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- W2912597036 abstract "Recently, studies on the steroidal hormone activity in the brain have attracted attention, and the influences of the varied glucosides and their artificial derivatives have been discussed; additionally, it has been suggested that glucosides are the synthetic precursors of glucuronide as a label molecule. However, glucosides are formed with 11α-hydroxyprogesterone (1), which is important as a blood pressure regulator, but anti-androgen activity remains unknown. Using UDP-glucosyltransferase, glucoside synthesis was successful in linking β-d-glucopyranose and β-d-laminaribiose to 11α oxygen of 1 at a high conversion ratio, and full assignment structure was analyzed for the two glucosides by high-resolution quadrupole-time flight electrospray ionization-mass spectrometry, 1D (1H and 13C) NMR and 2D (COSY, ROESY, HSQC-DEPT and HMQC) NMR. Furthermore, the bioactivity of 1 and two 11α-hydroxyprogesterone glucosides [11α-(β-d-glucopyranosyl)oxyprogesterone, 2, and 11α-(β-d-laminaribiosyl)oxyprogesterone, 3] was tested in vitro. On rotenone-induced PC12 cells, the two 11α-hydroxyprogesterone glucosides (2 and 3) showed superior neuroprotective effects and increased cellular ATP levels compared with those of 1." @default.
- W2912597036 created "2019-02-21" @default.
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- W2912597036 date "2019-05-01" @default.
- W2912597036 modified "2023-09-24" @default.
- W2912597036 title "Biotransformation into 11α-hydroxyprogesterone glucosides by glucosyltransferase" @default.
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- W2912597036 doi "https://doi.org/10.1016/j.steroids.2019.02.008" @default.
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