Antimicrobial ambiguines from the cyanobacterium Fischerella sp. collected in Israel.
Bioassay-guided fractionation of the 7:3 MeOH/water extract of a cultured cyanobacterium strain identified as Fischerella sp. yielded nine isonitrile-containing alkaloids. Three of the compounds, ambiguine H isonitrile (1), ambiguine I isonitrile (2), and ambiguine J isonitrile (3), are new, while the other six, 12-epi-hapalindole H, ambiguine A isonitrile, ambiguine B isonitrile, ambiguine D isonitrile, ambiguine E isonitrile, and ambiguine F isonitrile, have been previously isolated from Fischerella ambigua. The structures of the compounds were determined by 1D and 2D NMR techniques and mass spectrometric data. Ambiguine H isonirile and ambiguine I isonirile possess antibacterial and antimycotic activity.
Raveh
Avi
A
School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Ramat Aviv, Tel Aviv 69978, Israel.
Carmeli
Shmuel
S
D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000458:Cyanobacteria / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007557:Israel; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D000935:Antifungal Agents; D026121:Indole Alkaloids; C518547:ambiguine H isonitrile; C518548:ambiguine I isonitrile; C518549:ambiguine J isonitrile