Hydroxylation of a hederagenin derived saponin by a Xylareaceous fungus found in fruits of Sapindus saponaria

Journal of the Brazilian Chemical Society

Ferreira, Antônio Gilberto¹  Universidade Federal de São Carlos, São Carlos, Brazil¹  Rodrigues-Filho, Edson¹  Santos, Luiz F. Arruda¹  Souza, Gezimar D. de¹  Daolio, Cristina¹  Murgu, Michael¹  Max Planck Institute for Chemical Ecology, Jena, Germany¹  Schneider, Bernd¹ 

关键词: Sapindus saponaria;    saponin;    Xylaria;    biotransformation;    hydroxylation;   

DOI  :  10.1590/S0103-50532008000500004

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

During our screening of tropical plants for endophyte microorganisms, a Xylareaceous fungus was found living on the internal part of Sapindus saponaria fruits. The fruits of S. saponaria accumulate great amounts of triterpenoidal and sesquiterpenoidal saponins. The saponin 3-O-(β-D-xylopyranosyl)-(1→3)-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranosyl-hederagenin was isolated using chromatographic methods, after alkaline hydrolysis of the crude extract obtained from S. saponaria fruits and added to the culture medium used to grows the fungus. A new saponin was isolated from this experiment by preparative scale HPLC and characterized as a 22α-hydroxy derivative. The structure of this hydroxylated saponin was elucidated based on interpretation of MS/MS data and NMR spectra.

【 授权许可】

Unknown