Semisynthesis of RPR 121056A, a major metabolite of irinotecan (CPT-11)

被引：5

作者：

Bourzat, JD

Vuilhorgne, M

Rivory, LP

Robert, J

Commercon, A

机构：

[1] RHONE POULENC RORER SA,CTR RECH VITRY ALFORTVILLE,F-94403 VITRY SUR SEINE,FRANCE

[2] UNIV QUEENSLAND,PRINCESS ALEXANDRA HOSP,DEPT MED,BRISBANE,QLD 4102,AUSTRALIA

[3] INST BERGONIE,F-33076 BORDEAUX,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 35期

关键词：

D O I：

10.1016/0040-4039(96)01387-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The semisynthesis of RPR 121056A (4), a major metabolite of irinotecan (CPT-11, 2), is reported starting from SN-38 (3) and an appropriate side-chain precursor, and using a 2-step sequence. This semisynthesis is based on the 10-O-acylation of SN-38 with the conveniently protected carbamoylchloride derivative 10 followed by cleavage of the benzylic protecting groups by hydrogenolysis. Preliminary in vitro results show that RPR 121056A displays no cytotoxicity. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：6327 / 6330

页数：4

共 12 条

[1] REDUCTIVE AMINATION OF ALDEHYDES AND KETONES BY USING SODIUM TRIACETOXYBOROHYDRIDE [J].

ABDELMAGID, AF ;

MARYANOFF, CA ;

CARSON, KG .

TETRAHEDRON LETTERS, 1990, 31 (39) :5595-5598

[2] A SIMPLE AND CONVENIENT METHOD FOR ESTERIFICATION OF TRYPTOPHAN AND OTHER AMINO-ACIDS [J].

ARAI, I ;

MURAMATSU, I .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (01) :121-123

[3]

BURRIS HA, 1992, SEMIN ONCOL, V19, P364

[4]

HSIANG YH, 1985, J BIOL CHEM, V260, P4873

[5]

KAWATO Y, 1991, CANCER RES, V51, P4187

[6]

LABOUTA IM, 1982, EUR J MED CHEM, V17, P531

[7]

Rivory LP, 1995, CANCER CHEMOTH PHARM, V36, P176

[8]

RIVORY LP, 1996, IN PRESS CANC RES

[9]

SAWADA S, 1991, CHEM PHARM BULL, V39, P1446

[10] THE CURRENT STATUS OF CAMPTOTHECIN ANALOGS AS ANTITUMOR AGENTS [J].

SLICHENMYER, WJ ;

ROWINSKY, EK ;

DONEHOWER, RC ;

KAUFMANN, SH .

JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1993, 85 (04) :271-291

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