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Abstract:
A series of iso-allo-DNJ and L-isoDALDP derivatives were synthesized from dithioacetal 16 with sequential and highly diastereoselective Ho and Henry reactions, and aziridinium intermediate-mediated ring rearrangement as key steps. Glycosidase inhibition assay found four of them as selective alpha-glucosidase inhibitors, and the less substituted compound 30 showed more potent alpha-glucosidase inhibition (IC50 = 9.3 mu M) than the others. Molecular docking study revealed different docking modes of the iso-allo-DNJ and L-isoDALDP derivatives from their parent compounds, and also the similarity of compound 30 to isofagomine.
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Source :
ORGANIC & BIOMOLECULAR CHEMISTRY
ISSN: 1477-0520
Year: 2023
Issue: 16
Volume: 21
Page: 3453-3464
3 . 2 0 0
JCR@2022
ESI Discipline: BIOLOGY & BIOCHEMISTRY;
ESI HC Threshold:16
Cited Count:
SCOPUS Cited Count: 2
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 1
Affiliated Colleges: