Synthesis of OSW-1 analogs with modified side chains and their antitumor activities

被引：50

作者：

Deng, LH

Wu, H

Yu, B ^{[1
]}

Jiang, MR

Wu, JR

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Biol Sci, Inst Biochem & Cell Biol, Shanghai 200031, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 11期

基金：

中国国家自然科学基金;

关键词：

OSW-1; analogs; side chain; synthesis; antitumor;

D O I：

10.1016/j.bmcl.2004.03.081

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Four analogs of OSW-1 (1-4) with modified side chains on the steroidal skeleton were synthesized following modification of our previous route for the total synthesis of OSW-1. Testing of the analogs against growth of tumor cells demonstrated that the 22-one function and the full length of the side chain of OSW-1 were not required for the antitumor action of OSW-1. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2781 / 2785

页数：5

共 21 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]

KIM Y, 2004, J INORG BIOCHEM, V78, P78

[5] 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

[6] Cholestane glycosides from the bulbs of Ornithogalum thyrsoides and their cytotoxic activity against HL-60 leukemia cells [J].

Kuroda, M ;

Mimaki, Y ;

Yokosuka, A ;

Hasegawa, F ;

Sashida, Y .

JOURNAL OF NATURAL PRODUCTS, 2002, 65 (10) :1417-1423

[7] 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

[8] Cholestane glycosides from the bulbs of Galtonia candicans and their cytotoxicity [J].

Kuroda, M ;

Mimaki, Y ;

Yokosuka, A ;

Sashida, Y .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (08) :1042-1046

[9] 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

[10] Synthesis, characterization and antitumor activity of novel octahedral Pt(IV) complexes [J].

Kwon, YE ;

Whang, KJ ;

Park, YJ ;

Kim, KH .

BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (08) :1669-1676

← 1 2 3 →