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

FUJIO MURAI; MOTOKO TAGAWA; SOREN DAMTOFT; SOREN ROSENDAL JENSEN; BENT JUHL NIELSEN

doi:10.1248/cpb.32.2809

FUJIO MURAI, MOTOKO TAGAWA, SOREN DAMTOFT, SOREN ROSENDAL JENSEN, BENT JUHL NIELSEN

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Keywords: 8-epideoxyloganic acid

JOURNAL FREE ACCESS

1984 Volume 32 Issue 7 Pages 2809-2814

DOI https://doi.org/10.1248/cpb.32.2809

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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.

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