Phytochemistry 2001-11-01

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

L R Galagovsky, E G Gros, J A Ramírez

Index: Phytochemistry 58(6) , 973-80, (2001)

Full Text: HTML

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.


Related Compounds

Related Articles:

Akt-dependent anabolic activity of natural and synthetic brassinosteroids in rat skeletal muscle cells.

2011-06-23

[J. Med. Chem. 54 , 4057-4066, (2011)]

Brassinosteroids protect Lycopersicon esculentum from cadmium toxicity applied as shotgun approach.

2010-03-01

[Protoplasma 239(1-4) , 3-14, (2010)]

Synthesis and biological activity of furostanic analogues of brassinosteroids bearing the 5alpha-hydroxy-6-oxo moiety.

2007-12-01

[Steroids 72(14) , 955-9, (2007)]

Studies on steroidal plant-growth regulators (XVII)--a new synthesis of homobrassinolide and (22S, 23S)-22, 23-epi-homobrassinolide.

1991-06-01

[Sci. China,. Ser. B, Chem. Life Sci. Earth Sci. 34(6) , 706-11, (1991)]

Induction of hexokinase I expression in normal and diabetic rats by a brassinosteroid isoform.

2010-09-11

[Eur. J. Pharm. Sci. 41(1) , 1-9, (2010)]

More Articles...