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Study on Synthesis of anti-brassinosteroids

Research Project

Project/Area Number 63560120
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionThe University of Tokyo

Principal Investigator

YOKOTA Takao  The University of Tokyo, Faculty of Agriculture, Lecturer, 農学部, 講師 (40011986)

Co-Investigator(Kenkyū-buntansha) OKADA Katsuhide  Yamagata University, Faculty of Education, Assistant Professor, 教育育学部, 助教授 (20011968)
Project Period (FY) 1988 – 1989
Project Status Completed (Fiscal Year 1989)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1989: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1988: ¥1,600,000 (Direct Cost: ¥1,600,000)
Keywordssteroid / brassinosteroid / anti-brassinosteroid / brassinolide / castasterone
Research Abstract

Brassinosteroids (BRs) are steroidal plant hormones of which importance has been recognized for these years. However, its basic function in plant growth has not yet been clarified. This research aims at the synthesis of BR antagonists which could be used as a tool to investigate functions of BRS. We attempted to synthesis the following two compounds.
1. Synthesis of compounds in which methyl groups are introduced. Stigmasterol was converted to 6,6-ethylenedioxystigmast-22-en-3- one using eight steps of reactions. The latter is reacted with methyl iodide under the presence of lithium diisopropylamide to give 2alpha-monomethyl, 2,2-dimethyl, 2alpha 4alpha -dimethyl derivatives. We are now attempting to introduce 22R, 23R-hydroxyls in these compounds using known reaction sequences.
2. Synthesis of a compound with thiirane in A ring. Stigmasterol was converted to 22S,23S-dihydroxystigmast-2-en-6-one using five reactions. We are now attempting to introduce thiirane in A ring.

Report

(3 results)
  • 1989 Annual Research Report   Final Research Report Summary
  • 1988 Annual Research Report

URL: 

Published: 1988-04-01   Modified: 2016-04-21  

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