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

作者：Mohideen Mazlin; Zulkepli Suraya; Nik Salleh Nik Salmah; Zulkefeli Mohd; Weber Jean Frederic Faizal Abdullah; Rahman A F M Motiur^*

来源：Archives of Pharmacal Research, 2013, 36(7): 812-831.

DOI：10.1007/s12272-013-0099-1

• E-Goniothalamin
• Z-Goniothalamin
• Cytotoxicity
• Jurkat E6.1

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 mu M). 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.

• 出版日期2013-7