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富电子烯烃衍生的环状脲的合成与抗菌活性

Synthesis and antimicrobial activity of electron rich olefin derived cyclic ureas.

作者信息

Cetinkaya B, Cetinkaya E, Küçükbay H, Durmaz R

机构信息

Department of Chemistry, Faculty of Science and Literature, Inönü, University, Malatya, (Turkey).

出版信息

Arzneimittelforschung. 1996 Dec;46(12):1154-8.

PMID:9006791
Abstract

Seventeen cyclic ureas containing imidazolidine and benzimidazoline nuclei were synthesised by the reaction of electron-rich olefins with appropriate group 16 elements. (O, S, Se, Te). The compounds synthesised were identified by 1H, 13C-NMR, FT-IR and mass spectroscopic techniques and micro analysis. All compounds studied in this work were screened for their in vitro antimicrobial activity against standard strains: Enterococcus faecalis (ATCC 29212), Staphylococcus aureus (ATCC 29213), Escherichia coli (ATCC 25922) and Pseudomonas aeruginosa (ATCC 27853). Eight of the compounds were found effective to inhibit the growth of Gram-positive bacteria (Enterococcus faecalis and Staphylococcus aureus) at MIC values between 25-400 micrograms/ml. None of the compounds exhibit antimicrobial activity against gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa) at the concentrations studied (6.25-800 micrograms/ml).

摘要

通过富电子烯烃与合适的第16族元素(氧、硫、硒、碲)反应,合成了17种含有咪唑烷和苯并咪唑啉核的环状脲。通过1H、13C - NMR、傅里叶变换红外光谱(FT - IR)和质谱技术以及微量分析对合成的化合物进行了鉴定。对本研究中所有化合物针对标准菌株粪肠球菌(ATCC 29212)、金黄色葡萄球菌(ATCC 29213)、大肠杆菌(ATCC 25922)和铜绿假单胞菌(ATCC 27853)进行了体外抗菌活性筛选。发现其中8种化合物在25 - 400微克/毫升的最低抑菌浓度(MIC)值下能有效抑制革兰氏阳性菌(粪肠球菌和金黄色葡萄球菌)的生长。在所研究的浓度(6.25 - 800微克/毫升)下,没有一种化合物对革兰氏阴性菌(大肠杆菌和铜绿假单胞菌)表现出抗菌活性。

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