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Molecules 2012, 17(2), 1744-1750; doi:10.3390/molecules17021744
Article

The Incubation of 13a,17-Dihydroxystemodane with Cephalosporium aphidicola

1,* , 2, 1, 3 and 4
Received: 30 November 2011; in revised form: 19 January 2012 / Accepted: 3 February 2012 / Published: 9 February 2012
(This article belongs to the Special Issue Terpenoids)
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Abstract: The biotransformation of 13a,17-dihydroxystemodane (3) with the fungus Cephalosporium aphidicola afforded 13a,17,18-trihydroxystemodane (4), 3b,13a,17-tri-hydroxystemodane (5), 13a,17-dihydroxy-stemodan-18-oic acid (6), 3b,11β,13a,17-tetra-hydroxystemodane (7), 11β,13a,17,18-tetrahydroxystemodane (8) and 3b,13a,17,18-tetra-hydroxystemodane (9). The hydroxylation at C-18 of the substrate points to a biosynthetically-directed transformation, because aphidicolin (2) is hydroxylated at this carbon. However, the C-3(b) and C-11(b) hydroxylations seem to indicate a xenobiotic biotransformation.
Keywords: Cephalosporium aphidicola; biotransformations; diterpenes; stemodane Cephalosporium aphidicola; biotransformations; diterpenes; stemodane
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Fraga, B.M.; Guillermo, R.; Hernández, M.G.; Chamy, M.C.; Garbarino, J.A. The Incubation of 13a,17-Dihydroxystemodane with Cephalosporium aphidicola. Molecules 2012, 17, 1744-1750.

AMA Style

Fraga BM, Guillermo R, Hernández MG, Chamy MC, Garbarino JA. The Incubation of 13a,17-Dihydroxystemodane with Cephalosporium aphidicola. Molecules. 2012; 17(2):1744-1750.

Chicago/Turabian Style

Fraga, Braulio M.; Guillermo, Ricardo; Hernández, Melchor G.; Chamy, María C.; Garbarino, Juan A. 2012. "The Incubation of 13a,17-Dihydroxystemodane with Cephalosporium aphidicola." Molecules 17, no. 2: 1744-1750.


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