Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis

James Homer Tumlinson, III; D. D. Hardee; R. C. Gueldner; A. C. Thompson; P. A. Hedin; J. P. Minyard

doi:10.1126/science.166.3908.1010

Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis

James Homer Tumlinson, III
, D. D. Hardee
, R. C. Gueldner
, A. C. Thompson
, P. A. Hedin
, J. P. Minyard

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

291 Scopus citations

Abstract

The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ^1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ^1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ^1,αcyclohexaneacetaldehyde.

Original language	English (US)
Pages (from-to)	1010-1012
Number of pages	3
Journal	Science
Volume	166
Issue number	3908
DOIs	https://doi.org/10.1126/science.166.3908.1010
State	Published - Jan 1 1969

All Science Journal Classification (ASJC) codes

General

Access to Document

10.1126/science.166.3908.1010

Cite this

@article{2e46979a43a24733a9a2c41fe74a4453,

title = "Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis",

abstract = "The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.",

author = "\{Tumlinson, III\}, \{James Homer\} and Hardee, \{D. D.\} and Gueldner, \{R. C.\} and Thompson, \{A. C.\} and Hedin, \{P. A.\} and Minyard, \{J. P.\}",

year = "1969",

month = jan,

day = "1",

doi = "10.1126/science.166.3908.1010",

language = "English (US)",

volume = "166",

pages = "1010--1012",

journal = "Science",

issn = "0036-8075",

publisher = "American Association for the Advancement of Science",

number = "3908",

}

TY - JOUR

T1 - Sex pheromones produced by male boll weevil

T2 - Isolation, identification, and synthesis

AU - Tumlinson, III, James Homer

AU - Hardee, D. D.

AU - Gueldner, R. C.

AU - Thompson, A. C.

AU - Hedin, P. A.

AU - Minyard, J. P.

PY - 1969/1/1

Y1 - 1969/1/1

N2 - The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.

AB - The response of female boll weevils to males, Anthonomus grandis Boheman, in laboratory bioassays can be reproduced by exposure to a mixture of compounds I, II, and either III or IV, all isolated from male weevils and their fecal material. The same response was elicited by mixtures of the synthesized compounds. Compound I is (+)-cis-2-isopropenyl-1-methylcyclobutaneethanol; II, cis-3,3-dimethyl-Δ1,β-cyclohexaneethanol; III, cis-3,3-dimethyl-Δ1,α-cyclohexaneacetaldehyde; and IV, trans-3,3-dimethyl-Δ1,αcyclohexaneacetaldehyde.

UR - https://www.scopus.com/pages/publications/0001018735

UR - https://www.scopus.com/pages/publications/0001018735#tab=citedBy

U2 - 10.1126/science.166.3908.1010

DO - 10.1126/science.166.3908.1010

M3 - Article

AN - SCOPUS:0001018735

SN - 0036-8075

VL - 166

SP - 1010

EP - 1012

JO - Science

JF - Science

IS - 3908

ER -

Sex pheromones produced by male boll weevil: Isolation, identification, and synthesis

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this