title: Synthesis and antifungal activity of C-21 steroids with an aromatic D ring.
abstract: Six analogues of salpichrolides with a simplified side chain (6-11) were synthesized using a new methodology to obtain steroids with an aromatic D-ring. The key step was the elimination of HBr in a vicinal dibromo D-homosteroid by treatment with 1,4-diazabicyclo[2.2.2]octane (DABCO). All new compounds were completely characterized by 2D NMR techniques and tested on two fungal pathogenic species, Fusarium virguliforme and Fusarium solani.
authors.affiliation: Departamento de Química Orgánica and UMYMFOR, CONICET-UBA, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, C1428EGA Ciudad de Buenos Aires, Argentina.
authors.forename: Juan M
authors.initials: JM
authors.lastname: Sonego
authors.forename: Adriana M
authors.initials: AM
authors.lastname: Cirigliano
authors.forename: Gabriela M
authors.initials: GM
authors.lastname: Cabrera
authors.forename: Gerardo
authors.initials: G
authors.lastname: Burton
authors.forename: Adriana S
authors.initials: AS
authors.lastname: Veleiro
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004875:Ergosterol / Q000737:chemistry; D005670:Fusarium / Q000187:drug effects; D015394:Molecular Structure; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D013256:Steroids; D004875:Ergosterol