Fraga, B.M. and González-Vallejo, V. and Guillermo, R. and Amaro-Luis, J.M. (2013) Microbiological transformation of two 15α-hydroxy-ent-kaur-9(11),16-diene derivatives by the fungus Fusarium fujikuroi. Phytochemistry. pp. 1-8.
![[img]](http://eprints.icrisat.ac.in/style/images/fileicons/application_pdf.png) |
PDF (In Press, Corrected Proof)
Restricted to ICRISAT researchers only |
Abstract
The incubation of 15α-hydroxy-ent-kaur-9(11),16-dien-19-oic acid (15α-hydroxy-grandiflorenic acid) with the fungus Fusarium fujikuroi gave as main metabolite its 3β,6β-dihydroxy derivative, which by an oxidative decarboxylation afforded a 19-nor compound with a 4,18-double bond. Other substances obtained were a 3α-hydroxy-19,6α-lactone, 3β-hydroxy-6β,7β-epoxy-ent-kaur-9(11),16-dien-19-oic acid and 3β-hydroxy-6-oxo-ent-kaur-9(11),16-dien-19-oic acid. Moreover, the biotransformation of 15α,18-dihydroxy-ent-kaur-9(11),16-diene led to the isolation of the corresponding 3β-, 6β-, 7α- and 12β-hydroxy derivatives. Two metabolites formed by 16β,17-epoxidation of the last compound and of the substrate were also obtained. These results indicated that the presence of the 9,11-double bond in the substrate impedes its 7β-hydroxylation, which is necessary for the formation of gibberellins and seco-ring B ent-kaurenoids. However, this 9,11-unsaturation does not hinder a 6,7-dehydrogenation and further 6β,7β-epoxidation, characteristic steps of the kaurenolide biosynthetic pathway.
| Item Type: | Article |
|---|---|
| Subjects: | Plant Protection Soil Science and Microbiology > Microbiology |
| Divisions: | General |
| Depositing User: | Mr. SanatKumar Behera |
| Date Deposited: | 12 Feb 2013 03:51 |
| Last Modified: | 12 Feb 2013 03:51 |
| Official URL: | http://dx.doi.org/10.1016/j.phytochem.2013.01.006 |
| URI: | http://eprints.icrisat.ac.in/id/eprint/9609 |
Actions (login required)
 |
View Item |
