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Constituents of Commiphora rostrata and some of their analogues as maize weevil, Sitophilus zeamais repellents

Published online by Cambridge University Press:  19 September 2011

W. Lwande ,
A. Hassanali ,
P. G. Mcdowell ,
L. Moreka ,
S. K. Nokoe  and
P. G. Waterman
W. Lwande
Affiliation:
The International Centre of Insect Physiology and Ecology, P. O. Box 30772, Nairobi, Kenya
A. Hassanali
Affiliation:
The International Centre of Insect Physiology and Ecology, P. O. Box 30772, Nairobi, Kenya
P. G. Mcdowell
Affiliation:
BP Research International, Chertsey Road, Sunburry-on-Thames, Middlesex, TW16 7LN, UK
L. Moreka
Affiliation:
The International Centre of Insect Physiology and Ecology, P. O. Box 30772, Nairobi, Kenya
S. K. Nokoe
Affiliation:
The International Centre of Insect Physiology and Ecology, P. O. Box 30772, Nairobi, Kenya
P. G. Waterman
Affiliation:
Phytochemistry Research Laboratory, Department of Pharmacy, University of Strathclyde, Glasgow Gl IXW, Scotland, UK
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Abstract

The major alkanone constituents of the resin of Commiphora rostrata, 2-decanone and 2-undecanone, and a series of structural analogues were bioassayed for their repellency against the maize weevil, Sitophilus zeamais in olfactometric assays. All the aliphatic ketones and aldehydes showed comparable or greater activity than the synthetic commercial insect repellent N, N-diethyl toluamide (DEET). In the 2-alkanone series the C-8 and C-9 compounds demonstrated significantly higher activity than their shorter- and longer-chained congeners. Analogues differing in the relative positions of the carbonyl group, including aldehydes, showed a variable pattern of repellency. Alkanols appeared to be mildly attractive to the weevil. The results support our previous suggestion that the resin constituents may play an allomonal role in the ecosystem where the plant thrives.

Résumé

Les principaux constituents de la resin de Commiphora rostrata, 2-decanone et 2-undecanone, et une toute une serie des structures analogues furent essayé pour leur effet repellant contre Sitophilus zeamais. Tous les cetones aliphatiques et les aldehydes ont montré une activité plus importante que le repellant commercial N, N-diethyl toluamide (DEET). Dans les series du 2-alcanone, les substances C-8 et C-9 ont montré une activité significative par rapport aux chaînes congenères courtes et longues. Les analogues qui différent par la position relative de leur groupe carboxyl, y compris les aldehydes ont montré une image variable de repellance. Les alcohols apparaisent être attractive pour Sitophilus zeamais. Ces resultats supportent notre suggestion concernant les constituents de la resin qui peuvent jouer un rôle allomale sur l'ecosystèmes des plantes.

Keywords

Commiphora rostratamaize weevilSitophilus zeamaisinsect repellentsketonesaldehydesalkanones2-alkanones2-decanone2-undecanone2-dodecanoneN, N-diethyltoluamideDEETCommiphora rostrataSitophilus zeamaisrepellants des insectescetonesaldehydesalcanoncs2-alcanoncs2-decanone2-undecanone2-dodecanoneN, N-diethyltoluamideDEET
Type
Research Articles
Information
International Journal of Tropical Insect Science , Volume 13 , Issue 5 , October 1992 , pp. 679 - 683
Copyright
Copyright © ICIPE 1992

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References

REFERENCES

Bell, E. A. (1986) Plants as sources of novel pest and disease control agents. In British Crop Protection Conference — Pests and Disease. BCPC Publications, Brighton, England. pp. 661–667.Google Scholar
Cammaerls, M. C., Inwood, M. R., Morgan, E. D., Parry, K. and Tyler, P. C. (1978) Comparative study of the pheromones emitted by workers of the ants Myrmica rubra and Myrmica seabrinodis. J. Insect Physiol. 24, 207–214.Google Scholar
Dimock, M. B. and Kennedy, G. G. (1983) The role of glandular trichomes in the resistance of Lycopersicon hirsutum J. glabratum. Entomol. exp. appl. 33, 263–268.CrossRefGoogle Scholar
Dimock, M. B., Kennedy, G. G. and Williams, W. G. (1982) Toxicity studies of analogs of 2-tridecanone, a naturally occurring toxicant from a wild tomato. J. Chem. Ecol. 8, 837–842.Google Scholar
Farrar, R. R. and Kennedy, G. G. (1987) 2-Undecanone, a constituent of the glandular trichomes of Lycopersicon hirsutum f. glabratum: Effects on Heliothis zea and Manduca sexta growth and survival. Entomol. exp. appl. 43, 17–23.Google Scholar
Ferry, R. L., Kennedy, G. G. and Sorenson, C. E. (1984) Genetic analysis of 2-tridecanone concentration and resistance to the tobacco hornworm (Manduca sexta) and the Colorado potato beetle (Leptinotarsa decemlineata) in Lycopersicon species. Hon. Sci. 19, 562.Google Scholar
Hassanali, A., Lwande, W., Ole Sitayo, N., Moreka, L., Chapya, A. and Nokoe, S. K. (1990) Leaves of Ocimum suave and flower buds of Eugenia aromatica as maize weevil (Sitophilus zeamais Molschulsky) repellents. Discovery & Innovation 2, 91–95.Google Scholar
Jacobson, M. and Crosby, D. G. (1971) Naturally Occurring Insecticides, pp. 227. Marcel Dekker Inc., New York.Google Scholar
Kennedy, G. G. and Dimock, M. B. (1983) 2-Tridecanone: A natural toxicant in a wild tomato responsible for insect resistance. In IUPAC Pesticide Chemistry, Human Welfare and Environment (Edited by Miyamoto, J.), pp. 123–128. Pergamon Press, New York.Google Scholar
McDowell, P. G., Lwande, W., Deans, S. G. and Waterman, P. G. (1988) Volatile resin exudate from stem bark of Commiphorarostrata: Potential role in plant defence. Phytochemistry 27, 2519–2521.CrossRefGoogle Scholar
Meinwald, J., Prestwich, G. D., Nakanishi, K. and Kubo, I. (1978) Chemical ecology: Studies from East Africa. Science 199, 1167–1513.CrossRefGoogle ScholarPubMed
Phillips, J. K., Walgenbach, C. A., Klein, J. A., Burkholder, W.E., Schmuff, N. R. and Fales, H. M. (1985) (R* S*)-5-Hydroxy-4-methyl-3-heptanone: Male produced aggregation pheromone of Sitophilus oryzae (L.) and S. zeamais Motsch. J. Chem. Ecol. 11, 1263–1274.CrossRefGoogle Scholar
Regnier, F. E. (1968) The alarm-defence system of the ant Acanthomyops claviger. J. Insect Physiol. 14, 955–970.Google Scholar
Walgenbach, C. A. and Burkholder, W. E. (1986) Factors affecting the responseof the maize weevil, Sitophilus zeamais (Coleoptera: Curculionidae), to its aggregation pheromone. Environ. Entomol. 15, 733–738.CrossRefGoogle Scholar
Williams, W. G., Kennedy, G. G., Yamamoto, R. T., Thacker, J. D. and Border, J. (1980) 2-Tridecanone: A naturally-occurring insecticide from the wild tomato Lycopersicon hirsutum f. glabratum. Science 207, 888–889.CrossRefGoogle ScholarPubMed