Oxidative biotransformation of stemofoline alkaloids

Autor:	Manlika Phaya, Sirinrat Chalom, Kornkanok Ingkaninan, Kontad Ounnunkad, Nopakarn Chandet, Stephen G. Pyne, Pitchaya Mungkornasawakul
Jazyk:	angličtina
Rok vydání:	2021
Předmět:	Biotransformation Cunninghamella elegans Stemona alkaloids stemofoline stemocurtisine AChE inhibitor Biotechnology TP248.13-248.65 Medical technology R855-855.5
Zdroj:	Artificial Cells, Nanomedicine, and Biotechnology, Vol 49, Iss 1, Pp 166-172 (2021)
Druh dokumentu:	article
ISSN:	21691401 2169-141X 2169-1401
DOI:	10.1080/21691401.2021.1883044
Popis:	Biotransformations of stemofoline (1a), (2′S)-hydroxystemofoline (2a), (11Z)-1′,2′-didehydrostemofoline (3a) and stemocurtisine (4) were studied through fermentation with Cunninghamella elegans TISTR 3370. Three new stemofoline derivatives; (6 R)-hydroxystemofoline (1b), (2′S, 6 R)-dihydroxystemofoline (2b) and (11Z,6R)-1′,2′-didehydro-6-hydroxystemofoline (3b), together with the known compound 1′,2′-didehydrostemofoline-N-oxide (3c), were produced by C-hydroxylation and N-oxidation reactions. Stemocurtisine was not biotransformed under these conditions. The transformed product 1b was four times more potent (IC50 = 11.01 ± 1.49 µM) than its precursor 1a (IC50 = 45.1 ± 5.46 µM) as an inhibitor against acetylcholinesterase.
Databáze:	Directory of Open Access Journals
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