Synthesis and biological activity of brassinosteroids fluorinated at C-2.
In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggesting the involvement of hydrogen bond interactions between the active brassinosteroids and their cellular receptor.
Acebedo
Sofía L
SL
Departamento de Química Orgánica and UMYMFOR (CONICET - Facultad de Ciencias Exactas y Naturales), Universidad de Buenos Aires, Pabellón 2, Piso 3, Ciudad Universitaria, C1428EGA Buenos Aires, Argentina.
Ramírez
Javier A
JA
Galagovsky
Lydia R
LR
D001681:Biological Assay; D060406:Brassinosteroids; D002777:Cholestanols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D054879:Halogenation / Q000187:drug effects*; D012275:Oryza / Q000187:drug effects; D013260:Steroids, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D060406:Brassinosteroids; D002777:Cholestanols; D013260:Steroids, Heterocyclic; C023623:brassinolide