INDOLOCARBAZOLES .1. TOTAL SYNTHESIS AND PROTEIN-KINASE INHIBITING CHARACTERISTICS OF COMPOUNDS RELATED TO K-252C

被引：37

作者：

MCCOMBIE, SW

BISHOP, RW

CARR, D

DOBEK, E

KIRKUP, MP

KIRSCHMEIER, P

LIN, SI

PETRIN, J

ROSINSKI, K

SHANKAR, BB

WILSON, O

机构：

[1] Schering-Plough Research Institute, Kenilworth, NJ 07033-0539

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 08期

关键词：

D O I：

10.1016/S0960-894X(00)80013-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The condensation of indolo[2,3-a]-carbazole (12) with 2,5-dimethoxytetrahydrofuran derivatives gave cyclofuranosylated compounds (e.g. 13), which were converted via dibromocompounds to the dinitriles (e.g. 25). Hydrolysis, hydrolysis-reduction and thiolysis afforded imides, lactams (e.g. 27) and their thio analogs. These compounds were potent inhibitors of the protein kinase C family.

引用

页码：1537 / 1542

页数：6

共 36 条

[1] AKINAGA S, 1991, CANCER RES, V51, P4888
[2] COUPLING OF INDOLEACETIC-ACID TRIANION OR METHYL INDOLEACETIC-ACID DIANION - A BIOMIMETIC APPROACH TO INDOLOCARBAZOLE ALKALOIDS
BERGMAN, J
PELCMAN, B
[J]. TETRAHEDRON LETTERS, 1987, 28 (38) : 4441 - 4444
[3] SYNTHESIS OF INDOLO[2,3-A]PYRROLO[3,4-C]CARBAZOLES BY DOUBLE FISCHER INDOLIZATIONS
BERGMAN, J
PELCMAN, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (04) : 824 - 828
[4] BHIDE GV, 1957, CHEM IND-LONDON, P363
[5] INHIBITION OF PROTEIN-KINASE-C BY THE TYROSINE KINASE INHIBITOR ERBSTATIN
BISHOP, WR
PETRIN, J
WANG, L
RAMESH, U
DOLL, RJ
[J]. BIOCHEMICAL PHARMACOLOGY, 1990, 40 (09) : 2129 - 2135
[6] INHIBITORS OF PROTEIN-KINASE-C .3. POTENT AND HIGHLY SELECTIVE BISINDOLYLMALEIMIDES BY CONFORMATIONAL RESTRICTION
BIT, RA
DAVIS, PD
ELLIOTT, LH
HARRIS, W
HILL, CH
KEECH, E
KUMAR, H
LAWTON, G
MAW, A
NIXON, JS
VESEY, DR
WADSWORTH, J
WILKINSON, SE
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (01) : 21 - 29
[7] THE FORMATION OF OSAZONES .1. THE REACTION OF 2-HYDROXYCYCLOHEXANONE WITH ARYLHYDRAZINES
BLOINK, GJ
PAUSACKER, KH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1950, (MAY): : 1328 - 1331
[8] ASYMMETRIC OXIDATION OF ESTER AND AMIDE ENOLATES USING NEW (CAMPHORYLSULFONYL)OXAZIRIDINES
DAVIS, FA
HAQUE, MS
ULATOWSKI, TG
TOWSON, JC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (12) : 2402 - 2404
[9] Diesbach H.D., 1927, HELV CHIM ACTA, V10, P886
[10] DIMETHYLFORMAMIDE AS A USEFUL SOLVENT IN PREPARING NITRILES FROM ARYL HALIDES AND CUPROUS CYANIDE - IMPROVED ISOLATION TECHNIQUES
FRIEDMAN, L
SHECHTER, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (07) : 2522 - &

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