title: Apoptosis-inducing effect of epolactaene derivatives on BALL-1 cells.
abstract: Epolactaene, a neuritogenic compound in human neuroblastoma SH-SY5Y, induces apoptosis in a human leukemia B-cell line, BALL-1. The apoptosis-inducing activities of 34 epolactaene derivatives, including those of the newly synthesized alpha-alkyl-alpha,beta-epoxy-gamma-lactam derivative and cyclopropane derivatives, were also tested. The structure-activity relationships of the epolactaene derivatives as an inducer of apoptosis are described. The alpha-acyl-alpha,beta-epoxy-gamma-lactam moiety as well as the hydrophobicity derived from the long alkyl side chain are both important for activity. Compound 1e displayed the strongest activity among all the synthesized compounds with an IC50 value of 0.70 microM.
authors.affiliation: Frontier Research Center for Genome and Drug Discovery, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan.
authors.forename: Kouji
authors.initials: K
authors.lastname: Kuramochi
authors.forename: Rie
authors.initials: R
authors.lastname: Matsui
authors.forename: Yasuaki
authors.initials: Y
authors.lastname: Matsubara
authors.forename: Junko
authors.initials: J
authors.lastname: Nakai
authors.forename: Takashi
authors.initials: T
authors.lastname: Sunoki
authors.forename: Satoshi
authors.initials: S
authors.lastname: Arai
authors.forename: Seigo
authors.initials: S
authors.lastname: Nagata
authors.forename: Yukitoshi
authors.initials: Y
authors.lastname: Nagahara
authors.forename: Yoshiyuki
authors.initials: Y
authors.lastname: Mizushina
authors.forename: Masahiko
authors.initials: M
authors.lastname: Ikekita
authors.forename: Susumu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D017209:Apoptosis / Q000187:drug effects*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D006868:Hydrolysis; D015448:Leukemia, B-Cell / Q000188:drug therapy*; D015394:Molecular Structure; D011090:Polyenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D004852:Epoxy Compounds; D011090:Polyenes; C095351:epolactaene