title: A rapid synthesis of lavendustin-mimetic small molecules by click fragment assembly.
abstract: Lavendustin-mimetic small molecules modifying the linker -CH(2)-NH- with an 1,2,3-triazole ring have been synthesized via a click chemistry. Two pharmacophoric fragments of lavendustin were varied to investigate chemical space and the auxophoric -CH(2)-NH- was altered to an 1,2,3-triazole for rapid click conjugation. The small molecules were evaluated against HCT116 colon cancer and CCRF-CEM leukemia cell lines. Among 28 analogues, 3-phenylpropyl ester 26b inhibited CCRF-CEM leukemia cell growth with GI(50) value of 0.9microM.
authors.affiliation: Center for Cell Signaling & Drug Discovery Research, Ewha Womans University, Seodaemun-Gu, Seoul, Republic of Korea.
authors.forename: Jieun
authors.initials: J
authors.lastname: Yoon
authors.forename: Jae-Sang
authors.initials: JS
authors.lastname: Ryu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D008970:Molecular Weight; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry
chemical_list: D000970:Antineoplastic Agents; D010636:Phenols; D014230:Triazoles; C080022:lavendustin C6; C062898:lavendustin A