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Three novel gnidimacrin related macrocyclic daphnanes (GMDs), daphneodorins A-C ( 2 - 4 ), were isolated from Daphne odora Thunb., together with gnidimacrin ( 1 ). Their structures were established by extensive physicochemical and spectroscopic analyses. Compounds 2 and 3 potently inhibited HIV-1 replication at subnanomolar concentrations (EC 50 0.16 and 0.25 nM, respectively). Compounds 2 - 4 represent a novel type of GMDs that are highly oxygenated on the macrocyclic ring, suggesting good potential for anti-HIV drug development by further chemical modification.

Daphneodorins A–C, Anti-HIV Gnidimacrin Related Macrocyclic Daphnane Orthoesters from Daphne odora