title: Study on Synthesis, Characterization and Antiproliferative Activity of Novel Diisopropylphenyl Esters of Selected Fatty Acids.
abstract: The present study describes the synthesis, characterization and evaluation of antiproliferative activity of novel diisopropylphenyl esters of alpha-linolenic acid (ALA), valproic acid (VA), butyric acid (BA) and 2-ethylhexanoic acid (2-EHA). These esters were chemically synthesized by the esterification of fatty acids with 2,6-diisopropylphenol and 2,4-diisopropylphenol (propofol). The structure of new conjugates viz. propofol-(alpha-linolenic acid) (2,6P-ALA and 2,4P-ALA), propofol-valproic acid (2,6P-VA and 2,4P-VA), propofol-butyric acid (2,6P-BA and 2,4P-BA) and propofol-(2-ethylhexanoic acid) (2,6P2-EHA and 2,4P-2-EHA) were characterized by FT-IR, NMR ((1)H, (13)C) and mass spectral data. The synthesized conjugates having more lipophilic character were tested for antiproliferative in vitro studies on A549, MDA-MB-231, HeLa, Mia-Pa-Ca and HePG2 cancer cell lines. All the conjugates showed specific growth inhibition on studied cancer cell lines. Among the synthesized esters, the conjugates synthesized from BA, VA and 2-EHA exhibited prominent growth inhibition against A549, HeLa, Mia-Pa-Ca and HePG2 cancer cell lines. The preliminary results suggest that the entire novel conjugates possess antiproliferative properties that reduce the proliferation of cancer cells in vitro.
authors.affiliation: Centre for Lipid Research, CSIR-Indian Institute of Chemical Technology (CSIR-IICT).
authors.forename: Yasa Sathyam
authors.initials: YS
authors.lastname: Reddy
authors.forename: Shiva Shanker
authors.initials: SS
authors.lastname: Kaki
authors.forename: Bala Bhaskara
authors.initials: BB
authors.lastname: Rao
authors.forename: Nishant
authors.initials: N
authors.lastname: Jain
authors.forename: Penumarthy
authors.initials: P
authors.lastname: Vijayalakshmi
mesh_terms: D000970:Antineoplastic Agents; D020148:Butyric Acid / Q000737:chemistry*; D002208:Caproates / Q000737:chemistry*; D049109:Cell Proliferation / Q000187:drug effects*; D004951:Esterification; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D015742:Propofol / Q000737:chemistry; D014635:Valproic Acid / Q000737:chemistry*; D017962:alpha-Linolenic Acid / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D002208:Caproates; D004952:Esters; C040668:2-ethylhexanoic acid; D017962:alpha-Linolenic Acid; D020148:Butyric Acid; D014635:Valproic Acid; D015742:Propofol