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Biotransformation of Ruscogenins by Cunninghamella Blakesleeana NRRL 1369 and Neoruscogenin by Endophytic Fungus Neosartorya Hiratsukae

Biotransformation of Ruscogenins by Cunninghamella Blakesleeana NRRL 1369 and Neoruscogenin by Endophytic Fungus Neosartorya Hiratsukae

Özge Özçinar, Özgür Tağ, Hasan Yusufoglu, Bijen Kivçak, Erdal Bedir

Phytochemistry. 2018 Aug;152:1-9.

PMID: 29689318

Abstract:

Biotransformation of steroidal ruscogenins (neoruscogenin and ruscogenin) was carried out with Cunninghamella blakesleeana NRRL 1369 and endophytic fungus Neosartorya hiratsukae yielding mainly P450 monooxygenase products together with a glycosylated compound. Fermentation of ruscogenins (75:25, neoruscogenin-ruscogenin mixture) with C. blakesleeana yielded 8 previously undescribed hydroxylated compounds. Furthermore, microbial transformation of neoruscogenin by endophytic fungus N. hiratsukae afforded three previously undescribed neoruscogenin derivatives. While hydroxylation at C-7, C-12, C-14, C-21 with further oxidation at C-1 and C-7 were observed with C. blakesleeana, N. hiratsukae biotransformation provided C-7 and C-12 hydroxylated compounds along with C-12 oxidized and C-1(O) glycosylated derivatives. The structures of the metabolites were elucidated by 1-D (1H, 13C and DEPT135) and 2-D NMR (COSY, HMBC, HMQC, NOESY, ROESY) as well as HR-MS analyses.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP17676334	Neoruscogenin		17676-33-4	Price
AP50933590	Ruscogenin/Neoruscogenin mixture		50933-59-0	Price

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