title: Thiazoline peptides and a tris-phenethyl urea from Didemnum molle with anti-HIV activity.
abstract: As part of our screening for anti-HIV agents from marine invertebrates, the MeOH extract of Didemnum molle was tested and showed moderate in vitro anti-HIV activity. Bioassay-guided fractionation of a large-scale extract allowed the identification of two new cyclopeptides, mollamides E and F (1 and 2), and one new tris-phenethyl urea, molleurea A (3). The absolute configurations were established using the advanced Marfey's method. The three compounds were evaluated for anti-HIV activity in both an HIV integrase inhibition assay and a cytoprotective cell-based assay. Compound 2 was active in both assays with IC(50) values of 39 and 78 μM, respectively. Compound 3 was active only in the cytoprotective cell-based assay, with an IC(50) value of 60 μM.
authors: Department of Medicinal Chemistry, University of Utah, Salt Lake City, UT 84112, USA.
authors: Zhenyu
authors: Z
authors: Lu
authors: Mary Kay
authors: MK
authors: Harper
authors: Christopher D
authors: CD
authors: Pond
authors: Louis R
authors: LR
authors: Barrows
authors: Chris M
authors: CM
authors: Ireland
authors: Ryan M
authors: RM
authors: Van Wagoner
mesh_terms: D000818:Animals; D019428:HIV Integrase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010671:Phenylurea Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053778:Thiazolidines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014561:Urochordata / Q000737:chemistry*
chemical_list: D019428:HIV Integrase Inhibitors; D010456:Peptides, Cyclic; D010671:Phenylurea Compounds; D053778:Thiazolidines; C575900:mollamide E; C575899:mollamide F; C575901:molleurea A