title: Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues.
abstract: Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent.
authors.affiliation: Zelinsky Institute of Organic Chemistry RAS, Moscow, Russia. il_tit@bk.ru
authors.forename: Ilia Y
authors.initials: IY
authors.lastname: Titov
authors.forename: Irina K
authors.initials: IK
authors.lastname: Sagamanova
authors.forename: Roman T
authors.initials: RT
authors.lastname: Gritsenko
authors.forename: Irina B
authors.initials: IB
authors.lastname: Karmanova
authors.forename: Olga P
authors.initials: OP
authors.lastname: Atamanenko
authors.forename: Marina N
authors.initials: MN
authors.lastname: Semenova
authors.forename: Victor V
authors.initials: VV
authors.lastname: Semenov
mesh_terms: D001554:Benzene / Q000737:chemistry*; D001577:Benzophenones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008938:Mitosis / Q000187:drug effects*; D010755:Organophosphates / Q000138:chemical synthesis*; D010944:Plants / Q000737:chemistry*
chemical_list: D001577:Benzophenones; D010755:Organophosphates; C112107:phenstatin phosphate; D001554:Benzene