Photooxidation of Cedrelone, a Tetranortriterpenoid from Toona ciliata

Photooxidation of Cedrelone, a Tetranortriterpenoid from Toona ciliata

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...

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Veröffentlicht in:Photochemistry and photobiology 2000-10, Vol.72 (4), p.464-466
Hauptverfasser: Gopalakrishnan, Geetha, Pradeep Singh, N. D., Kasinath, V., Malathi, R., Rajan, S. S.
Format: Artikel
Sprache:eng
Schlagworte:
Crystallography, X-Ray
Limonins
Molecular Structure
Oxidation-Reduction
Photochemistry
PHOTOCHEMISTRY, PHOTOPHYSICS AND PHOTOTECHNOLOGY
Plant Extracts - chemistry
Trees - chemistry
Triterpenes - chemistry
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Zusammenfassung: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.
ISSN:0031-8655
1751-1097
DOI:10.1562/0031-8655(2000)072<0464:POCATF>2.0.CO;2