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New N-(2-phenyl-4-oxo-1,3-thiazolidin-3-yl)-1,2-benzothiazole-3-carboxamides and acetamides as antimicrobial agents
RSC Medicinal Chemistry ( IF 4.1 ) Pub Date : 2017-11-03 00:00:00 , DOI: 10.1039/c7md00334j
Matteo Incerti 1, 2, 3 , Paola Vicini 1, 2, 3 , Athina Geronikaki 4, 5, 6, 7 , Phaedra Eleftheriou 7, 8, 9, 10 , Athanasios Tsagkadouras 7, 8, 9, 10 , Panagiotis Zoumpoulakis 7, 11, 12, 13, 14 , Charalmpos Fotakis 7, 11, 12, 13, 14 , Ana Ćirić 15, 16, 17, 18, 19 , Jasmina Glamočlija 15, 16, 17, 18, 19 , Marina Soković 15, 16, 17, 18, 19
Affiliation  

A series of 21 novel N-[2-phenyl-4-oxo-1,3-thiazolidin-3-yl]-1,2-benzothiazole-3-carboxamides/acetamides (4a–4p) as well as a series of N′-(halophenylmethylidene)-1,2-benzothiazole-3-acetohydrazides (3h–3p) have been synthesized and evaluated for their antimicrobial activity against eight bacterial and eight fungal species, among them plant, animal and human pathogens and food contaminating species. All compounds appeared to be potent and the best activity was exhibited by compound 4d with MIC in the range of 10.7–21.4 μmol mL−1 × 10−2 and MBC of 21.4–40.2 μmol mL−1 × 10−2. The best antifungal activity was observed for compounds 4p and 3h. Elucidation of the relationship between the antimicrobial activity and molecular properties of the synthesized compounds was also performed. Synthetic intermediates were also tested with several exhibiting good antimicrobial activities. Docking studies for some compounds were performed.

中文翻译:

新的N-(2-苯基-4-氧代-1,3-噻唑烷-3-基)-1,2-苯并噻唑-3-羧酰胺和乙酰胺作为抗微生物剂

一系列21种新颖的N- [2-苯基-4-氧代-1,3-噻唑烷-3-基] -1,2-苯并噻唑-3-羧酰胺/乙酰胺(4a–4p)以及一系列N合成了'-(卤代苯基亚甲基)-1,2-苯并噻唑-3-乙酰肼(3h-3p),并评估了它们对8种细菌和8种真菌的抗菌活性,其中包括植物,动物和人类病原体以及食物污染物种。所有化合物似乎都有效,具有MIC的化合物4d表现出最佳活性,其范围为10.7–21.4μmolmL -1 ×10 -2和MBC为21.4–40.2μmolmL -1 ×10 -2。对化合物4p3h观察到最佳的抗真菌活性。还阐明了合成化合物的抗菌活性和分子性质之间的关系。还测试了合成中间体,其中几种具有良好的抗菌活性。对一些化合物进行了对接研究。
更新日期:2017-11-16
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