title: Design, synthesis, in vitro cytotoxicity evaluation and structure-activity relationship of goniothalamin analogs.
abstract: A series of six/five member (E/Z)-Goniothalamin analogs were synthesized from commercially available (3,4-dihydro-2H-pyran-2-yl)methanol/5-(hydroxymethyl)dihydrofuran-2(3H)-one in three steps with good to moderate overall yields and their cytotoxicity against lymphoblastic leukemic T cell line (Jurkat E6.1) have been evaluated. Among the synthesized analogs, (Z)-Goniothalamin appeared to be the most active in cytotoxicity (IC50 = 12 μM). Structure-activity relationship study indicates that introducing substituent in phenyl ring or replacing phenyl ring by pyridine/naphthalene, or decreasing the ring size of lactones (from six to five member) do not increase the cytotoxicity.
authors.affiliation: Faculty of Pharmacy, Universiti Teknologi MARA (UiTM), 42300, Puncak Alam, Selangor, Malaysia.
authors.forename: Mazlin
authors.initials: M
authors.lastname: Mohideen
authors.forename: Suraya
authors.initials: S
authors.lastname: Zulkepli
authors.forename: Nik-Salmah
authors.initials: NS
authors.lastname: Nik-Salleh
authors.forename: Mohd
authors.initials: M
authors.lastname: Zulkefeli
authors.forename: Jean-Frédéric Faizal
authors.initials: JF
authors.lastname: Weber
authors.forename: Jean-Frédéric Faizal Abdullah
authors.initials: JF
authors.lastname: Weber
authors.forename: A F M Motiur
authors.initials: AF
authors.lastname: Rahman
mesh_terms: D003603:Cytotoxins / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D004353:Drug Evaluation, Preclinical / Q000379:methods; D006801:Humans; D019169:Jurkat Cells; D011753:Pyrones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D003603:Cytotoxins; D011753:Pyrones; C103280:goniothalamin