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Arch Pharm Res. 2013 Jul;36(7):812-31. doi: 10.1007/s12272-013-0099-1. Epub 2013 Mar 31.

Design, synthesis, in vitro cytotoxicity evaluation and structure-activity relationship of goniothalamin analogs.

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  • 1Faculty of Pharmacy, Universiti Teknologi MARA (UiTM), 42300, Puncak Alam, Selangor, Malaysia.

Erratum in

  • Arch Pharm Res. 2013 Jul;36(7):918. Weber, Jean-Frédéric Faizal Abdullah [corrected to Weber, Jean-Frédéric Faizal].

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.

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