Investigations on cytotoxicity and anti-inflammatory potency of licofelone derivatives was written by Liu, Wukun;Zhou, Jinpei;Bensdorf, Kerstin;Zhang, Huibin;Liu, Haoran;Wang, Yubin;Qian, Hai;Zhang, Yanchun;Wellner, Anja;Rubner, Gerhard;Huang, Wenlong;Guo, Cancheng;Gust, Ronald. And the article was included in European Journal of Medicinal Chemistry in 2011.Synthetic Route of C7H4ClNO4 This article mentions the following:
A series of C(5)-substituted licofelone ([2,2-dimethyl-6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizin-5-yl]acetic acid) derivatives were developed by a parallel synthesis approach and investigated for cytotoxicity against MCF-7 and MDA-MB-231 cells as well as for anti-inflammatory potency in vitro and in vivo. Dependent on the substituent, the compounds showed high selectivity for MCF-7 cells. Especially benzoyloxyacetyl derivatives were inactive at the MDA-MB-231 cell line and as active as 5-FU at MCF-7 cells. The acetyl, formyloxyacetyl,, acetoxyacetyl, and propionyloxyacetyl derivatives showed growth inhibition at both cell lines, comparable with cisplatin. Modifications significantly reduced the inhibitory potency at COX-1 and COX-2 in vitro and in the xylene-induced ear swelling assay in mice. Only the acetyl derivative was equipotent to licofelone, ibuprofen and celecoxib in vivo. In the experiment, the researchers used many compounds, for example, 3-Chloro-5-nitrobenzoic acid (cas: 34662-36-7Synthetic Route of C7H4ClNO4).
3-Chloro-5-nitrobenzoic acid (cas: 34662-36-7) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Synthetic Route of C7H4ClNO4
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics