Cedrelone, a tetranortriterpenoid on photolysis by UV light yields a true photooxidation product 3 [14 β,15β,22β,23β-diepoxy-6-hydroxy-1,5,20(22)-meliatriene-2,7,21-trione] whose structure is well established by NMR studies and confirmed by X-ray crystallography, along with product 4 [14 β,15β-epoxy-6,23-dihydroxy-1,5,20(22)-meliatriene-2,7,21-trione]. Addition of rose bengal increases the rate of photooxidation whereas DABCO decreases rate of photolysis proving the involvement of singlet oxygen in the photooxygenation. Both the photoproducts exhibited antifeedant activity.
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1 October 2000
Photooxidation of Cedrelone, a Tetranortriterpenoid from Toona ciliata¶
Geetha Gopalakrishnan,
N. D. Pradeep Singh,
V. Kasinath,
R. Malathi,
S. S. Rajan
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Photochemistry and Photobiology
Vol. 72 • No. 4
October 2000
Vol. 72 • No. 4
October 2000