The microbiological transformation of steroidal saponins by Curvularia lunata

The microbiological transformation of polyphyllin I (compound I), polyphyllin III (compound II), polyphyllin V (compound III) and polyphyllin VI (compound IV) by Curvularia lunata into their corresponding subsaponins, for example, diosgenin-3-O-α-l-arabinofuranosyl (1→4)-β-d-glucopyranoside (compoun...

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Published inTetrahedron Vol. 61; no. 49; pp. 11758 - 11763
Main Authors Feng, Bing, Ma, Bai-ping, Kang, Li-ping, Xiong, Cheng-qi, Wang, Sheng-qi
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 05.12.2005
Subjects
Biotransformation
Curvularia lunata
Polyphyllin I
Polyphyllin III
Polyphyllin V
Polyphyllin VI
Curvularia lunata
Polyphyllin III
Polyphyllin I
Polyphyllin VI
Biotransformation
Polyphyllin V
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Summary:The microbiological transformation of polyphyllin I (compound I), polyphyllin III (compound II), polyphyllin V (compound III) and polyphyllin VI (compound IV) by Curvularia lunata into their corresponding subsaponins, for example, diosgenin-3-O-α-l-arabinofuranosyl (1→4)-β-d-glucopyranoside (compound V), diosgenin-3-O-α-l-rhamnopyranosyl (1→4)-β-d-glucopyranoside (compound VI), diosgenin-3-O-β-d-glucopyranoside (compound VII) and pennogenin-3-O-β-d-glucopyranoside (compound VIII), were studied in this paper. Curvularia lunata is able to hydrolyze terminal rhamnosyls that are linked by 1→2 C– bond to sugar residues of steroidal saponins at C-3 position with high activity and regioselectivity. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.08.115