Hostname: page-component-586b7cd67f-t7fkt Total loading time: 0 Render date: 2024-11-24T03:24:26.175Z Has data issue: false hasContentIssue false
  • English
  • Français

Antifeedants from Pimpinella monoica

Published online by Cambridge University Press:  19 September 2011

D. L. Luthria ,
V. Ramakrishnan  and
A. Banerji
D. L. Luthria
Affiliation:
Chemical Ecology Section, Bio-organic Division, Bhabha Atomic Research Centre, Trombay, Bombay 400 085, India
V. Ramakrishnan
Affiliation:
Chemical Ecology Section, Bio-organic Division, Bhabha Atomic Research Centre, Trombay, Bombay 400 085, India
A. Banerji
Affiliation:
Chemical Ecology Section, Bio-organic Division, Bhabha Atomic Research Centre, Trombay, Bombay 400 085, India
Get access

Abstract

The crude n-hexane and methanol extracts of the aerial parts of plant, Pimpinella monoica Dalz. (Umbelliferae) showed significant feeding deterrency to Spodoptera litura F. larvae. Phytochemical investigation of these extracts has resulted into the isolation of one furanocoumarin and five biogenetically related furanochromones. Furanocoumarin, isopimpinellin was found to be most active. Furochromones, visnagin and khellin exhibited significant activity while their hydroxymethyl analogues, khellol and ammiol showed moderate activity. α-Hydroxyisopropyldihydrofurochromone, visamminol was found to be least active.

Résumé

Les extraits brute de n-hexane et de méthanale à partir des portions aériennes, de la plante Pimpinella monoica Dalz. (Umbelliferae) ont montré un effect phagodissuadants contre la larve Spodoptera litura F. Une recherche phytochimique faits sur ces extraits a eu le resultat d'un degagement d'un furanocoumarin et de cinq furochromones qui sent biogénétiquement lisée. Furocoumarin, isopimpinellin étalt la plus actif. Les furochromones, visnagin et khellin ont montré une activité importante, tandis que leurs analogues en methylhydroxy kellol et ammiol ont montré une activité moyenne, α-hydroxyisopropyldihydrofurochromone, visamminol était la seine actif.

Keywords

Pimpinella monoicaisopimpinellinfurochromoneskhellinvisnaginantifeedantsSpodoptera lituraPimpinella monoicafurochromoneskhellinvisnaginphagodissuadantsSpodoptera litura
Type
Research Articles
Information
International Journal of Tropical Insect Science , Volume 13 , Issue 2 , April 1992 , pp. 245 - 249
Copyright
Copyright © ICIPE 1992

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

Badawi, M. M. and Fayez, M. B. E (1967) Natural chromones: Part III — Nuclear magnetic resonance spectra of some natural and synthetic products. Ind. J. Chem. 5, 93–96.Google Scholar
Badawi, M. M., Fayez, M. B. E, Bryce, T. A. and Reed, R. I. (1967) Natural chromones: Part VI–Mass spectrometric behaviour of some natural chromones and related products. Ind. J. Chem. 5, 591–597.Google Scholar
Busvine, J. R. (1957) Toxicological Statistics. Commonwealth Institute of Entomology, London, p. 174–178.Google Scholar
Chakrabarti, P., Sanyal, A. K., Barua, A. K. and Bose, P. K. (1970) Coumarins from Pimpinella monoica. J. Indian Chem. Soc. 47, 617.Google Scholar
Gamill, B. R. (1984) The synthesis and chemistry of functionalized furochromones 2. The synthesis, Sommelet Hauser rearrangement and conversional 4,9-dimethoxy-7-Antifeedants [(Methylthio) Methyl]-5H-furo (3,2-g)[ (1) benzopyran-5-one to ammiol. J. Org. Chem. 49, 5035–5041.CrossRefGoogle Scholar
Gopalswamiengar, K. S. (1935) Complete Gardening in India. Hosali Press, Bangalore, pp. 454.Google Scholar
Harrison, P. G., Bailey, B. K. and Steck, W. (1971) Biosynthesis of furochromones. Can. J. Bio. Chem. 49, 964–970.Google Scholar
Hsiao, T. H. (1969) Chemical basis of host selection and plant resistance in oligophagous insects. Entomol. Exp. Appl. 12, 777–788.CrossRefGoogle Scholar
Hsiao, T. H. and Fraenkel, G. (1968) The role of secondary plant substances in the food specificity of the Colorado potato beetle. Ann. Entomol. Soc. Am. 61, 485–493.CrossRefGoogle Scholar
Levinson, H. Z. (1976) The defensive role of alkaloids in insects and plants. Experientia 32, 408–411.CrossRefGoogle Scholar
Livingstone, R. (1977) Six-membered ring compounds with one hetero atom: oxygen. In Rodds Chemistry of Carbon Compounds, IVE. (Edited by Coffey, S.), pp. 156. Elsevier Publishing, Amsterdam.Google Scholar
Luthria, D. L., Ramakrishnan, V., Verma, G. S., Prabhu, B. R. and Banerji, A. (1989) Insect antifeedants from Atalantia racemosa. J. Agric. Food Chem. 37, 1435–1437.CrossRefGoogle Scholar
Martelli, P., Bovalini, L., Ferri, S., Franchi, G. G. and Bari, M. (1985) Active oxygen forms in photoreaction between DNA and furochromones khellin and visnagin. FEBS lett. 189, 255–257.CrossRefGoogle Scholar
Reed, M. W. and Moore, H. W. (1988) Efficient synthesis of furochromones and furocoumarins natural products (khellin, pimpinellin, isophellopterin) by thermal rearrangement of 4-furyl-4-hydroxycyclobutenones. J. Org. Chem. 53, 4166–4171.CrossRefGoogle Scholar
Trease, G. E. and Evans, W. C. (1978) Pharmacognosy. Bailliere Tindall, London, pp. 373.Google Scholar
Yajima, T. and Munakata, K. (1979) Phloroglucinol-type furocoumarins, a group of potent naturally occurring insect antifeedants. Agric. Biol. Chem. 43, 1701–1706.Google Scholar