Alkylation of hydroxyl groups of flavonoids is known to increase their bioavailability, metabolic stability and also impart new bioactivities. Though partially alkylated flavonoids and related compounds occupy substantial chemical space, there is scant information on their biological activities. They are comparatively less accessible, therefore development of their general syntheses are desirable. Chalcones play key role in the biosynthesis of array of flavonoids. Taking cues from nature, bioinspired, ecofriendly syntheses of polyhydroxy- and partially alkylated flavonoids have been developed. Compared to conventional protection groups, methoxymethylation was found to be more useful for the protection of hydroxyl groups. A library of flavones, flavonols, isoflavones and biflavones has been prepared. A brief account of our ongoing effort towards syntheses of small molecules is summarized here. Biological screening of the synthesized compounds led to recognition of several hitherto unreported inhibitors of biomarkers for MMP’s, NFkB, carbonic anhydrase etc.
Dr. Asoke Banerji, “Bioinspired Syntheses of Partially Methylated Flavonoids – Untapped Source of Bioactivities”, Journal of Exploratory Research in Pharmacology, vol. 2, no. 1, pp. 16-20, 2017.