Data_Sheet_1_Biological Activity Evaluation of Some New Benzenesulphonamide Derivatives.PDF

Bacterial resistance to antibiotics has become one of the most challenging problems of infectious disease treatment. Ten new derivatives of benzenesulphonamide bearing carboxamide functionality were synthesized and investigated for their in vivo anti-inflammatory, in vitro anti-microbial and anti-oxidant activities. The base promoted reactions of the appropriate amino acids with substituted benzenesulphonyl chlorides gave the benzene sulphonamides (3a-j) in excellent yields. Palladium mediated amidation of the benzenesulphonamides (3a-j) and butylamine gave the new carboxamides (4a-j) in excellent yield. Compounds 4a and 4c inhibited carrageenan induced rat-paw edema at 94.69, 89.66, and 87.83% each at 1, 2, and 3 h, respectively. In the antimicrobial activity, compound 4d (MIC 6.72 mg/mL) was most potent against E. coli, compound 4h (MIC 6.63 mg/mL) was the most active against S. aureus, compound 4a (MIC 6.67 and 6.45 mg/mL) was most active against P. aeruginosa and S. typhi, respectively, compound 4f (MIC 6.63 mg/mL) was the most active against B. subtilis, compounds 4e and 4h (MIC 6.63 mg/mL) each were the most active against C. albicans, while compound 4e (MIC 6.28 mg/mL) was most active against A. niger. Only compound 4e (IC50 0.3287 mg/mL) had comparable activity with Vitamin C (IC50 0.2090 mg/mL).

细菌对抗生素的耐药性已成为传染病治疗领域最具挑战性的难题之一。本研究合成了10种带有羧酰胺官能团的苯磺酰胺类新型衍生物，并对其体内抗炎活性、体外抗菌与抗氧化活性进行了系统评价。通过碱促进的相应氨基酸与取代苯磺酰氯的反应，以优异收率得到苯磺酰胺类化合物（3a-j）。经钯介导的苯磺酰胺（3a-j）与丁胺的酰胺化反应，以优异收率获得新型羧酰胺类化合物（4a-j）。活性测试结果显示，化合物4a与4c在给药后1、2、3小时，对角叉菜胶诱导的大鼠足肿胀的抑制率分别达94.69%、89.66%与87.83%。抗菌活性方面，化合物4d（最低抑菌浓度（MIC）6.72 mg/mL）对大肠埃希菌（E. coli）的抑制活性最强；化合物4h（MIC 6.63 mg/mL）对金黄色葡萄球菌（S. aureus）活性最优；化合物4a（MIC分别为6.67 mg/mL与6.45 mg/mL）分别对铜绿假单胞菌（P. aeruginosa）与伤寒沙门菌（S. typhi）活性最佳；化合物4f（MIC 6.63 mg/mL）对枯草芽孢杆菌（B. subtilis）活性最强；化合物4e与4h（MIC 6.63 mg/mL）对白色念珠菌（C. albicans）均表现出最优抑制活性；而化合物4e（MIC 6.28 mg/mL）对黑曲霉（A. niger）的抑制活性最为突出。抗氧化活性测试中，仅化合物4e的半数抑制浓度（IC50）为0.3287 mg/mL，其抗氧化活性可与维生素C（Vitamin C，IC50 0.2090 mg/mL）相媲美。