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Synthesis and anti-HIV Activity of New C2 Symmetric Derivatives Designed as HIV-1 Protease Inhibitors

Synthesis and anti-HIV Activity of New C2 Symmetric Derivatives Designed as HIV-1 Protease Inhibitors

Emerson P Peçanha, Luciana J O Figueiredo, Rodrigo M Brindeiro, Amilcar Tanuri, Alexandre R Calazans, O A C Antunes

Farmaco. 2003 Feb;58(2):149-57.

PMID: 12581781

Abstract:

The synthesis of several new anti-HIV-1 compounds is described. The new compounds contain a C(2) symmetry axis and a dihidroxyethylene moiety based on the D-tartaric acid back bone. The synthesis of these compounds was achieved in 36-69% overall yields from D-tartaric acid. The protocol included: acetylation of hydroxyl groups, followed by diamide formation and deacetylation or reduction with LiAlH(4). The anti-HIV 1 activities of these substances were evaluated in PM-1 cells, using Indinavir as standard (IC(50) = 0.2 microM). Two amino alcohol derivatives showed good inhibitory activity against the virus, with IC(50) = 2.0 and 4 microM.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AS23113	Tartrate Standard for IC			Price

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