title: Semisynthetic studies on the manzamine alkaloids.
abstract: Chemical transformation studies were conducted on (-)-8-hydroxymanzamine A ( 1), (-)-manzamine F ( 2), manzamine A ( 3), and (+)-8-hydroxymanzamine A ( 4), isolated from Indo-Pacific Acanthostrongylophora sponges. Thirteen new semisynthetic manzamine derivatives, including four Delta (34,35) manzamines ( 5, 6, 8, and 9) and the unprecedented manzamine derivative 17, are reported. The potent in vitro activities of the obtained semisynthetic manzamines against activated brain microglia and the AIDS opportunistic infection pathogen Mycobacterium tuberculosis are presented.
authors.affiliation: Department of Pharmacognosy, University of Mississippi, MS, USA.
authors.forename: Khalid A El
authors.initials: KA
authors.lastname: Sayed
authors.forename: Ashraf A
authors.initials: AA
authors.lastname: Khalil
authors.forename: Muhammad
authors.initials: M
authors.lastname: Yousaf
authors.forename: Guillermo
authors.initials: G
authors.lastname: Labadie
authors.forename: Gundluru M
authors.initials: GM
authors.lastname: Kumar
authors.forename: Scott G
authors.initials: SG
authors.lastname: Franzblau
authors.forename: Alejandro M S
authors.initials: AM
authors.lastname: Mayer
authors.forename: Mitchell A
authors.initials: MA
authors.lastname: Avery
authors.forename: Mark T
authors.initials: MT
authors.lastname: Hamann
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001921:Brain / Q000166:cytology; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007214:Indonesia; D008826:Microbial Sensitivity Tests; D017628:Microglia / Q000187:drug effects; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D011161:Porifera / Q000737:chemistry*; D051381:Rats
chemical_list: D000470:Alkaloids; D019380:Anti-HIV Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D002227:Carbazoles; C436389:manzamine F; C078290:manzamine A