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Planta Med 2017; 83(01/02): 126-134
DOI: 10.1055/s-0042-108057
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Polyoxypregnane Glycosides from the Roots of Marsdenia tenacissima and Their Anti-HIV Activities

Xu Pang   *
1   Beijing Institute of Radiation Medicine, Beijing, China
2   Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China
,
Li-Ping Kang   *
1   Beijing Institute of Radiation Medicine, Beijing, China
3   Tianjin University of Traditional Chinese Medicine, Tianjin, China
,
Xiao Mei Fang   *
2   Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China
,
Yang Zhao
1   Beijing Institute of Radiation Medicine, Beijing, China
,
He-Shui Yu
3   Tianjin University of Traditional Chinese Medicine, Tianjin, China
,
Li-Feng Han
3   Tianjin University of Traditional Chinese Medicine, Tianjin, China
,
Hai-Tao Li
4   Yunnan Branch of Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Jinghong, China
,
Li-Xia Zhang
4   Yunnan Branch of Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Jinghong, China
,
Bao-Lin Guo
5   Institute of Medicinal Plant development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China
,
Li-Yan Yu
2   Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China
,
Bai-Ping Ma
1   Beijing Institute of Radiation Medicine, Beijing, China
› Author Affiliations
Further Information

Publication History

received 14 July 2015
revised 17 April 2016

accepted 19 April 2016

Publication Date:
07 June 2016 (online)

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Abstract

A continuous phytochemical study on the roots of Marsdenia tenacissima led to the isolation and identification of 13 new polyoxypregnane glycosides named marstenacissides B10–B17 (1, 2, 4, 7, 8, 11, 12, and 14) and marstenacissides A8-A12 (3, 9, 10, 13, and 15) in addition to two known polyoxypregnane glycosides marsdenosides M and L (5 and 6). Their structures were established by spectroscopic techniques and by comparison with the reported data in the literature. Moreover, the anti-HIV activities of these isolates and the previous isolated marstenacissides A1–A7 and B1–B9 were assessed, some of which exhibited slight or negligible effects against HIV-1.

Key words

Marsdenia tenacissima - Asclepiadaceae - polyoxypregnane glycoside - marstenacisside - anti-HIV - antiviral activity

* These authors contributed equally to this work.


Supporting Information

 

  • References

  • 1 Li HT, Kang LP, Guo BL, Zhang ZL, Guan YH, Pang X, Peng CZ, Ma BP, Zhang LX. Original plant identification of Dai nationality herb “Daibaijie”. Chin J Chin Mater Med 2014; 39: 1525-1529
    PubMedGoogle Scholar
  • 2 Pang X, Kang LP, Yu HS, Zhao Y, Han LF, Zhang J, Xiong CQ, Zhang LX, Yu LY, Ma BP. New polyoxypregnane glycosides from the roots of Marsdenia tenacissima . Steroids 2015; 93: 68-76
    CrossrefPubMedGoogle Scholar
  • 3 Liang XW, Wang CC. [Analysis of the relation of clearing heat and expelling miasma medicine and antivirus medicine]. J Liaoning Univ Tradit Chin Med 2009; 11: 28-29
    PubMedGoogle Scholar
  • 4 Huang XD, Liu T, Wang S. Two new polyoxypregnane glycosides from Marsdenia tenacissima . Helv Chim Acta 2009; 92: 2111-2117
    CrossrefPubMedGoogle Scholar
  • 5 Ma BX, Fang TZ, Ma K, Ni J, Wu H, Ding WP, Jiang C. Novel saponins hainaneosides A and B isolated from Marsdenia hainanensis . J Nat Prod 1997; 60: 134-138
    CrossrefPubMedGoogle Scholar
  • 6 Li QF, Wang XL, Ding LS, Zhang C. Polyoxypregnanes from the stems of Marsdenia tenacissima . Chin Chem Lett 2007; 18: 831-834
    CrossrefPubMedGoogle Scholar
  • 7 Liu J, Yu ZB, Ye YH, Zhou YW. A new C21 steroid glycoside from Marsdenia tenacissima . Chin Chem Lett 2008; 19: 444-446
    CrossrefPubMedGoogle Scholar
  • 8 Wang XL, Peng SL, Ding LS. Further polyoxypregnane glycosides from Marsdenia tenacissima . J Asian Nat Prod Res 2010; 12: 654-661
    CrossrefPubMedGoogle Scholar
  • 9 Deng J, Liao ZX, Chen DF. Marsdenosides A–H, polyoxypregnane glycosides from Marsdenia tenacissima . Phytochemistry 2005; 66: 1040-1051
    CrossrefPubMedGoogle Scholar
  • 10 Deng J, Liao ZX, Chen DF. Two new C21 steroids from Marsdenia tenacissima . Chin Chem Lett 2005; 16: 487-490
    PubMedGoogle Scholar
  • 11 Wang XL, Li QF, Yu KB, Peng SL, Zhou Y, Ding LS. Four new pregnane glycosides from the stems of Marsdenia tenacissima . Helv Chim Acta 2006; 89: 2738-2744
    CrossrefPubMedGoogle Scholar
  • 12 Umehara K, Endoh M, Miyase T, Kuroyanagi M, Ueno A. Studies on differentiation inducers. IV. Pregnane derivatives from condurango cortex . Chem Pharm Bull (Tokyo) 1994; 42: 611-616
    CrossrefPubMedGoogle Scholar
  • 13 Sahu N, Panda N, Mandal N, Banerjee S, Koike K, Nikaido T. Polyoxypregnane glycosides from the flowers of Dregea volubilis . Phytochemistry 2002; 61: 383-388
    CrossrefPubMedGoogle Scholar
  • 14 Zhang Q, Liu ZL, Mi ZY, Li XY, Jia PP, Zhou JM, Yin X, You XF, Yu LY, Guo F, Ma J, Liang C, Cen S. High-throughput assay to identify inhibitors of Vpu-mediated down-regulation of cell surface BST-2. Antiviral Res 2011; 91: 321-329
    CrossrefPubMedGoogle Scholar