Synthesis of (22S, 23S)-homobrassinolide and brassinolide from stigmasterol

Kenji Mori; Masayuki Sakakibara; Yoshitaka Ichikawa; Hiraki Ueda; Katsuhide Okada; Takeaki Umemura; Goro Yabuta; Shigefumi Kuwahara; Michitada Kondo; Masao Minobe; Akemi Sogabe

doi:10.1016/0040-4020(82)85157-0

Synthesis of (22S, 23S)-homobrassinolide and brassinolide from stigmasterol

Kenji Mori, Masayuki Sakakibara, Yoshitaka Ichikawa, Hiraki Ueda, Katsuhide Okada, Takeaki Umemura, Goro Yabuta, Shigefumi Kuwahara, Michitada Kondo, Masao Minobe, Akemi Sogabe

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

98 Citations (Scopus)

Abstract

(22S, 23S)-Homobrassinolide (2α, 3α, 22S, 23S-tetrahydroxy-24S-etyl-B-homo-7-oxa-5α-cholestan-6-one) and brassinolide (2α, 3α 22R, 23R-tetrahydroxy-24S-methyl-B-homo-7-oxa-5α-cholestan-6-one) were synthesized from stigmasterol and shown to promote plant growth.

Original language	English
Pages (from-to)	2099-2109
Number of pages	11
Journal	Tetrahedron
Volume	38
Issue number	14
DOIs	https://doi.org/10.1016/0040-4020(82)85157-0
Publication status	Published - 1982 Jan 1
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Synthesis of (22S, 23S)-homobrassinolide and brassinolide from stigmasterol. / Mori, Kenji; Sakakibara, Masayuki; Ichikawa, Yoshitaka; Ueda, Hiraki; Okada, Katsuhide; Umemura, Takeaki; Yabuta, Goro; Kuwahara, Shigefumi; Kondo, Michitada; Minobe, Masao; Sogabe, Akemi.

In: Tetrahedron, Vol. 38, No. 14, 01.01.1982, p. 2099-2109.

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

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abstract = "(22S, 23S)-Homobrassinolide (2α, 3α, 22S, 23S-tetrahydroxy-24S-etyl-B-homo-7-oxa-5α-cholestan-6-one) and brassinolide (2α, 3α 22R, 23R-tetrahydroxy-24S-methyl-B-homo-7-oxa-5α-cholestan-6-one) were synthesized from stigmasterol and shown to promote plant growth.",

author = "Kenji Mori and Masayuki Sakakibara and Yoshitaka Ichikawa and Hiraki Ueda and Katsuhide Okada and Takeaki Umemura and Goro Yabuta and Shigefumi Kuwahara and Michitada Kondo and Masao Minobe and Akemi Sogabe",

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AU - Mori, Kenji

AU - Sakakibara, Masayuki

AU - Ichikawa, Yoshitaka

AU - Ueda, Hiraki

AU - Okada, Katsuhide

AU - Umemura, Takeaki

AU - Yabuta, Goro

AU - Kuwahara, Shigefumi

AU - Kondo, Michitada

AU - Minobe, Masao

AU - Sogabe, Akemi

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AB - (22S, 23S)-Homobrassinolide (2α, 3α, 22S, 23S-tetrahydroxy-24S-etyl-B-homo-7-oxa-5α-cholestan-6-one) and brassinolide (2α, 3α 22R, 23R-tetrahydroxy-24S-methyl-B-homo-7-oxa-5α-cholestan-6-one) were synthesized from stigmasterol and shown to promote plant growth.

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