull. 43 1995 1937 1942
8. T. Fukunaga, K. Nishiya, I. Kajikawa, Y. Watanabe, N. Suzuki, K. Takeya, and H. Itokawa Chemical studies on the constituents of Hyphear tanakae Hosokawa from different host trees Chem. Pharm. Bull. 36 1988 1180 1184
9. J.B. Harborne, M. Boardley, and H.P. Linder Variations in flavonoid patterns within the genus Chondropetalum (Restionaceae) Phytochemistry 24 1985 273 278
10. A. Hisham, G.J. Kumar, Y. Fujimoto, and N. Hara 20,29-Epoxysalacianone and 6β-hydroxysalacianone, two lupane triterepenes from Salacia beddomei Phytochemistry 42 1996 789 794 (Pubitemid 27096890)
11. Huang, T.C. (Ed.), 1996. Flora of Taiwan, second ed., vol. 2. Editorial Committee of the Flora of Taiwan, Taipei, pp. 87-90.
12. T. Imamura, T. Watanabe, M. Kuwahara, and T. Koshijima Ester linkages between lignin and glucuronic acid in lignin-carbohydrate complexes from Fagus crenata Phytochemistry 37 1994 1165 1173 (Pubitemid 2162523)
13. T. Kasai, P.O. Larsen, and H. Sorensen Free amino acids and γ-glutamyl peptides in Fagaceae Phytochemistry 17 1978 1911 1915
14. J. Kitajima, M. Shindo, and Y. Tanaka Two new triterpenoid sulfates from the leaves of Schefflera octophylla Chem. Pharm. Bull. 38 1990 714 716 (Pubitemid 20316802)
15. I. Kristensen, P.O. Larsen, and C.E. Olsen Two diastereoisomers of 5-hydroxy-6-methylpipecolic acid from seeds of Fagus silvatica L Tetrahedron 32 1976 2799 2804
16. S.S. Lee, and K.C. Liu Chemical constituents from the roots of Zizyphus jujube Mill var. Spinosa (Bunge) Hu. (ii) Chin. Pharm. J. 47 1995 511 519
17. S.S. Lee, H.C. Lin, and C.K. Chen Acylated flavonol monorhamnosides, α-glucosidase inhibitors, from Machilus philippinensis Phytochemistry 69 2008 2347 2353
18. N.G. Lewis, M.E.J. Inciong, H. Ohashi, G.H.N. Towers, and E. Yamamoto Exclusive accumulation of Z-isomers of monolignols and their glucosides in bark of Fagus grandifolia Phytochemistry 27 1988 2119 2121
19. Y.L. Lin, and I.S. Chen Chemical constituents from Mucuna membranacea J. Chin. Chem. Soc. Taip. 45 1998 213 217
20. L.N. Lundgren, T. Popoff, and O. Theander The constituents of conifer needles. 9. Arylglycerol glucosides from Pinus sylvestris Acta Chem. Scand., Ser. B. Org. Chem. & Biochem. 36 1982 695 699
21. G.D. Manners, and E.P. Swan Isolation and structure of a dilignol rhamnoside from leaves of Thuja plicata trees Can. J. Chem. 49 1971 3607 3611
22. K.R. Markham, B. Ternai, R. Stanley, H. Geiger, and T.J. Mabry Carbon-13 NMR studies of flavonoids-III naturally occurring flavonoid glycosides and their acylated derivatives Tetrahedron 34 1978 1389 1397
23. N. Matsuda, and M. Kikuchi Studies on the constituents of Lonicera species.10. Neolignan glycosides from the leaves of Lonicera gracilipes var. glandulosa MAXIM Pharm. Chem. Bull. 44 1996 1676 1679 (Pubitemid 26342281)
24. T. Miyase, A. Ueno, N. Takizawa, H. Kobayashi, and H. Oguchi Studies on the glycosides of Epimedium grandiflorum MORR. var. thunbergianum (MIQ) NAKAI.2 Chem. Pharm. Bull. 35 1987 3713 3719
25. M. Nakatani, S. Hatanaka, H. Komura, T. Kubota, and T. Hase The structure of rotungenoside, a new bitter triterpene glucoside from Ilex rotunda Bull. Chem. Soc. Jpn. 62 1989 469 473
26. Y. Okada, A. Omae, and T. Okuyama A new triterpenoid isolated from Lagerstronemia speciosa (L.) PERS Chem. Pharm. Bull. 51 2003 452 454 (Pubitemid 41694827)
27. S.R. Peraza-Sánchez, N.E. Salazar-Aguilar, and L.M. Peńa-Rodrfguez A new triterpene from the resin of Bursera simaruba J. Nat. Prod. 58 1995 271 274
28. T. Popoff, and O. Theander The constituents of conifer needles. 6. phenolic glycosides from Pinus Sylvestris Acta Chem. Scand., Ser. B. Org. Chem. & Biochem. 31 1977 329 337
29. T. Seto, T. Tanaka, O. Tanaka, and N. Naruhashi β-Glucosyl esters of 19α-hydroxyursolic acid-derivatives in leaves of Rubus species Phytochemistry 23 1984 2829 2834
30. H. Sun, W.S. Fang, W.Z. Wang, and C. Hu Structure-activity relationships of oleanane- and ursane-type triterpenoids Botanical Studies 47 2006 339 368 (Pubitemid 44829318)
31. I.L. Tsai, and I.S. Chen Isolation of constituents from the leaves of syzygium tripinnatum Chin. Pharm. J. 46 1994 401 412
32. Y. Wei, C.M. Ma, and M. Hattori Synthesis and evaluation of A-seco type triterpenoids for anti-HIV-1 protease activity Eur. J. Med. Chem. 44 2009 4112 4120
33. X.J. Yan, B.T. Murphy, G.B. Hammond, J.A. Vinson, and C.C. Neto Antioxidant activities and antitumor screening of extracts from cranberry fruit (Vaccinium macrocarpon) J. Agric. Food Chem. 50 2002 5844 5849 (Pubitemid 35155303)
34. K. Yoshinari, Y. Sashida, and H. Shimomura Two new lignan xylosides from the barks of Prunus ssiori and Prunus padus Chem. Pharm. Bull. 37 1989 3301 3303 (Pubitemid 20126538)
35. M.P. Yuldashev Flavonoids of the epigeal part of Cicer flexuosum and C. Mogoltavicum Chem. Nat. Compd. 34 1998 195 196
36. A.M. Zaghloul, A.A. Gohar, Z. Naiem, and F.M.A. Bar Zeitschrift Für Naturforschung. C. Taxodione, a DNA-binding compound from Taxodium distichum L. (Rich.) J. Biosci. 63 2008 355 360