Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss

Nimonol (1), a tetranortriterpenoid isolated from the leaves of Azadirachta indica A. Juss (Meliaceae), upon photolysis undergoes both Diels-Alder and ene reactions with singlet oxygen at different sites leading to 14,15,20,21-diepoxy-23-nimonolactone (3), along with nimonolide (4), which have been...

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Autores principales: Gopalakrishnan, Geetha, Pradeep Singh, N. D., Kasinath, V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2002
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146424/
http://dx.doi.org/10.3390/70200112
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author Gopalakrishnan, Geetha
Pradeep Singh, N. D.
Kasinath, V.
author_facet Gopalakrishnan, Geetha
Pradeep Singh, N. D.
Kasinath, V.
author_sort Gopalakrishnan, Geetha
collection PubMed
description Nimonol (1), a tetranortriterpenoid isolated from the leaves of Azadirachta indica A. Juss (Meliaceae), upon photolysis undergoes both Diels-Alder and ene reactions with singlet oxygen at different sites leading to 14,15,20,21-diepoxy-23-nimonolactone (3), along with nimonolide (4), which have been well-characterised. The novelty of the reported reactions lies in hitherto unreported formation of an α-epoxide in the ring D in tetranortriterpenoids. The photoproduct 4 exhibited antifeedancy comparable to that of azadirachtin-A, the most potent antifeedant constituent isolated from neem.
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spelling pubmed-61464242018-11-19 Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss Gopalakrishnan, Geetha Pradeep Singh, N. D. Kasinath, V. Molecules Article Nimonol (1), a tetranortriterpenoid isolated from the leaves of Azadirachta indica A. Juss (Meliaceae), upon photolysis undergoes both Diels-Alder and ene reactions with singlet oxygen at different sites leading to 14,15,20,21-diepoxy-23-nimonolactone (3), along with nimonolide (4), which have been well-characterised. The novelty of the reported reactions lies in hitherto unreported formation of an α-epoxide in the ring D in tetranortriterpenoids. The photoproduct 4 exhibited antifeedancy comparable to that of azadirachtin-A, the most potent antifeedant constituent isolated from neem. MDPI 2002-02-28 /pmc/articles/PMC6146424/ http://dx.doi.org/10.3390/70200112 Text en © 2002 by MDPI (http://www.mdpi.org). Reproduction is permitted for non commercial purposes.
spellingShingle Article
Gopalakrishnan, Geetha
Pradeep Singh, N. D.
Kasinath, V.
Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title_full Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title_fullStr Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title_full_unstemmed Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title_short Photooxygenation of Nimonol, a Tetranortriterpenoid from Azadirachta indica. A. Juss
title_sort photooxygenation of nimonol, a tetranortriterpenoid from azadirachta indica. a. juss
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6146424/
http://dx.doi.org/10.3390/70200112
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AT pradeepsinghnd photooxygenationofnimonolatetranortriterpenoidfromazadirachtaindicaajuss
AT kasinathv photooxygenationofnimonolatetranortriterpenoidfromazadirachtaindicaajuss

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