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28-高油菜素内酯的天然及C-3氟代生物合成前体的合成与生物活性

Synthesis and bioactivity of natural and C-3 fluorinated biosynthetic precursors of 28-homobrassinolide.

作者信息

Galagovsky L R, Gros E G, Ramírez J A

机构信息

Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428, Buenos Aires, Argentina.

出版信息

Phytochemistry. 2001 Nov;58(6):973-80. doi: 10.1016/s0031-9422(01)00379-x.

DOI:10.1016/s0031-9422(01)00379-x
PMID:11684198
Abstract

In this paper we describe the synthesis of two new fluorinated brassinosteroids: (22R,23R)-22,23-dihydroxy-3alpha-fluorostigmastan-6-one and (22R,23R)-22,23-dihydroxy-3beta-fluorostigmastan-6-one. Their bioactivities were evaluated in the rice lamina inclination test and compared with that of 28-homocastasterone, 28-homotyphasterol and 28-homoteasterone, possible biosynthetic precursors of 28-homobrassinolide. Results confirmed expected similarities between the biosynthesis of 24-ethylbrassinosteroids (named as the 28-homo series) and that described for 24-methylbrassinosteroids, and also indicated that these precursors might exhibit per se activities.

摘要

在本文中,我们描述了两种新型氟化油菜素甾醇的合成:(22R,23R)-22,23-二羟基-3α-氟豆甾烷-6-酮和(22R,23R)-22,23-二羟基-3β-氟豆甾烷-6-酮。在水稻叶片倾斜试验中评估了它们的生物活性,并与28-高卡甾酮、28-高豆甾醇和28-高茶甾酮(28-高油菜素内酯可能的生物合成前体)的生物活性进行了比较。结果证实了24-乙基油菜素甾醇(称为28-高系列)的生物合成与24-甲基油菜素甾醇的生物合成之间预期的相似性,并且还表明这些前体本身可能具有活性。

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