Cryptolide, a New Brassinolide Catabolite with a 23-oxo group from Japanese cedar pollen/anther and its synthesis

Author:

Watanabe Tsuyoshi1,Yokota Takao2,Shibata Kyomi2,Nomura Takahito3,Seto Hideharu4,Takatsuto Suguru5

Affiliation:

1. Tama Biochemical Co. Ltd., 2-7-1 Nishishinjuku, Shinjuku-ku, Tokyo 163-0704, Japan

2. Department of Biosciences, Teikyo University, Utsunomiya 320-8551, Japan

3. Department of the Science of Plant and Animal Production, Tokyo University of Agriculture and Technology, Fuchu, Tokyo 183-8509, Japan

4. The Institute of Physical and Chemical Research (RIKEN), Wako-shi, Saitama 351-0198, Japan

5. Department of Chemistry, Joetsu University of Education, Joetsu-shi, Niigata 943-8512, Japan

Abstract

Based on the GC-MS direct comparison with synthetic candidates, a new brassinolide-related steroidal lactone detected in the pollen and anthers of Japanese cedar (Cryptomeria japonica) was identified as (22 R,24 S)-2α, 3α, 22-trihydroxy-24-methyl- B-homo-7-oxa-5α-cholestan-6,23-dione, being the first brassinolide catabolite with 23-oxo function in the side chain and termed as cryptolide, and furthermore, the first occurrence of 28-homobrassinolide in plants was also demonstrated by this work.

Publisher

SAGE Publications

Subject

General Chemistry

Reference7 articles.

1. Identification of Brassinosteroids with Epimerized Substituents and/or the 23-Oxo Group in Pollen and Anthers of Japanese Cedar.

2. FujiokaS., Brassinosteroids, ed. SakuraiA., YokotaT., and ClouseS. D., Springer-Verlag, Tokyo, 1999, pp. 21.

3. AdamG., and SchneiderB., Brassinosteroids, ed. SakuraiA., YokotaT., and ClouseS. D., Springer-Verlag, Tokyo, 1999, pp. 113.

4. Synthesis and Biological Activity of 2,3-Diol Stereoisomers of 28-Homobrassinolide and Brassinolide

5. TakatsutoS., and YokotaT., Brassinosteroids, ed. SakuraiA., YokotaT., and ClouseS. D., Springer-Verlag, Tokyo, 1999, pp. 47.

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