title: Synthesis of novel estrone analogs by incorporation of thiophenols via conjugate addition to an enone side chain.
abstract: Functionalized estrogen analogs have received interest due to their unique and differing biological activity compared to their parent compounds. The synthesis of a new class of 3-methoxyestrone analogs functionalized at the C17 position possessing both alkyl and aryl substituted α,β-unsaturated ketones is described, along with their thiophenol conjugate addition products.
authors.affiliation: Department of Chemistry & Biochemistry, South Dakota State University, Brookings, SD, USA.
authors.forename: Lucas C
authors.initials: LC
authors.lastname: Kopel
authors.forename: Mahmoud S
authors.initials: MS
authors.lastname: Ahmed
authors.forename: Fathi T
authors.initials: FT
authors.lastname: Halaweish
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D004970:Estrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010636:Phenols / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000475:Alkenes; D007659:Ketones; D010636:Phenols; D013438:Sulfhydryl Compounds; D004970:Estrone; C042983:thiophenol
keywords: Aldol; Enone; Estrone; Sulfa-Michael addition; Thiol