Hapalindole-related alkaloids from the cultured cyanobacterium Fischerella ambigua.
Four hapalindole-related alkaloids, namely fischambiguines A and B, ambiguine P, ambiguine Q nitrile as well as ambiguine G nitrile were identified from the cultured cyanobacterium Fischerella ambigua (UTEX 1903). The structures were determined by spectroscopic analysis including MS, 1D and 2D NMR and X-ray crystallography. The alkaloids possessed fused pentacyclic and hexacyclic carbon skeletons. Fischambiguine B displayed a strong inhibitory activity against Mycobacterium tuberculosis with an MIC value of 2 μM, with no detectable cytotoxicity in a Vero cell line.
Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, Chicago, IL 60612, USA.
Shunyan
S
Mo
Aleksej
A
Krunic
Bernard D
BD
Santarsiero
Scott G
SG
Franzblau
Jimmy
J
Orjala
D000818:Animals; D001408:Bacillus anthracis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002522:Chlorocebus aethiops; D018360:Crystallography, X-Ray; D000458:Cyanobacteria / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D013211:Staphylococcus aureus / Q000187:drug effects; D014709:Vero Cells
D026121:Indole Alkaloids; C525724:ambiguine G