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 |
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| container_end_page | 466 |
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| container_title | Photochemistry and photobiology |
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| creator | Gopalakrishnan, Geetha Pradeep Singh, N. D. Kasinath, V. Malathi, R. Rajan, S. S. |
| description | 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. |
| doi_str_mv | 10.1562/0031-8655(2000)072<0464:POCATF>2.0.CO;2 |
| format | Article |
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Both the photoproducts exhibited antifeedant activity.</description><subject>Crystallography, X-Ray</subject><subject>Limonins</subject><subject>Molecular Structure</subject><subject>Oxidation-Reduction</subject><subject>Photochemistry</subject><subject>PHOTOCHEMISTRY, PHOTOPHYSICS AND PHOTOTECHNOLOGY</subject><subject>Plant Extracts - chemistry</subject><subject>Trees - chemistry</subject><subject>Triterpenes - chemistry</subject><issn>0031-8655</issn><issn>1751-1097</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqd0E1Lw0AQBuBFFK0ff0FyEgXTzmx2s0ZFKMGqUKiHel52kwmupNm6SUH_vQktevc0DLzzDjyMTRDGKFM-AUgwvkmlvOQAcAWK34NIxe3rIp8uZw98DON8ccf32AiVxBghU_ts9Ht1xI7b9gMARabwkB0hgpAK5YjNXt995_2XK03nfBP5KsqpDFT7hq4jEy2pC6bxoQuuo7CmxrsyqoJfRUvvGxMVrnamM6fsoDJ1S2e7ecLeZo_L_DmeL55e8uk8tkmSdHFpEwFFZijNVEpSSGMzXlqseHGDhSpVVUBp-oxVwAVaMhaqRHBb2JRSVMkJu9j2roP_3FDb6ZVrC6pr05DftFrxRArk2AeftsEi-LYNVOl1cCsTvjWCHkj1gKMHHD2Q6p5UD6R6S6r7TecLzfum893LjV1R-dezM-wDj9uAdT0J_fvRD3ezihE</recordid><startdate>20001001</startdate><enddate>20001001</enddate><creator>Gopalakrishnan, Geetha</creator><creator>Pradeep Singh, N. 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S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photooxidation of Cedrelone, a Tetranortriterpenoid from Toona ciliata</atitle><jtitle>Photochemistry and photobiology</jtitle><addtitle>Photochem Photobiol</addtitle><date>2000-10-01</date><risdate>2000</risdate><volume>72</volume><issue>4</issue><spage>464</spage><epage>466</epage><pages>464-466</pages><issn>0031-8655</issn><eissn>1751-1097</eissn><abstract>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.</abstract><cop>United States</cop><pmid>11045715</pmid><doi>10.1562/0031-8655(2000)072<0464:POCATF>2.0.CO;2</doi><tpages>3</tpages></addata></record> |
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| source | Wiley Online Library - AutoHoldings Journals; MEDLINE; BioOne Complete |
| subjects | Crystallography, X-Ray Limonins Molecular Structure Oxidation-Reduction Photochemistry PHOTOCHEMISTRY, PHOTOPHYSICS AND PHOTOTECHNOLOGY Plant Extracts - chemistry Trees - chemistry Triterpenes - chemistry |
| title | Photooxidation of Cedrelone, a Tetranortriterpenoid from Toona ciliata |
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