Enantiomeric Discorhabdin Alkaloids and Establishment of Their Absolute Configurations Using Theoretical Calculations of Electronic Circular Dichroism Spectra

被引：40

作者：

Grkovic, Tanja ^{[1
]}

Ding, Yuanqing ^{[2
,3
]}

Li, Xing-Cong ^{[2
,3
]}

Webb, Victoria L. ^{[4
]}

Ferreira, Daneel ^{[2
,3
]}

Copp, Brent R. ^{[1
]}

机构：

[1] Univ Auckland, Dept Chem, Auckland, New Zealand

[2] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Dept Pharmacognosy, University, MS 38677 USA

[3] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA

[4] Natl Inst Water & Atmospher Res NIWA Ltd, Wellington, New Zealand

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 22期

关键词：

D O I：

10.1021/jo801622n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantiomeric pairs of the cytotoxic pyrroloiminoquinone marine alkaloids discorhabdins B (2), G*/I (3), L (4), and W (5) have been isolated from Latrunculia species sponges collected at different locations around the coast of New Zealand. The absolute configuration of all compounds was secured by comparison of observed data with the results of time-dependent density functional theory (TDDFT) calculations of electronic circular dichroism (ECD) spectra. Enantiomeric discorhabdins exhibit equipotent antiproliferative biological activity.

引用

页码：9133 / 9136

页数：4

共 28 条

[1]

Alvarez B, 2002, NEW ZEAL J MAR FRESH, V36, P151, DOI 10.1080/00288330.2002.9517078

[2] Pyrroloiminoquinone and related metabolites from marine sponges [J].