Abstract

In this paper we describe the synthesis of two new fluorinated brassinosteroids: (22 R,23 R)-22,23-dihydroxy-3α-fluorostigmastan-6-one and (22 R,23 R)-22,23-dihydroxy-3β-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.

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