Synthesis and biological evaluation of extra-hydroxylated brassinolide analogs

作者: Hideharu Seto , Shozo Fujioka , Hiroyuki Koshino , Shigeo Yoshida , Masayoshi Tsubuki

DOI: 10.1016/S0040-4020(99)00427-5

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摘要: Abstract Brassinolide (BL) analogs with an extra hydroxyl (OH) group(s), 14α-OH-BL ( 2 ), 25-OH-BL 4 ) and 14α,25-di-OH-BL 7 were synthesized from BL 1 via direct hydroxylation of the C-14 and/or −25 positions methyl(trifluoromethyl)dioxirane, (25 S )-26-OH-BL 5 a known lactone 16 ). The biological evaluation these compounds together (20 R )-20-OH-BL 3 28-OH-BL 6 )-20,28-di-OH-BL 8 by rice lamina inclination test suggested that hydroxylations at C-14, −20, −26 are inactivation steps in metabolism, C-28 position is promising accessory site for assembling BL-based molecular probes to investigate brassinosteroid-receptors.

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