cis-Dihydrodiol, arene oxide and phenolmetabolites of dictamnine: key intermediates in the biodegradation and biosynthesis of furoquinolinealkaloids

Literature Information

Publication Date 2005-07-11
DOI 10.1039/B506944K
Impact Factor 6.222
Authors

Colin R. O'Dowd, Jonathan G. Carroll, Pui L. Loke, Christopher C. R. Allen


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Abstract

Biotransformation of the parent furoquinoline alkaloid dictamnine and its 4-chlorofuroquinoline precursor, using the B8/36 bacterial mutant strain of Sphingomonas yanoikuyae, yielded, via biphenyl dioxygenase-catalysed dihydroxylation, the first isolable alkaloid cis-dihydrodiol metabolites; these metabolites were used in the chemoenzymatic synthesis of postulated arene oxide and phenol intermediates, and a range of derived furoquinoline alkaloids.

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