DEFENSE-MECHANISMS OF ARTHROPODS .83. ALPHA-NECRODOL AND BETA-NECRODOL, NOVEL TERPENES FROM A CARRION BEETLE (NECRODES-SURINAMENSIS, SILPHIDAE, COLEOPTERA)

被引：40

作者：

ROACH, B

EISNER, T

MEINWALD, J

机构：

[1] CORNELL UNIV,DEPT CHEM,ITHACA,NY 14853

[2] CORNELL UNIV,NEUROBIOL & BEHAV SECT,ITHACA,NY 14853

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 13期

关键词：

D O I：

10.1021/jo00300a020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The defensive secretion obtained from the rectal gland of the carrion beetle Necrodes surinamensis has been found to consist of a mixture of aliphatic acids and terpene alcohols. Octanoic acid, decanoic acid, (Z)3-decenoic acid, (Z)-4-decenoic acid, hexadecanoic acid, and octadecanoic acid are the chief acidic components. The three major terpenes are lavandulol and a-and 3-necrodol. The necrodols were shown to have a 1,2,2,3,4-penta-methylcyclopentane framework not previously found among natural monoterpenes. Formulas 9 and 10 are derived for a-and 3-necrodol respectively, chiefly on the basis of mass spectrometric and NMR spectroscopic analysis. © 1990, American Chemical Society. All rights reserved.

引用

页码：4047 / 4051

页数：5