Research Article

Dibenzocyclooctane Lignans from the Stems of Kadsura induta and Their Antiviral Effect on Hepatitis B Virus

Wenhui Ma

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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Xiaolin Ma,

Xiaolin Ma

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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Hai Huang,

Hai Huang

Department of Biosynthetic Medicinal Chemistry, School of Pharmacy, Fudan University, 138 Yixueyuan Road, Shanghai 200032, P. R. China

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Pei Zhou,

Pei Zhou

Department of Biosynthetic Medicinal Chemistry, School of Pharmacy, Fudan University, 138 Yixueyuan Road, Shanghai 200032, P. R. China

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Daofeng Chen,

Daofeng Chen

[email protected]

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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Wenhui Ma,

Wenhui Ma

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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Xiaolin Ma,

Xiaolin Ma

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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Hai Huang,

Hai Huang

Department of Biosynthetic Medicinal Chemistry, School of Pharmacy, Fudan University, 138 Yixueyuan Road, Shanghai 200032, P. R. China

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Pei Zhou,

Pei Zhou

Department of Biosynthetic Medicinal Chemistry, School of Pharmacy, Fudan University, 138 Yixueyuan Road, Shanghai 200032, P. R. China

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Daofeng Chen,

Daofeng Chen

[email protected]

Department of Pharmacognosy, School of Pharmacy, Fudan University, Shanghai 200032, P. R. China, (phone: +86-21-54237453; fax: +86-21-64170921)

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First published: 18 May 2007

https://doi.org/10.1002/cbdv.200790087

Citations: 26

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Abstract

Two new dibenzocyclooctane lignans, kadsurindutins A (1) and B (2), were isolated from the stems of Kadsura induta, together with the known, structurally related lignans schisantherin L (3), schisantherin P (4), kadsulignan L (5), and neokadsuranin (6). Their structures and configurations were elucidated by spectroscopic methods (UV, ORD, CD, IR, 1D- and 2D-NMR) in combination with mass-spectrometric (HR-MS) techniques. Compounds 1, 5, and 6 showed in vitro antiviral effects on hepatitis B virus.

References

1 D. F. Chen, H. L. Peng, M. H. Jiang, D. W. Shi, J. Shanghai Med. Univ. 1996, 23(suppl.), 52.
Web of Science® Google Scholar
2 Y. H. Kuo, M. Li, Y. Kuo, C. F. Chen, J. Org. Chem. 1997, 62, 3242.
10.1021/jo9622542
CAS PubMed Web of Science® Google Scholar
3 H. Hikino, Y. Kiso, H. Taguchi, Y. Ikeya, Planta Med. 1984, 50, 213.
10.1055/s-2007-969681
CAS PubMed Web of Science® Google Scholar
4 X. W. Yang, M. Hattori, T. Namba, D. F. Chen, G. J. Xu, Chem. Pharm. Bull. 1992, 40, 406.
10.1248/cpb.40.406
CAS PubMed Web of Science® Google Scholar
5 X. W. Yang, H. Miyashiro, M. Hattori, T. Namba, Y. Tezuka, T. Kikuchi, D. F. Chen, G. J. Xu, T. Hori, M. Extine, H. Mizuno, Chem. Pharm. Bull. 1992, 40, 1510.
10.1248/cpb.40.1510
CAS PubMed Web of Science® Google Scholar
6 D. F. Chen, S. X. Zhang, M. Kozuka, Q. Z. Sun, J. Feng, Q. Wang, T. Mukainaka, Y. Nobukuni, H. Tokuda, H. Nishino, H. K. Wang, S. L. Morris-Natschke, K. H. Lee, J. Nat. Prod. 2002, 65, 1242.
10.1021/np0105127
CAS PubMed Web of Science® Google Scholar
7 X. M. Zhang, D. F. Chen, X. J. He, S. Yang, P. Zheng, M. H. Jiang, Acta Pharmcol. Sin. 2000, 21, 373.
PubMed Web of Science® Google Scholar
8 D. F. Chen, S. X. Zhang, K. Chen, B. N. Zhou, P. Wang, L. M. Cosentino, K. H. Lee, J. Nat. Prod. 1996, 59, 1066.
10.1021/np9601667
CAS PubMed Web of Science® Google Scholar
9 D. F. Chen, S. X. Zhang, L. Xie, J. X. Xie, K. Chen, Y. Kashiwada, B. N. Zhou, P. Wang, L. M. Cosentino, K. H. Lee, Bioorg. Med. Chem. 1997, 5, 1715.
10.1016/S0968-0896(97)00118-1
CAS PubMed Web of Science® Google Scholar
10 Q. Z. Sun, D. F. Chen, P. L. Ding, C. M. Ma, H. Kakuda, N. Nakamura, M. Hattori, Chem. Pharm. Bull. 2006, 54, 129.
10.1248/cpb.54.129
CAS PubMed Web of Science® Google Scholar
11 Y. H. Kuo, M. D. Wu, R. L. Huang, L. M. Y. Kuo, Y. W. Hsu, C. C. Liaw, C. C. Hung, Y. C. Shen, C. W. Ong, Planta Med. 2005, 71, 646.
10.1055/s-2005-871271
CAS PubMed Web of Science® Google Scholar
12 M. D. Wu, R. L. Hung, L. M. Y. Kuo, C. C. Hung, C. W. Ong, Y. H. Kuo, Chem. Pharm. Bull. 2003, 51, 1233.
10.1248/cpb.51.1233
CAS PubMed Web of Science® Google Scholar
13 Y. Ikeya, H. Taguchi, I. Yosioka, H. Kobayashi, Chem. Pharm. Bull. 1979, 27, 1383.
10.1248/cpb.27.1383
CAS PubMed Web of Science® Google Scholar
14 J. S. Liu, M. F. Huang, Y. L. Gao, Acta. Chim. Sin. 1988, 38, 466.
Google Scholar
15 J. S. Liu, L. Li, Phytochemistry 1993, 32, 1293.
10.1016/S0031-9422(00)95108-2
CAS Web of Science® Google Scholar
16 Y. Ikeya, H. Taguchi, H. Sasaki, K. Nakajima, I. Yosioka, Chem. Pharm. Bull. 1980, 28, 2414.
10.1248/cpb.28.2414
CAS Web of Science® Google Scholar
17 Y. G. Chen, P. Wang, Z. W. Lin, H. D. Sun, G. W. Qin, Y. Y. Xie, Phytochemistry 1998, 48, 1059.
10.1016/S0031-9422(97)00996-5
CAS Web of Science® Google Scholar
18 J. S. Liu, L. Li, Phytochemistry 1995, 38, 1009.
10.1016/0031-9422(94)00557-A
CAS Web of Science® Google Scholar
19 J. S. Liu, L. Li, Phytochemistry 1995, 38, 241.
10.1016/0031-9422(94)00557-A
CAS Web of Science® Google Scholar
20 Y. H. Kuo, S. Y. Li, M. D. Wu, R. L. Huang, L. M. Y. Kuo, C. F. Chen, Chem. Pharm. Bull. 1999, 47, 1047.
10.1248/cpb.47.1047
CAS PubMed Web of Science® Google Scholar
21 T. Wu, H. Huang, P. Zhou, Zhongguo Bing Du Xue 1998, 13, 45.
CAS Google Scholar

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Volume4, Issue5

May 2007

Pages 966-972

Dibenzocyclooctane Lignans from the Stems of Kadsura induta and Their Antiviral Effect on Hepatitis B Virus

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Dibenzocyclooctane Lignans from the Stems of Kadsura induta and Their Antiviral Effect on Hepatitis B Virus

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