New total synthesis of niphatesine C and norniphatesine C based on a Sonogashira reaction.
The pyridine alkaloid niphatesine C and its analogue norniphatesine C were prepared in a short and efficient way starting from commercially available 3-iodopyridine and undec-10-yn-1-ol using a Sonogashira reaction as the key step. The resulting alkylpyridines were tested for antimicrobial activity against several bacteria and fungi. The cytotoxic activities were determined in the MTT assay against HL 60 cells.
Krauss
Jürgen
J
Ludwig-Maximilians-Universität, Department Pharmazie, Zentrum für Pharmaforschung, München, Germany. hjkra@cup.uni-muenchen.de
Bracher
Franz
F
D000470:Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology; D000473:Alkanes / Q000138:chemical synthesis* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical; D015169:Colony Count, Microbial; D018922:HL-60 Cells; D006801:Humans; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology
D000470:Alkaloids; D000473:Alkanes; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D011725:Pyridines; C492790:niphatesine C; C492791:norniphatesine C