Schisanwilsonins A-G and related anti-HBV lignans from the fruits of Schisandra wilsoniana

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 17, 2009, Pages 4958-4962

  Ma, Wen Hui ^a   Lu, Yan ^a   Huang, Hai ^a   Zhou, Pei ^a   Chen, Dao Feng ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

Anti HBV; Lignan; Schisandra wilsoniana; Schisanwilsonin

Indexed keywords

CYCLOOCTANE DERIVATIVE; DEOXYSCHIZANDRIN; GOMISIN K 3; HEPATITIS B SURFACE ANTIGEN; HEPATITIS B(E) ANTIBODY; HEPATITIS B(E) ANTIGEN; LIGNAN DERIVATIVE; SCHISANTHERIN C; SCHISANWILSONIN A; SCHISANWILSONIN B; SCHISANWILSONIN C; SCHISANWILSONIN D; SCHISANWILSONIN E; SCHISANWILSONIN F; SCHISANWILSONIN G; UNCLASSIFIED DRUG;

ANTIGEN EXPRESSION; ANTIVIRAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG ISOLATION; DRUG POTENCY; DRUG STRUCTURE; FRUIT; HEPATITIS B VIRUS; HUMAN; HUMAN CELL; IN VITRO STUDY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; SCHISANDRACEAE;

ANTIVIRAL AGENTS; CELL LINE, TUMOR; CYCLOOCTANES; FRUIT; HEPATITIS B E ANTIGENS; HEPATITIS B SURFACE ANTIGENS; HEPATITIS B VIRUS; HUMANS; LIGNANS; SCHISANDRA;

HEPATITIS B VIRUS; SCHISANDRA;

EID: 68349130186     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.07.078     Document Type: Article

References (29)

1. Liu G.T. Prog. Physiol. Sci. 19 (1988) 198
2. Zhang X.M., Chen D.F., He X.J., Yang S., Zheng P., and Jiang M.H. Acta Pharmacol. Sin. 21 (2000) 373
3. Yang X.W., Hattori M., Namba T., Chen D.F., and Xu G. J. Chem. Pharm. Bull. 40 (1992) 406
4. Kuo Y.H., Huang H.C., Yang Kuo L.M., and Chen C.F. J. Org. Chem. 64 (1999) 7023
5. Chen D.F., Zhang S.X., Xie L., Xie J.X., Chen K., Kashiwada Y., Zhou B.N., Wang P., Cosentino L.M., and Lee K.H. Bioorg. Med. Chem. 5 (1997) 1715
6. Chen D.F., Zhang S.X., Chen K., Zhou B.N., Wang P., Cosentino L.M., and Lee K.H. J. Nat. Prod. 59 (1996) 1066
7. Chen M., Kilgore N., Lee K.H., and Chen D.F. J. Nat. Prod. 69 (2006) 1697
8. Ma W.H., Ma X.L., Huang H., Zhou P., and Chen D.F. Chem. Biodiv. 4 (2007) 966
9. Kuo Y.H., Wu M.D., Huang R.L., Yang Kuo L.M., Hsu Y.W., Liaw C.C., Huang C.C., Shen Y.C., and Ong C.W. Planta Med. 71 (2005) 646
10. Wu M.D., Huang R.L., Yang Kuo L.M., Huang C.C., Ong C.W., and Kuo Y.H. Chem. Pharm. Bull. 51 (2003) 1233
11. Plant material: the fruits of Schisandra wilsoniana were collected in August of 2005 at Heqing, Yunnan, China. The identity of the plant material was verified by Professor Dao-Feng Chen at Fudan University, and a voucher specimen (DFC-MWH20050801) has been deposited in the Herbarium of Materia Medica, Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai, People's Republic of China.
12. 2O (6:4-7:3), and prep. TLC with PE-EtOAc (3:1) to give 12 (15 mg), 7 (6 mg), 6 (5 mg) and 4 (20 mg).
13. Ikeya Y., Miji E., Okada M., Mitsuhashi H., and Chai J.G. Chem. Pharm. Bull. 38 (1990) 1408
14. Wang H.J., and Chen Y.N. Acta Pharm. Sin. 20 (1985) 832
15. Ikeya Y., Taguchi H., and Yosioka I. Chem. Pharm. Bull. 28 (1980) 2422
16. Ikeya Y., Taguchi H., Yosioka I., and Kobayashi H. Chem. Pharm. Bull. 27 (1979) 1576
17. Liu J.S., Huang M.F., and Gao Y.L. Acta Chim. Sin. 38 (1988) 466
18. Liu J.S., and Li L. Phytochemistry 32 (1993) 1293
19. Ikeya Y., Taguchi H., Sasaki H., Nakajima K., and Yosioka I. Chem. Pharm. Bull. 28 (1980) 2414
20. 9, 514.2203).
21. +, 537.2101).
22. Chen D.F., Xu G.J., Yang X.W., Hattori M., Tezuka Y., Kikuchi T., and Namba T. Phytochemistry 31 (1992) 629
23. 9, 536.2046).
24. Chen M., Liao Z.X., and Chen D.F. Helv. Chim. Acta 87 (2004) 1368
25. +, 539.2257).
26. +, 525.2101).
27. +, 497.1788).
28. 9, 528.2203).
29. 2. After the HepG2 2.2.15 cell suspensions seeded in 24-well microtiter plates were cultured for 48 h, they were incubated at 37 °C for 9 days in the presence of various concentrations of drugs (200, 100, 50, and 25 μg/mL, respectively) from DMSO-diluted stock, and the medium was refreshed every 3 days. Then the culture supernatants were harvested to detect the HBsAg and HBeAg secretion using diagnostic ELISA kits (Shanghai SIIC KEHUA Biotech Co., Ltd) as described in triplicate, and the SEM (standard error of the mean) of inhibition values varied no more than 5%. Cell damage was assessed using MTT assay.