Planta Med 2012; 78(4): 390-392
DOI: 10.1055/s-0031-1298175
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Isolation and Cytotoxic Activity of Selaginellin Derivatives and Biflavonoids from Selaginella tamariscina

Guo-gang Zhang1 , Ying Jing1 , Hong-mei Zhang1 , En-long Ma2 , Jin Guan3 , Feng-ning Xue1 , Hong-xia Liu1 , Xiao-ya Sun1
  • 1College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, P. R. China
  • 2School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang, P. R. China
  • 3College of Applied Chemistry, Shenyang Institute of Chemical Technology, Shenyang, P. R. China
Weitere Informationen

Publikationsverlauf

received November 5, 2011 revised December 9, 2011

accepted December 16, 2011

Publikationsdatum:
23. Januar 2012 (online)

Abstract

Five selaginellin derivatives, including two new selaginellins termed selaginellins M (1) and N (2), and three previously identified compounds, selaginellin (3), selaginellin A (4), and selaginellin C (5), were isolated from the Selaginella tamariscina (Beauv.) Spring plant. In addition, four known biflavonoids, namely neocryptomerin (6), hinokiflavone (7), pulvinatabiflavone (8), and 7′′-O-methylamentoflavone (9), were also isolated. The structures of new compounds 1 and 2 were elucidated by spectroscopic analysis. The cytotoxic activity of compounds 1-9 was evaluated against a small panel of human cancer cell lines, including U251 (human glioma cells), HeLa (human cervical carcinoma cells), and MCF-7 (human breast cancer cells). The two new selaginellins, selaginellins M (1) and N (2), showed medium activity against the human cancer cell lines.

Supporting Information

References

  • 1 Lin L C, Kuo Y C, Chou C J. Cytotoxic biflavonoids from Selaginella delicatula.  J Nat Prod. 2000;  63 627-630
  • 2 Lin Y M, Flavin M T, Schure R, Chen F C, Sidwell R, Barnard D L, Huffman J H, Kern E R. Antiviral activities of biflavonoids.  Planta Med. 1999;  65 120-125
  • 3 Kuo Y C, Sun C M, Tsai W J, Ou J C, Chen W P, Lin C Y. Chinese herbs as modulators of human mesangial cell proliferation: preliminary studies.  J Lab Clin Med. 1998;  132 76-85
  • 4 Zhang L P, Liang Y M, Wei X C, Cheng D L. A new unusual natural pigment from Selaginella sinensis and its noticeable physicochemical properties.  J Org Chem. 2007;  72 3921-3924
  • 5 Cheng X L, Ma S C, Yu J D, Yang S Y, Xiao X Y, Hu J Y, Lu Y, Shaw P C, But P P, Lin R C. Selaginellin A and B, two novel natural pigments isolated from Selaginella tamariscina.  Chem Pharm Bull. 2008;  56 982-984
  • 6 Tan G S, Xu K P, Li F S, Wang C J, Li T Y, Hu C P, Shen J, Zhou Y J, Li Y J. Selaginellin C, a new natural pigment from Selaginella pulvinata Maxim (Hook et Grev.).  J Asian Nat Prod Res. 2009;  11 1001-1004
  • 7 Cao Y, Chen J J, Tan N H, Oberer L, Wagner T, Wu Y P, Zeng G Z, Yan H, Wang Q. Antimicrobial selaginellin derivatives from Selaginella pulvinata.  Bioorg Med Chem Lett. 2010;  20 2456-2460
  • 8 Okigawa M, Chiang W H, Kawano N, Rahman W. Biflavones in Selaginella species.  Phytochemistry. 1971;  10 3286-3287
  • 9 Markham K R, Sheppard C, Geiger H. 13C NMR studies of some naturally occurring amentoflavone and hinokiflavone biflavonoids.  Phytochemistry. 1987;  26 3335-3337
  • 10 Tan G S, Chen L Z, Xu K P, Zheng Q C, Xu Z, Huang Z H, Shu J H, Deng T. Study on the chemical constituents of Selaginella pulvinata Maxim.  Chin J Org Chem. 2004;  24 1082-1085
  • 11 Qiu L G, Lian M, Ma Z W, He G F. Biflavones of Taxus wallichiana Zucc.  J Integr Plant Biol. 1989;  31 54-56

Prof. Guo-Gang Zhang

College of Traditional Chinese Materia Medica
Shenyang Pharmaceutical University

No. 103 Wenhua Road

Shenyang 110016

People's Republic of China

Telefon: +86 24 23 98 65 11

Fax: +86 24 23 98 65 11

eMail: Zhangguogang821@hotmail.com