Microbial Transformation of Rubijervine

Preparative-scale fermentation of rubijervine (1), the known 22,26-epiminocholestane Veratrum alkaloid, with Cunninghamella echinulata ATCC 9244 has resulted in the isolation of the new metabolites 7α-hydroxyrubijervine (2) and solanid-5-ene-3β,12α-diol-1-one (3). Structure elucidation of these meta...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 2002, Vol.50(11), pp.1427-1429
Hauptverfasser: Sayed, Khalid A. El, Dunbar, D. Chuck
Format: Artikel
Sprache:eng
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Zusammenfassung:Preparative-scale fermentation of rubijervine (1), the known 22,26-epiminocholestane Veratrum alkaloid, with Cunninghamella echinulata ATCC 9244 has resulted in the isolation of the new metabolites 7α-hydroxyrubijervine (2) and solanid-5-ene-3β,12α-diol-1-one (3). Structure elucidation of these metabolites was based primarily on 1D- and 2D-NMR analyses. The microbe C. echinulata ATCC 9244 was able to metabolize rings A and B of rubijervine but failed to metabolize rings C, D or its N-containing side chain, a finding which is analogous to the results of previous fermentation studies of steroidal alkaloids.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.50.1427