First total synthesis of the 2,7-naphthyridine alkaloids lophocladine a and B.
The one-pot reaction of 4-benzylpyridine-3-carbonitrile with Bredereck's reagent and subsequent treatment with either glacial acetic acid and sulfuric acid or ammonium acetate provided the new bioactive naphthyridine alkaloids lophocladine A and B, respectively.
Lotter
Matthias
M
Department Pharmazie-Zentrum für Pharmaforschung, Ludwig-Maximilians-Universität München, Butenandstrasse 5-13, 81377 Munich, Germany.
Schilling
Johannes
J
Reimann
Eberhard
E
Bracher
Franz
F
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007202:Indicators and Reagents; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D007202:Indicators and Reagents; D009287:Naphthyridines; C510708:lophocladine A; C510709:lophocladine B