Synthesis of OSW-1 analogues and a dimer and their antitumor activities

被引:49
作者
Ma, XQ
Yu, B [1 ]
Hui, YZ
Miao, ZH
Ding, J
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 200031, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0960-894X(01)00389-4
中图分类号
R914 [药物化学];
学科分类号
100701 [药物化学];
摘要
Five analogues, including a 16-epi-isomer (6), and a 3-terephthalic acid linked dimer (8) of OSW-1 were synthesized. Their inhibitory activities on P388 and A-549 cells were detected. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2153 / 2156
页数:4
相关论文
共 11 条
[1]
First total synthesis of an exceptionally potent antitumor saponin, OSW-1 [J].
Deng, SJ ;
Yu, B ;
Lou, Y ;
Hui, YZ .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (01) :202-208
[2]
Cephalostatin support studies 12. The first synthesis of the aglycone of the potent anti-tumor steroidal saponin OSW-1 [J].
Guo, CX ;
Fuchs, PL .
TETRAHEDRON LETTERS, 1998, 39 (10) :1099-1102
[3]
On the relationship of OSW-1 to the cephalostatins [J].
Guo, CX ;
LaCour, TG ;
Fuchs, PL .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (03) :419-424
[4]
ACYLATED CHOLESTANE GLYCOSIDES FROM THE BULBS OF ORNITHOGALUM-SAUNDERSIAE [J].
KUBO, S ;
MIMAKI, Y ;
TERAO, M ;
SASHIDA, Y ;
NIKAIDO, T ;
OHMOTO, T .
PHYTOCHEMISTRY, 1992, 31 (11) :3969-3973
[5]
Novel cholestane glycosides from the bulbs of Ornithogalum saundersiae and their cytostatic activity on leukemia HL-60 and MOLT-4 cells [J].
Kuroda, M ;
Mimaki, Y ;
Sashida, Y ;
Hirano, T ;
Oka, K ;
Dobashi, A ;
Li, HY ;
Harada, N .
TETRAHEDRON, 1997, 53 (34) :11549-11562
[6]
Cytotoxic cholestane glycosides from the bulbs of Ornithogalum saundersiae [J].
Kuroda, M ;
Mimaki, Y ;
Yokosuka, A ;
Sashida, Y ;
Beutler, JA .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (01) :88-91
[7]
Synthesis of glycosides bearing the disaccharide of OSW-1 or its 1 → 4-linked analogue and their antitumor activities [J].
Ma, XQ ;
Yu, B ;
Hui, YZ ;
Xiao, D ;
Ding, J .
CARBOHYDRATE RESEARCH, 2000, 329 (03) :495-505
[8]
Cholestane glycosides with potent cytostatic activities on various tumor cells from Ornithogalum saundersiae bulbs [J].
Mimaki, Y ;
Kuroda, M ;
Kameyama, A ;
Sashida, Y ;
Hirano, T ;
Oka, K ;
Maekawa, R ;
Wada, T ;
Sugita, K ;
Beutler, JA .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (05) :633-636
[9]
Neighboring group participation in epoxide ring cleavage in reactions of some 16α, 17α-oxidosteroids with lithium hydroperoxide [J].
Morzycki, JW ;
Gryszkiewicz, A ;
Jastrzebska, I .
TETRAHEDRON, 2001, 57 (11) :2185-2193
[10]
Some reactions of 16α,17α-oxido-steroids:: a study related to the synthesis of the potent anti-tumor Saponin OSW-1 aglycone [J].
Morzycki, JW ;
Gryszkiewicz, A ;
Jastrzebska, I .
TETRAHEDRON LETTERS, 2000, 41 (19) :3751-3754