Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A., Cali 25360, Colombia.
Centre for Bioinformatics and Photonics-CIBioFI, Universidad del Valle, A.A., Cali 25360, Colombia.
Int J Mol Sci. 2022 Oct 20;23(20):12589. doi: 10.3390/ijms232012589.
A new series of sulfonamides, , and , were synthesized by -sulfonation reaction with sulfonyl chlorides . Five new series of chalcone-sulfonamide hybrids were prepared via Claisen-Schmidt condensation of the newly obtained sulfonamides with aromatic aldehydes in basic medium. Chalcones substituted with chlorine at position 4 of each series were used as precursors for the generation of their five-membered heterocyclic pyrazoline (, () and carbothioamide derivatives. The synthesized compounds were evaluated for their anticancer and antituberculosis activities. To determine their anticancer activity, compounds were screened against sixty human cancer cell lines at a single dose (10 μM). Compounds were highly active against LOX IMVI (melanoma), with IC values of 0.34, 0.73 and 0.54 μM, respectively. Chalcone showed remarkable results against the entire panel of leukemia cell lines with IC values between 0.99-2.52 μM. Moreover, compounds and displayed growth inhibition of H37Rv at concentrations below 10 μM. Although they showed low selectivity in cytotoxicity tests against the Vero cell line, further optimization could advance the potential biological activity of the selected compounds.
一系列新型磺酰胺 、 、 通过 -磺化反应与磺酰氯合成。通过新获得的磺酰胺与芳香醛在碱性介质中的 Claisen-Schmidt 缩合，制备了五个新系列的查尔酮-磺酰胺杂合体 。每个系列中 4 位取代氯的查尔酮被用作生成五元杂环吡唑啉（ 、 ）和碳硫酰胺衍生物的前体。合成的化合物进行了抗癌和抗结核活性评估。为了确定其抗癌活性，在单一剂量（10 μM）下对 60 个人类癌细胞系进行了化合物筛选。化合物 对 LOX IMVI（黑色素瘤）表现出高度的活性，IC 值分别为 0.34、0.73 和 0.54 μM。查尔酮 对整个白血病细胞系表现出显著的结果，IC 值在 0.99-2.52 μM 之间。此外，化合物 和 对 H37Rv 的生长抑制浓度低于 10 μM。尽管它们在针对 Vero 细胞系的细胞毒性试验中显示出低选择性，但进一步的优化可以提高所选化合物的潜在生物学活性。
