Synthesis and antitumor activity of 2-(m-substituted-benzoyl)baccatin III analogs from taxinine

被引：8

作者：

Horiguchi, T ^{[1
]}

Oritani, T ^{[1
]}

Kiyota, H ^{[1
]}

机构：

[1] Tohoku Univ, Div Life Sci, Grad Sch Agr Sci, Aoba Ku, Sendai, Miyagi 9818555, Japan

来源：

TETRAHEDRON | 2003年 / 59卷 / 09期

关键词：

taxol; antitumor activity; taxinine; m-azidobenzoyl;

D O I：

10.1016/S0040-4020(03)00048-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-m-Azidobenzoyl and 2-m-chlorobenzoyl baccatin III analogs were prepared from taxinine, a major component in Japanese yew leaves. In this study, a novel acetyl migration from 13- to 4-hydroxyl group was observed. The antitumor activity of these compounds was evaluated. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1529 / 1538

页数：10

共 27 条

[1] SYNTHETIC STUDIES TOWARDS TAXOL ANALOGS - CHEMOSELECTIVE CLEAVAGE OF C-5 CINNAMOYL GROUP IN TAXANE GROUP OF DITERPENOIDS WITH HYDROXYLAMINE [J].

BATHINI, Y ;

MICETICH, RG ;

DANESHTALAB, M .

SYNTHETIC COMMUNICATIONS, 1994, 24 (11) :1513-1517

[2]

Boyd M. R., 1989, CANCER PRINCIPLES PR, V3, P1

[3] A NOVEL BENZOYL GROUP MIGRATION - SYNTHESIS AND BIOLOGICAL EVALUATION OF 1-BENZOYL-2-DES(BENZOYLOXY)PACLITAXEL [J].

CHAUDHARY, AG ;

CHORDIA, MD ;

KINGSTON, DGI .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10) :3260-3262

[4]

CHEN SH, 1995, BIOORG MED CHEM LETT, V5, P1027

[5]

CHENG SH, 1997, J ORG CHEM, V59, P1475

[6]

CHENG YZ, 1997, TETRAHEDRON LETT, V38, P4113

[7]

Croteau R, 1995, CUR TOP PL, V15, P94

[8] 1ST HEMISYNTHESIS OF A TAXANE COMPOUND WITH AN OXETANE GROUP IN POSITION 4 (20), 5 [J].

ETTOUATI, L ;

AHOND, A ;

POUPAT, C ;

POTIER, P .

TETRAHEDRON, 1991, 47 (47) :9823-9838

[9] THE CHEMISTRY OF TAXANES - UNEXPECTED REARRANGEMENT OF BACCATIN-III DURING CHEMOSELECTIVE DEBENZOYLATION WITH BU3SNOME/LICL [J].

FARINA, V ;

HUANG, S .

TETRAHEDRON LETTERS, 1992, 33 (28) :3979-3982

[10]

FARINA V, 1995, CHEM PHARM TAXOL ITS, V22

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