Synthesis and anticancer activity evaluation of some hemin and hematoporphyrin derivatives

Abstract

Sulphamerazine, sulphadiazine, and sulphaguanidine are coupled with hemin to give bis coupled products <b>1a</b>, <b>1b</b> and <b>1c</b> respectively. 3, 4-Diphenyliminothiazoline, sulphamerazine, sulphaacetamide, sulphathiazole and sulphadiazine on coupling with hematoporphyrin give bis coupled products <b>2a</b>, <b>2b</b>, <b>2c</b>, <b>2d</b> and <b>2e</b> respectively. Compounds <b>1a-c</b> and <b>2a-e</b> have

been screened for anticancer activity against a small panel of six cancer cell lines consisting of prostate(DU 145), colon (HT29), melanoma (LOX), breast(MCF7 and MCF7/ADR) and CNS(U251) tumors. Best GI₅₀ (concentration which inhibits the cell growth by 50%) values are shown by <b>2c</b>, 2.2μ<i>M</i>(prostate tumor, cell line DU145); <b>2c</b> 13.0μ<i>M</i>(colon tumor, cell

line HT29); <b>2b</b>, 3.4μ<i>M</i>(melanoma tumor, cell line LOX); <b>2c</b>, 9.7μ<i>M</i>(breast tumor, cell line MCF7); <b>2a</b>, 3.1μ<i>M</i>(breast, tumor, cell line MCF7/ADR) and <b>1c</b>, 3.4μ<i>M</i>(CNS tumor, cell line U251) respectively. Out of all the compounds reported here GI₅₀ value shown by <b>2a</b> i.e.3.1μ<i>M</i> against breast, tumor (MCF7/ADR) is quite close to the GI₅₀ value i.e. 1.8μ<i>M</i>, of standard drug doxorubicin.