A comprehensive view on 4-methyl-2-quinazolinamine, a new microbial alkaloid from Streptomyces of TCM plant origin.
In the course of our chemical and biological screening program for yet unidentified microbial metabolites, we selected plants of Traditional Chinese Medicine (TCM) as habitats for talented Streptomycetes producer strains for the first time. Liquid pure cultures of strain Streptomyces sp. GS DV232 were found to contain 4-methyl-2-quinazolinamine (1), a potent alkaloid yet unknown from nature. In this study, we investigated the chemical and crystal structure of 1, as well as its antiproliferative bioactivity, and addressed the unusual biosynthesis using feeding experiments.
Vollmar
Daniel
D
Institute of Organic and Biomolecular Chemistry, Georg-August-Universität Göttingen, Göttingen, Germany.
Thorn
Andrea
A
Schuberth
Ingrid
I
Grond
Stephanie
S
D000470:Alkaloids / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D005285:Fermentation; D031984:Filipendula / Q000382:microbiology*; D006801:Humans; D013058:Mass Spectrometry; D008516:Medicine, Chinese Traditional; D008968:Molecular Conformation; D018515:Plant Leaves / Q000382:microbiology; D011799:Quinazolines / Q000737:chemistry* / Q000494:pharmacology; D013302:Streptomyces / Q000737:chemistry*
C544256:4-methyl-2-quinazolinamine; D000470:Alkaloids; D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D011799:Quinazolines