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

Basic Information

ID: ALA3046719

Journal: Molecules

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

Authors: Gopalakrishnan G, Pradeep Singh N, Kasinath V.

Abstract: 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.

DOI: 10.3390/70200112

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