Synthesis, anti-microbial activity, cytotoxicity of some novel substituted (5-(3-(1H-benzo[d]imidazol-2-yl)-4-hydroxybenzyl)benzofuran-2-yl)(phenyl)methanone analogs.

Q1 Chemistry
Bhookya Shankar, Pochampally Jalapathi, Balabadra Saikrishna, Shaym Perugu, Vijjulatha Manga
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引用次数: 74

Abstract

Background: There is a dire need for the discovery and development of new antimicrobial agents after several experiments for a better resistance of microorganisms towards antimicrobial agents become a serious health problem for a few years in the past. As benzimidazole possess various types of biological activities, it has been synthesized, in the present study, a new series of (5-(3-(1H-benzo[d]imidazol-2-yl)-4-hydroxybenzyl)benzofuran-2-yl)(phenyl)methanone analogs by using the condensation and screened for its in vitro antimicrobial activity and cytotoxicity.

Results: The synthesized (5-(3-(1H-benzo[d]imidazol-2-yl)-4-hydroxybenzyl) benzofuran-2-yl)(phenyl)methanone analogs were confirmed by IR, 1H and 13C-NMR, MS spectra and HRMS spectral data. The synthesized compounds were evaluated for their in vitro antimicrobial potential against Gram-positive (Bacillus subtilis, Bacillus megaterium, Staph aureus and Streptococcus pyogenes), Gram-negative (Escherichia coli, Proteus vulgaris, Proteus mirabilis and Enterobacter aerogenes) bacterial and fungal (Aspergillus niger, Candida albicans, Fusarium oxysporum, Fusarium solani) strains by disc diffusion method and the minimum inhibitory concentration (MIC) in which it has been recorded in microgram per milliliter in comparison to the reference drugs, ciprofloxacin (antibacterial) and nystatin (antifungal). Further, the cytotoxicity (IC50 value) has also been assessed on human cervical (HeLa), Supt1 cancer cell lines by using MTT assay.

Conclusions: The following screened compounds (4d), (4f), (4g), (4k), (4l), (4o) and (4u) were found to be the best active against all the tested bacterial and fungal strains among all the demonstrated compounds of biological study. The MIC determination was also carried out against bacteria and fungi, the compounds (4f) and (4u) are found to be exhibited excellent potent against bacteria and fungi respectively. The compounds (4f) and (4u) were shown non-toxic in nature after screened for cytotoxicity against the cancer cell lines of human cervical (HeLa) and Supt1. Additionally, structure and antibacterial activity relationship were also further supported by in silico molecular docking studies of the active compounds against DNA topoisomerase.

新型取代(5-(3-(1h -苯并[d]咪唑-2-基)-4-羟基苯基)苯并呋喃-2-基)(苯基)甲烷类似物的合成、抑菌活性及细胞毒性
背景:经过多次实验,迫切需要发现和开发新的抗菌药物,微生物对抗菌药物的更好耐药性已成为过去几年严重的健康问题。由于苯并咪唑具有多种生物活性,本研究利用缩合法合成了一系列新的(5-(3-(1h -苯并[d]咪唑-2-基)-4-羟基苄基)苯并呋喃-2-基)(苯基)甲烷酮类似物,并对其体外抗菌活性和细胞毒性进行了筛选。结果:合成的(5-(3-(1H-苯并[d]咪唑-2-基)-4-羟基苯基)苯并呋喃-2-基)(苯基)甲烷类似物经IR、1H、13C-NMR、MS和HRMS谱数据证实。合成的化合物对革兰氏阳性(枯草芽孢杆菌、巨芽孢杆菌、金黄色葡萄球菌和化脓性链球菌)、革兰氏阴性(大肠杆菌、寻常变形杆菌、奇异变形杆菌和产气肠杆菌)细菌和真菌(黑曲霉、白色念珠菌、尖孢镰刀菌、用圆盘扩散法测定了茄枯菌菌株的最低抑菌浓度(MIC),并与对照药物环丙沙星(抗菌)和制霉菌素(抗真菌)进行了比较,以微克/毫升为单位。此外,还采用MTT法对人宫颈癌(HeLa)、Supt1细胞系进行了细胞毒性(IC50值)评估。结论:筛选到的化合物(4d)、(4f)、(4g)、(4k)、(4l)、(40)和(4u)在所有已证实的生物学研究化合物中对所有测试的细菌和真菌菌株的活性最好。对细菌和真菌进行了MIC测定,发现化合物(4f)和(4u)分别对细菌和真菌有很好的抑制作用。化合物(4f)和(4u)对人宫颈癌细胞系(HeLa)和Supt1的细胞毒性筛选表明,化合物(4f)和(4u)是无毒的。此外,抗DNA拓扑异构酶活性化合物的硅分子对接研究也进一步支持了结构和抗菌活性的关系。
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来源期刊
Chemistry Central Journal
Chemistry Central Journal 化学-化学综合
CiteScore
4.40
自引率
0.00%
发文量
0
审稿时长
3.5 months
期刊介绍: BMC Chemistry is an open access, peer reviewed journal that considers all articles in the broad field of chemistry, including research on fundamental concepts, new developments and the application of chemical sciences to broad range of research fields, industry, and other disciplines. It provides an inclusive platform for the dissemination and discussion of chemistry to aid the advancement of all areas of research. Sections: -Analytical Chemistry -Organic Chemistry -Environmental and Energy Chemistry -Agricultural and Food Chemistry -Inorganic Chemistry -Medicinal Chemistry -Physical Chemistry -Materials and Macromolecular Chemistry -Green and Sustainable Chemistry
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