title: [Synthesis and biological activity of probable 24-norbrassinolide biosynthetic precursors].
abstract: A number of 24-norbrassinolide biosynthetic precursors containing low polar functional groups (3beta3-OH, 3-keto-, delta2- or 2alpha,3alpha-epoxy-) in A-cycle and (22R,23R)-diol in the side chain has been prepared. Studies of these compounds as proliferation regulators in MCF-7 human breast cancer and LnCaP human prostate adenocarcinoma cells showed that most nonpolar (22R,23R)-derivatives effectively suppressed proliferation. Dependence of proliferation on concentration of studied compounds was found in human prostate carcinoma LnCaP cells (IC50 = 13-28 microM at 72 h of incubation in a medium containing 10% FBS; suppression of DNA biosynthesis). A number of compounds induced apoptosis (23-33%); arrested cell cycle in S- and G2/M-phases; and caused partial cells detachment during prolonged incubations.
authors.forename: V A
authors.initials: VA
authors.lastname: Khripach
authors.forename: V N
authors.initials: VN
authors.lastname: Zhabinskiĭ
authors.forename: Iu V
authors.initials: IuV
authors.lastname: Ermolovich
authors.forename: O V
authors.initials: OV
authors.lastname: Guliakevich
authors.forename: A R
authors.initials: AR
authors.lastname: Mekhtiev
authors.forename: P A
authors.initials: PA
authors.lastname: Karalkin
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D060406:Brassinosteroids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects*; D005260:Female; D006801:Humans; D061986:MCF-7 Cells; D008297:Male; D013260:Steroids, Heterocyclic / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D060406:Brassinosteroids; D013260:Steroids, Heterocyclic; C023623:brassinolide