UNPRECEDENTED OXYLIPINS FROM THE MARINE GREEN-ALGA ACROSIPHONIA-COALITA

被引：34

作者：

BERNART, MW ^{[1
]}

WHATLEY, GG ^{[1
]}

GERWICK, WH ^{[1
]}

机构：

[1] OREGON STATE UNIV,COLL PHARM,CORVALLIS,OR 97331

来源：

JOURNAL OF NATURAL PRODUCTS | 1993年 / 56卷 / 02期

关键词：

D O I：

10.1021/np50092a010

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The Oregon marine chlorophyte Acrosiphonia coalita produces an assortment of oxidized polyunsaturated fatty acids, or oxylipins. The smallest of these was a 10-carbon conjugated trienal 1 with antimicrobial properties. Related to 1 were three novel branched-chain conjugated trienals 4, 5, and 9 in which the aldehyde was present as a branch on a 17-carbon fatty acid chain. Additionally, two novel conjugated unbranched trienone octadecanoids 8 and 10 were also isolated and characterized. Finally, a family of related epoxy-alcohols (11, 12, 15, and 17) was obtained from A. coalita. Structures were determined by spectroscopic methods in combination with formation of various degradation products and derivatives. The absolute stereochemistry of several of these metabolites was determined by application of exciton chirality circular dichroic spectroscopy on benzoate derivatives.

引用

页码：245 / 259

页数：15

共 38 条

[1] TRANSFORMATION OF ARACHIDONIC-ACID IN LEUKOCYTES - ISOLATION AND STRUCTURAL-ANALYSIS OF A NOVEL DIHYDROXY DERIVATIVE [J].