Azamacrolides: a family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis).
Defensive droplets from glandular hairs of the pupa of the Mexican bean beetle, Epilachna varivestis, contain a group of structurally novel alkaloids, the azamacrolides. The major constituent of this secretion, epilachnene, is shown to be (5Z)-11-propyl-12-azacyclotetradec-5-en-14-olide. The secretion also contains an epilachnadiene and trace amounts of three closely related components.
Department of Chemistry, Cornell University, Ithaca, NY 14853.
A B
AB
Attygalle
K D
KD
McCormick
C L
CL
Blankespoor
T
T
Eisner
J
J
Meinwald
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D000818:Animals; D001952:Bridged-Ring Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D002849:Chromatography, Gas; D001517:Coleoptera / Q000502:physiology* / Q000648:ultrastructure; D008401:Gas Chromatography-Mass Spectrometry; D008855:Microscopy, Electron, Scanning; D015394:Molecular Structure; D011679:Pupa / Q000502:physiology / Q000648:ultrastructure; D013055:Spectrophotometry, Infrared
D000470:Alkaloids; D001952:Bridged-Ring Compounds; C081529:epilachnene; C081528:epilachnadiene