Cannabis, 21. Biotransformation of cannabinol to its glycosides by in vitro plant tissue

Hiroyuki Tanaka; Satoshi Morimoto; Yukihiro Shoyama

doi:10.1021/np50102a006

Cannabis, 21. Biotransformation of cannabinol to its glycosides by in vitro plant tissue

Hiroyuki Tanaka, Satoshi Morimoto, Yukihiro Shoyama

Pharmaceutical Health Care and Sciences

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

A marijuana compound, cannabinol [1], was converted to two metabolites using in vitro tissue of Pinellia ternata. The structures of the metabolites were determined to be cannabinol-O-β-d-glucopyranoside [2] and 9′-hydroxycannabinol-O-β-d-glucopyranoside [3] by ¹H nmr and ¹³C nmr. From the time course experiments, 1 was absorbed rapidly in the tissues and glycosylated. Hydroxylation at the pentyl group occurred, and its metabolite was secreted in the medium.

Original language	English
Pages (from-to)	2068-2072
Number of pages	5
Journal	Journal of Natural Products
Volume	56
Issue number	12
DOIs	https://doi.org/10.1021/np50102a006
Publication status	Published - Dec 1993

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np50102a006

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abstract = "A marijuana compound, cannabinol [1], was converted to two metabolites using in vitro tissue of Pinellia ternata. The structures of the metabolites were determined to be cannabinol-O-β-d-glucopyranoside [2] and 9′-hydroxycannabinol-O-β-d-glucopyranoside [3] by 1H nmr and 13C nmr. From the time course experiments, 1 was absorbed rapidly in the tissues and glycosylated. Hydroxylation at the pentyl group occurred, and its metabolite was secreted in the medium.",

author = "Hiroyuki Tanaka and Satoshi Morimoto and Yukihiro Shoyama",

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Cannabis, 21. Biotransformation of cannabinol to its glycosides by in vitro plant tissue

Abstract

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