Mololipids, a new series of anti-HIV bromotyramine-derived compounds from a sponge of the order verongida.
A new series of lipids called mololipids have been identified from an Hawaiian sponge of the order Verongida. The structures of these lipids was deduced from spectroscopic data of the lipid mixture combined with GC-MS analysis. The core of this novel series of lipids is a bromotyramine homoserine-derived moiety known as moloka'iamine (1) which is found in many Verongid sponge metabolites. Moloka'iamine forms bisamides with a diverse series of fatty acids and the mololipids mixture (2) was active against HIV-1 with an EC(50) of 52.2 microM without cytotoxicity in human lymphocytes (IC(50) > 100 microM).
Ross
S A
SA
Department of Pharmacognosy, University of Mississippi, USA.
Weete
J D
JD
Schinazi
R F
RF
Wirtz
S S
SS
Tharnish
P
P
Scheuer
P J
PJ
Hamann
M T
MT
D000818:Animals; D019380:Anti-HIV Agents / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000302:isolation & purification / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D004354:Drug Screening Assays, Antitumor; D005227:Fatty Acids / Q000032:analysis; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D011161:Porifera / Q000737:chemistry*; D011437:Propylamines / Q000302:isolation & purification* / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D014407:Tumor Cells, Cultured; D014439:Tyramine / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology
D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D005227:Fatty Acids; D011437:Propylamines; D014439:Tyramine