UV-Guided isolation of verrucines A and B, novel quinazolines from penicillium verrucosum structurally related to anacine from penicilliumaurantiogriseum
Two novel quinazolines, verrucines A (1) and B (2), have been isolated as a major and a minor metabolite, respectively, of Penicillium verrucosum. Both are condensates of one mole each of anthranilic acid, phenylalanine, and glutamine. The structures were elucidated by spectroscopic methods, and the two compounds were found to be epimers. The spectroscopic data for the ostensible benzodiazepine anacine reported from Penicillium aurantiogriseum, composed of one mole each of anthranilic acid, leucine, and glutamine, appeared very similar to those of 1. Therefore, a revised quinazoline structure for anacine is proposed.
Larsen
TO
Mycology Group, Department of Biotechnology and Department of Organic Chemistry, Technical University of Denmark, 2800 Lyngby, Denmark.
Franzyk
H
Jensen
SR