Azamacrolides: A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis)

Athula B. Attygalle; Kevin D. Mccormick; Curtis L. Blankespoor; Thomas Eisner; Jerrold Meinwald

doi:10.1073/pnas.90.11.5204

Azamacrolides: A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis)

Athula B. Attygalle
, Kevin D. Mccormick
, Curtis L. Blankespoor
, Thomas Eisner
, Jerrold Meinwald

Department of Chemistry and Chemical Biology

Cornell University

Research output: Contribution to journal › Article › peer-review

63 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	5204-5208
Number of pages	5
Journal	Proceedings of the National Academy of Sciences of the United States of America
Volume	90
Issue number	11
DOIs	https://doi.org/10.1073/pnas.90.11.5204
State	Published - 1 Jun 1993

Keywords

Coccinellidae
Insect repellent
Insecta
Macrolide

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10.1073/pnas.90.11.5204

Cite this

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title = "Azamacrolides: A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis)",

abstract = "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.",

keywords = "Coccinellidae, Insect repellent, Insecta, Macrolide",

author = "Attygalle, \{Athula B.\} and Mccormick, \{Kevin D.\} and Blankespoor, \{Curtis L.\} and Thomas Eisner and Jerrold Meinwald",

year = "1993",

month = jun,

day = "1",

doi = "10.1073/pnas.90.11.5204",

language = "English",

volume = "90",

pages = "5204--5208",

number = "11",

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Azamacrolides: A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis). / Attygalle, Athula B.; Mccormick, Kevin D.; Blankespoor, Curtis L. et al.
In: Proceedings of the National Academy of Sciences of the United States of America, Vol. 90, No. 11, 01.06.1993, p. 5204-5208.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Azamacrolides

T2 - A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis)

AU - Attygalle, Athula B.

AU - Mccormick, Kevin D.

AU - Blankespoor, Curtis L.

AU - Eisner, Thomas

AU - Meinwald, Jerrold

PY - 1993/6/1

Y1 - 1993/6/1

N2 - 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.

AB - 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.

KW - Coccinellidae

KW - Insect repellent

KW - Insecta

KW - Macrolide

UR - https://www.scopus.com/pages/publications/0027279051

UR - https://www.scopus.com/pages/publications/0027279051#tab=citedBy

U2 - 10.1073/pnas.90.11.5204

DO - 10.1073/pnas.90.11.5204

M3 - Article

C2 - 8506367

AN - SCOPUS:0027279051

SN - 0027-8424

VL - 90

SP - 5204

EP - 5208

JO - Proceedings of the National Academy of Sciences of the United States of America

JF - Proceedings of the National Academy of Sciences of the United States of America

IS - 11

ER -

Azamacrolides: A family of alkaloids from the pupal defensive secretion of a ladybird beetle (Epilachna varivestis)

Abstract

Keywords

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