Synthesis of aromatic stigmastanes: application to the synthesis of aromatic analogs of brassinosteroids |
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| Authors: | Sofía L Acebedo Fernando Alonso Javier A Ramírez Lydia R Galagovsky |
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| Institution: | 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 |
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| Abstract: | In this paper, we report the first synthesis of aromatic analogs of brassinosteroids. In order to accomplish this task, we explored two different synthetic approaches, which involved demethylation of the C-19 of stigmasterol to yield A-ring aromatic 3-hydroxystigmastanes. One of the new aromatic analogs showed a reduced but significant bioactivity when compared to the natural hormones. |
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