The flavanone glycoside naringin hydrate is widely abundant in various citrus plants. As an ongoing effort toward the exploitation of natural products as scaffolds for chemical diversification at readily accessible positions, we have prepared a series of analogues of naringin in which the 6-hydroxyl group of the beta-d-glucopyranosyl subunit was converted to sulfonamides, amides, urethanes, and secondary and tertiary amines via the corresponding 6-amino derivative using a solution-phase parallel array protocol.
Macrolides have been modified to a large extent by structural and functional variants to expand their spectrum of activity and overcome resistance. Ketolides are new generation 14-membered ring macrolides derived by chemical modification of the readily available erythromycin A. We have designed and synthesized bicyclic oxazolidinone-δ-lactones to mimic the "left segment" periphery of ketolides.
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