Identification of new limonoids from Swietenia and their biological activity against insects |
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| Authors: | Robert Fowles Baldwin Mootoo Russel Ramsewak Ayub Khan Adesh Ramsubhag William Reynolds Muraleedharan Nair |
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| Institution: | 1. Department of Agricultural, Food and Nutritional Science, University of Alberta, Edmonton, Alberta, Canada;2. Department of Chemistry, University of the West Indies, St Augustine, Trinidad and Tobago;3. Department of Life Sciences, University of the West Indies, St Augustine, Trinidad and Tobago;4. Department of Chemistry, University of Toronto, Ontario, Canada;5. Department of Horticulture and National Food Safety and Toxicology Center, Michigan State University, East Lansing, MI, USA |
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| Abstract: | BACKGROUND: Natural limonoids are one group of compounds being studied for their insecticidal properties. To discover new limonoids with better activities, analogs were prepared via acylation and hydrolysis, and bioassayed. RESULTS: Analogs were identified using one‐ and two‐dimensional (COSY, HMQC and HMBC) 1H and 13C NMR, IR and MS. 3‐O‐Isovalerylswietenolide (13) and 3‐O‐isobutyrylswietenolide (14) showed excellent antifeedant activity, with DC50 values of 0.19 and 0.009 mg L?1 respectively, compared with the natural limonoid swietenolide (80.6 mg L?1) against fourth‐instar Spodoptera frugiperda (JE Smith) larvae. CONCLUSION: This work shows that limonoid analogs prepared through semi‐synthesis can be used as lead compounds for the development of new insecticides. Copyright © 2010 Society of Chemical Industry |
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| Keywords: | limonoids semi‐synthesis antifeedant insecticides |
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