INTERMEDIACY OF 10-HYDROXYGERANIOL, 10-HYDROXYNEROL AND IRIDODIAL IN THE BIOSYNTHESIS OF AJMALINE AND VOMILENINE IN RAUWOLFIA SERPENTINA SUSPENSION CULTURES

Shinichi Uesato; Satoko Matsuda; Akira Iida; Hiroyuki Inouye; Meinhart H. Zenk

doi:10.1248/cpb.32.3764

Shinichi Uesato, Satoko Matsuda, Akira Iida, Hiroyuki Inouye, Meinhart H. Zenk

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Keywords: gated decoupling-without-NOE

JOURNAL FREE ACCESS

1984 Volume 32 Issue 9 Pages 3764-3767

DOI https://doi.org/10.1248/cpb.32.3764

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Abstract

Administration of ²H-and ¹³C-labeled compounds to Rauwolfia serpentina suspension cultures indicated that ajmaline (4) and vomilenine (5) produced by these cultures are biosynthesized via 10-hydroxygeraniol (6)/10-hydroxynerol (7) and iridodial (3) in the same way as secologanin (1), vindoline, etc. in Catharanthus roseus and Lonicera morrowii. Therefore, this cyclization mechanism seems likely to be common in plants containing secoiridoids and indole alkaloids.

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