Preparation and anti-HIV activities of retrojusticidin B analogs and azalignans

Bioorganic & Medicinal Chemistry
Kadali S SagarShoei-Sheng Lee

Abstract

Ten lignans (2-11) and a series of azalignans including 1-aryl-pyrronaphthalenes 20-24 and 3-N-alkylaminomethyl-1-arylnaphthalenes 25-28, structurally related to two HIV reverse transcriptase inhibitors, retrojusticidin B and phyllamyricin A, were prepared from phyllanthin (1) for evaluation of anti-HIV activities. Anti-HIV activity of these compounds on a R5 pseudotype virus, ConB/pNL43E-L+, in the U87-CD4-CCR5 cells has been measured. Compounds 5, 22, 23, and 28 showed good anti-HIV activity with IC(50) value of 0.25, 1.07, 0.01, 0.32 microg/mL, respectively.

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