Quinols as novel therapeutic agents.: 7.: Synthesis of antitumor 4-[1-(arylsulfonyl-1H-indol-2-yl)]-4-hydroxycyclohexa-2,5-dien-1-ones by Sonogashira reactions

被引：41

作者：

McCarroll, Andrew J. ^{[1
]}

Bradshaw, Tracey D. ^{[1
]}

Westwell, Andrew D. ^{[1
]}

Matthews, Charles S. ^{[1
]}

Stevens, Malcolm F. G. ^{[1
]}

机构：

[1] Univ Nottingham, Sch Pharm, Ctr Biomol Sci, Nottingham NG7 2RD, England

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2007年 / 50卷 / 07期

关键词：

PALLADIUM-CATALYZED ANNULATION; IN-VITRO; ALKYNES; THIOREDOXIN; FUNCTIONALIZATION; CONSTRUCTION; HETEROCYCLES; DERIVATIVES; DIACETATE; INDOLES;

D O I：

10.1021/jm061163m

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Interaction of 2-iodoaniline or 5-fluoro-2-iodoaniline with a range of arylsulfonyl chlorides affords sulfonamides that undergo Sonogashira couplings under thermal or microwave conditions with the alkyne 4-ethynyl-4-hydroxycyclohexa-2,5-dien-1-one followed by cyclization to 4-[1-(arylsulfonyl-1H-indol-2-yl)]-4-hydroxycyclo-hexa-2,5-dien-1-ones. This method allows for incorporation of a range of substituents into the arylsulfonyl moiety, and compounds showed selective in vitro inhibition of cancer cell lines of colon and renal origin, a feature of compounds bearing the quinol pharmacophore.

引用

页码：1707 / 1710

页数：4

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