Withaphysanolide A, a novel C-27 norwithanolide skeleton, and other cytotoxic compounds from Physalis divericata

被引：9
作者：
Ma, Lei
Ali, Mumtaz
Arfan, Mohammad
Lou, Li-Guang [1 ]
Hu, Li-Hong
机构：
[1] Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
[2] Univ Peshawar, Inst Chem Sci, Peshawar, Pakistan
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 03期
关键词：
norwithanolides; Physalis divericata; withaphysanolide A; cytotoxicity;
D O I：
10.1016/j.tetlet.2006.11.081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel C-27 norwithasteroid, withaphysanolide A (1) containing a pyran ring was isolated from the aerial parts of Physalis divericata. Four known withaphysalins (2-5) and five physalins (6-10) were also isolated. The structural assignment for I was done based on spectroscopic and single-crystal X-ray diffraction data. Logical biosynthetic pathways were postulated. Compounds 6, 7, and 10 displayed potent cytotoxic activity against HCT-116 and H460 human cancer cell lines, with IC50 values less than 2.0 mu M. (c) 2006 Elsevier Ltd. All rights reserved.
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收藏
页码：449 / 452
页数：4
相关论文
共 12 条
[1]   WITHANOLIDES AND RELATED ERGOSTANE-TYPE STEROIDS [J].
GLOTTER, E .
NATURAL PRODUCT REPORTS, 1991, 8 (04) :415-440
[2]   STEROIDAL CONSTITUENTS OF PHYSALIS-MINIMA (SOLANACEAE) [J].
GLOTTER, E ;
KIRSON, I ;
ABRAHAM, A ;
SETHI, PD ;
SUBRAMANIAN, SS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (14) :1370-1374
[3]   Physalins from Witheringia solanacea as modulators off the NF-κB cascade [J].
Jacobo-Herrera, NJ ;
Bremner, P ;
Márquez, N ;
Gupta, MP ;
Gibbons, S ;
Muñoz, E ;
Heinrich, M .
JOURNAL OF NATURAL PRODUCTS, 2006, 69 (03) :328-331
[4]   Physanolide A, a novel skeleton steroid, and other cytotoxic principles from Physalis angulata [J].
Kuo, Ping-Chung ;
Kuo, Tsung-Hsiao ;
Damu, Amooru G. ;
Su, Chung-Ren ;
Lee, E-Jian ;
Wu, Tian-Shung ;
Shu, Rexen ;
Chen, Chou-Ming ;
Bastow, Kenneth F. ;
Chen, Tzu-Hsuan ;
Lee, Kuo-Hsiung .
ORGANIC LETTERS, 2006, 8 (14) :2953-2956
[5]   WITHAJARDINS, WITHANOLIDES WITH A NEW-TYPE OF SKELETON STRUCTURE OF WITHAJARDIN-A, WITHAJARDIN-B, WITHAJARDIN-C AND WITHAJARDIN-D ABSOLUTE-CONFIGURATION OF WITHAJARDIN-C [J].
LUIS, JG ;
ECHEVERRI, F ;
QUINONES, W ;
GONZALEZ, AG ;
TORRES, F ;
CARDONA, G ;
ARCHBOLD, R ;
PERALES, A .
TETRAHEDRON, 1994, 50 (04) :1217-1226
[6]   STRUCTURES OF PHYSALIN-A AND PHYSALIN-B, 13,14-SECO-16,24-CYCLO-STEROIDS FROM PHYSALIS-ALKEKENGI VAR FRANCHETI [J].
MATSUURA, T ;
KAWAI, M ;
NAKASHIM.R ;
BUTSUGAN, Y .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (05) :664-&
[7]  
MATSUURA T, 1969, TETRAHEDRON LETT, V10, P1083
[8]   NEW PHYSALINS FROM PHYSALIS-ANGULATA AND P. PHYSALIS-LANCIFOLIA .1. PHYSALINS-E AND PHYSALINS-H NEW PHYSALINS FROM PHYSALIS-ANGULATA AND P. PHYSALIS-LANCIFOLIA [J].
ROW, LR ;
SARMA, NS ;
MATSUURA, T ;
NAKASHIMA, R .
PHYTOCHEMISTRY, 1978, 17 (09) :1641-1645
[9]   NEW PHYSALINS FROM PHYSALIS-ANGULATA AND PHYSALIS-LANCIFOLIA - STRUCTURE AND REACTIONS OF PHYSALIN-D, PHYSALIN-I, PHYSALIN-G, AND PHYSALIN-K [J].
ROW, LR ;
REDDY, KS ;
SARMA, NS ;
MATSUURA, T ;
NAKASHIMA, R .
PHYTOCHEMISTRY, 1980, 19 (06) :1175-1181
[10]   WITHAPHYSALIN-D, A NEW WITHAPHYSALIN FROM PHYSALIS-MINIMA LINN VAR INDICA [J].
SAHAI, M ;
KIRSON, I .
JOURNAL OF NATURAL PRODUCTS, 1984, 47 (03) :527-529
12