Isolation and Biological Evaluation of 8-epi-Malyngamide C from the Floridian Marine Cyanobacterium Lyngbya majuscula

被引：60

作者：

Kwan, Jason C. ^{[1
]}

Teplitski, Max ^{[2
]}

Gunasekera, Sarath P. ^{[3
]}

Paul, Valeric J. ^{[3
]}

Luesch, Hendrik ^{[1
]}

机构：

[1] Univ Florida, Dept Med Chem, Gainesville, FL 32610 USA

[2] Univ Florida, Dept Soil & Water Sci, Inst Food & Agr Sci, Genet Inst, Gainesville, FL 32610 USA

[3] Smithsonian Marine Stn, Ft Pierce, FL 34949 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 03期

基金：

美国国家卫生研究院;

关键词：

HARE STYLOCHEILUS-LONGICAUDA; SECONDARY METABOLITES; JUVENILE RABBITFISH; FEEDING PREFERENCES; BURSATELLA-LEACHII; CHEMICAL DEFENSES; MALYNGAMIDE-X; COLLECTION; ACID; CONSTRUCTION;

D O I：

10.1021/np900614n

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

A new stereoisomer of malyngamide C, 8-epi-malynoamide C (1), and the known compound lyngbic acid 1(4E,7S)-7methoxytetradec-4-enoic acid] were isolated front I sample of Lyngbya majuscula collected near Bush Key, Dry Tortugas, Florida. The structure of I was determined by NMR and MS experiments. The absolute configuration of I was determined by Selective Mitsunobu inverstion of C-8 to give malyngamide C, as determined by NMR, MS, and comparison of specific rotation. Roth I and malyngamide C were found to be cytotoxic to HT29 colon cancer cells (IC(50) 1 5.4 and 5.2 mu M, respectively) and to inhibit bacterial quorum sensing in a reporter gene assay.

引用

页码：463 / 466

页数：4

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