Semisynthetic studies on the manzamine alkaloids.
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.
Sayed
Khalid A El
KA
Department of Pharmacognosy, University of Mississippi, MS, USA.
Khalil
Ashraf A
AA
Yousaf
Muhammad
M
Labadie
Guillermo
G
Kumar
Gundluru M
GM
Franzblau
Scott G
SG
Mayer
Alejandro M S
AM
Avery
Mitchell A
MA
Hamann
Mark T
MT
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
D000470:Alkaloids; D019380:Anti-HIV Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D002227:Carbazoles; C436389:manzamine F; C078290:manzamine A