Solution- and solid-phase synthesis and anti-HIV activity of maslinic acid derivatives containing amino acids and peptides.

Abstract:

:Maslinic acid (1) has been coupled at C-28 with several alpha- and omega-amino acids by using solution- and solid-phase synthetic procedures. Twelve derivatives (2-13) with a single amino acid residue were prepared in solution phase, whereas a dipeptide (14), a tripeptide (15), and a series of conjugate dipeptides (16-24) were synthesized in solid phase. The anti-HIV activity of these compounds was assessed on MT-2 cells infected with viral clones carrying the luciferase gene as a reporter. While in maslinic acid (1) were present both cytotoxic and antiviral activities, only the derivatives 13 and 24 showed anti-HIV-1 activity and therefore represent a novel class of anti-HIV-1 compounds.

journal_name

Bioorg Med Chem

authors

Parra A,Rivas F,Lopez PE,Garcia-Granados A,Martinez A,Albericio F,Marquez N,Muñoz E

doi

10.1016/j.bmc.2008.12.041

subject

Has Abstract

pub_date

2009-02-01 00:00:00

pages

1139-45

issue

3

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(08)01219-4

journal_volume

17

pub_type

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