(1R,5R,8S,9S)-Deoxyloganic acid from Nepeta cataria.

Abstract

On the basis of exhaustive 1H-and 13C-nuclear magnetic resonance (NMR) spectral studies and chemical transformations, the structure of an iridoid glucoside formerly designated as 5-epideoxyloganic acid, isolated from Nepeta cataria L., has been revised to (1R, 5R, 8S, 9S)-deoxyloganic acid, which is renamed 1, 5, 9-epideoxyloganic acid. The absolute configuration of this glucoside was established by its chemical conversion to an antipode of boschnialactone.