Abstract

An MS guided fractionation of the alkaloidal constituents of Flueggea virosa has yielded nine new Securinega alkaloid oligomers, fluevirosinines B–J (1–9). The absolute structures of these oligomers have been characterized on the basis of spectroscopic data and biogenetic consideration. Fluevirosinines B–E (1–4) are four tetramers with new connecting sequences or new oligomerizing patterns, and fluevirosinines G–J (6–9) represent the first examples of pentamers of the Securinega alkaloid family. Among these alkaloids, fluevirosinine B (1) showed the best anti-HIV activity with an EC50 value of 14.1±1.2 μM.

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