title: Synthesis and antimitotic activity of novel 2-methoxyestradiol analogs--Part II.
abstract: The syntheses and antimitotic activity of several novel 18a-homo-analogs of 2-methoxyestradiol are described. Structural modifications of the parent 2-methoxy-18a-homoestradiol include introduction of unsaturation in the D-ring and methylation of the 17-OH. Of seven analogs synthesized, one has demonstrated superior biological activities compared to 2-methoxyestradiol. The relationship between biological activity and the conformational preference of the 13-ethyl group as determined by computational analysis is discussed.
authors.affiliation: Department of Organic Chemistry, Southwest Foundation for Biomedical Research, P.O. Box 760549, San Antonio, TX 78245-0549, USA. pnrao@sfbr.org
authors.forename: Pemmaraju N
authors.initials: PN
authors.lastname: Rao
authors.forename: James W
authors.initials: JW
authors.lastname: Cessac
authors.forename: James W
authors.initials: JW
authors.lastname: Boyd
authors.forename: Arthur D
authors.initials: AD
authors.lastname: Hanson
authors.forename: Jamshed
authors.initials: J
authors.lastname: Shah
mesh_terms: D000077584:2-Methoxyestradiol; D050256:Antimitotic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002478:Cells, Cultured; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D050257:Tubulin Modulators
chemical_list: D050256:Antimitotic Agents; D050257:Tubulin Modulators; D004958:Estradiol; D000077584:2-Methoxyestradiol