Manadomanzamines A and B: a novel alkaloid ring system with potent activity against mycobacteria and HIV-1.
Two novel alkaloids, named manadomanzamines A (1) and B (2), were isolated from an Indonesian sponge Acanthostrongylophora sp. (Haplosclerida: Petrosiidae). Their structures were elucidated and shown to be a novel organic skeleton related to the manzamine type alkaloids. Their absolute configuration and conformation were determined by CD, NOESY, and molecular modeling analysis. The microbial community analysis for the sponge that produces these unprecedented alkaloids has also been completed. Manadomanzamines A (1) and B (2) exhibited strong activity against Mycobacterium tuberculosis (Mtb) with MIC values of 1.9 and 1.5 mug/mL, respectively. Manadomanzamines A and B also exhibit activities against human immunodeficiency virus (HIV-1) and AIDS opportunistic fungal infections.
Department of Pharmacognosy and National Center for Natural Products Research, University of Mississippi, Mississippi 38677, USA.
Jiangnan
J
Peng
Jin-Feng
JF
Hu
Abul B
AB
Kazi
Ze
Z
Li
Mitchell
M
Avery
Olivier
O
Peraud
Russell T
RT
Hill
Scott G
SG
Franzblau
Fangqiu
F
Zhang
Raymond F
RF
Schinazi
Susan S
SS
Wirtz
Phillip
P
Tharnish
Michelle
M
Kelly
Subagus
S
Wahyuono
Mark T
MT
Hamann
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D045744:Cell Line, Tumor; D002522:Chlorocebus aethiops; D004354:Drug Screening Assays, Antitumor; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry; D014709:Vero Cells
D000470:Alkaloids; D026121:Indole Alkaloids; C481947:manadomanzamine A