title: Integramides A and B, two novel non-ribosomal linear peptides containing nine C(alpha)-methyl amino acids produced by fungal fermentations that are inhibitors of HIV-1 integrase.
abstract: [structure: see text]. Integramides A and B are two novel 16-mer linear peptides rich in C(alpha)-methyl amino acids that were isolated from fungal extracts of Dendrodochium sp. by employing a bioassay-guided isolation procedure using recombinant HIV-1 integrase. The structure and stereochemistry were elucidated by a combination of 2D NMR and ESI- and FAB-MS including MS/MS studies and by Marfey's method. Integramides A and B inhibited the coupled reaction of HIV-1 integrase with IC50 values of 17 and 10 microM, respectively.
authors.affiliation: Merck Research Laboratories, Rahway, New Jersey 07065, and West Point, Pennsylvania 19486, USA. sheo_singh@merck.com
authors.forename: Sheo B
authors.initials: SB
authors.lastname: Singh
authors.forename: Kithsiri
authors.initials: K
authors.lastname: Herath
authors.forename: Ziqiang
authors.initials: Z
authors.lastname: Guan
authors.forename: Deborah L
authors.initials: DL
authors.lastname: Zink
authors.forename: Anne W
authors.initials: AW
authors.lastname: Dombrowski
authors.forename: Jon D
authors.initials: JD
authors.lastname: Polishook
authors.forename: Keith C
authors.initials: KC
authors.lastname: Silverman
authors.forename: Russell B
authors.initials: RB
authors.lastname: Lingham
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Felock
authors.forename: Daria J
authors.initials: DJ
authors.lastname: Hazuda
mesh_terms: D002851:Chromatography, High Pressure Liquid; D005285:Fermentation; D005658:Fungi / Q000378:metabolism; D019427:HIV Integrase / Q000737:chemistry*; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis*; D009842:Oligopeptides / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*
chemical_list: D019428:HIV Integrase Inhibitors; D009842:Oligopeptides; D010455:Peptides; C456979:integramide A; C456980:integramide B; D019427:HIV Integrase