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metadata.dc.type: | Artigo de Periódico |
Title: | Sensitized photooxygenation of ent-pimaradiene derivatives |
Other Titles: | Journal of the Brazilian Chemical Society |
Authors: | Cruz, Frederico Guare Cerqueira, Martins D. de Roque, Nídia Franca |
metadata.dc.creator: | Cruz, Frederico Guare Cerqueira, Martins D. de Roque, Nídia Franca |
Abstract: | Methyl esters of diterpenoids ent-pimara-9(11),15-dien-19-oic acid (1), ent-pimara-7,15-dien-19-oic acid (2), and ent-pimara-8,15-dien-19-oic acid (3) were submitted to photooxygenation reactions with sensitized singlet oxygen. While compounds 2 and 3 were converted to the products, compound 1 reacted only partially, suggesting an influence of the steric hindrance on the endocyclic double bond of 1. The oxidation products obtained, methyl-7a,11b-dihydroxypimara-8,15-dien-19-oate (5), methyl-7a-hydroperoxypimara-8(14),15-dien-19 oate (6), methyl-7a-hydroxy-14-oxopimara-15-en-19-oate (8), methyl-7a,9a-dihydroxypimara-8(14),15-dien-19-oate (9) and methyl-7a,14a-dihydroxypimara-8,15-dien-19-oate (10), are new and their structures were elucidated by spectral data analysis. |
Keywords: | diterpenes ent-pimaradiene derivatives singlet oxygen photooxygenation |
Publisher: | Sociedade Brasileira de Química |
URI: | http://www.repositorio.ufba.br/ri/handle/ri/5086 |
Issue Date: | 2003 |
Appears in Collections: | Artigo Publicado em Periódico (Química) |
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