Literature DB >> 26139946

Stellettapeptins A and B, HIV-inhibitory cyclic depsipeptides from the marine sponge Stelletta sp.

Hee Jae Shin1, Mohammad A Rashid1, Laura K Cartner2, Heidi R Bokesch2, Jennifer A Wilson1, James B McMahon1, Kirk R Gustafson1.   

Abstract

Two new HIV-inhibitory depsipeptides, stellettapeptins A (1) and B (2), were isolated from an extract of the marine sponge Stelletta sp., collected from northwestern Australia. Structures of these cyclic nonribosomal peptides were elucidated on the basis of extensive NMR data analysis, and chemical degradation and derivatization studies. Stellettapeptins contain numerous nonproteinogenic amino acid residues and they are the first peptides reported to contain a 3-hydroxy-6,8-dimethylnon-4-(Z)-enoic acid moiety. Compounds 1 and 2 potently inhibit infection of human T-lymphoblastoid cells by HIV-1RF with EC50 values of 23 and 27 nM, respectively.

Entities:  

Keywords:  Anti-HIV; Depsipeptide; Sponge peptide; Stelletta

Year:  2015        PMID: 26139946      PMCID: PMC4484873          DOI: 10.1016/j.tetlet.2015.05.058

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  10 in total

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