SN(II)CL2-INDUCED REGIOSPECIFIC OPENING OF THE 1,3-BENZODIOXOLE RING-SYSTEM - A ROUTE TO THE NOVEL DNA-INTERACTIVE LIGAND ISO-DC-81

被引：7

作者：

BOSE, DS ^{[1
]}

THURSTON, DE ^{[1
]}

机构：

[1] UNIV PORTSMOUTH,SCH PHARM & BIOMED SCI,DIV MEDICINAL CHEM,PK BLDG,KING HENRY IST ST,PORTSMOUTH PO1 2DZ,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(00)91800-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel tin-catalysed regiospecific cleavage of a 1,3-benzodioxole ring system is reported that has been applied to the synthesis of a uniquely-substituted DNA-binding pyrrolo[2,1-c][1,4]benzodiazepine antitumour agent, iso-DC-81(4a).

引用

页码：1377 / 1378

页数：2

共 8 条

[1] RATIONAL DESIGN OF A HIGHLY EFFICIENT IRREVERSIBLE DNA INTERSTRAND CROSS-LINKING AGENT BASED ON THE PYRROLOBENZODIAZEPINE RING-SYSTEM [J].

BOSE, DS ;

THOMPSON, AS ;

CHING, JS ;

HARTLEY, JA ;

BERARDINI, MD ;

JENKINS, TC ;

NEIDLE, S ;

HURLEY, LH ;

THURSTON, DE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (12) :4939-4941

[2]

BOSE DS, 1991, TETRAHEDRON, V48, P751

[3] SYNTHESIS AND INVITRO CYTOTOXIC AND INVIVO ANTITUMOR ACTIVITIES STUDY OF NEW PYRROLO[2,1-C][1,4]BENZODIAZEPINE .1. [J].

FOLOPPE, MP ;

CABALLERO, E ;

RAULT, S ;

ROBBA, M .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (03) :291-295

[4] REGIOSELECTIVE CLEAVAGE REACTION OF THE METHYLENEDIOXY RING IN AROMATIC-COMPOUNDS CONTAINING ELECTRON-WITHDRAWING GROUPS WITH SODIUM ALKOXIDES-ALCOHOLS IN DIMETHYL-SULFOXIDE [J].

IMAKURA, Y ;

OKIMOTO, K ;

GOROHATA, C ;

KOBAYASHI, S ;

KIHARA, M ;

YAMASHITA, S .

HETEROCYCLES, 1990, 31 (06) :1067-1076

[5] A VERSATILE AND EFFICIENT SYNTHESIS OF CARBINOLAMINE-CONTAINING PYRROLO[1,4]BENZODIAZEPINES VIA THE CYCLIZATION OF N-(2-AMINOBENZOYL)PYRROLIDINE-2-CARBOXALDEHYDE DIETHYL THIOACETALS - TOTAL SYNTHESIS OF PROTHRACARCIN [J].

LANGLEY, DR ;

THURSTON, DE .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (01) :91-97

[6]

REMERS W, 1988, ANTITUMOUR ANTIBIOTI, P28

[7]

THURSTON DE, 1990, SYNTHESIS-STUTTGART, P81

[8]

THURSTON DE, 1992, IN PRESS MOL ASPECTS

← 1 →