A New Series of Antibacterial Nitrosopyrimidines: Synthesis and Structure-Activity Relationship

Olivella Monica; Marchal Antonio; Nogueras Manuel; Melguizo Manuel; Lima Beatriz; Tapia Alejandro; Feresin Gabriela E.; Parravicini Oscar; Giannini Fernando; Andujar Sebastian A.; Cobo Justo; Enriz Ricardo D.

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A New Series of Antibacterial Nitrosopyrimidines: Synthesis and Structure-Activity Relationship

机译：抗菌亚硝基嘧啶的新系列：合成与结构活性关系。

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New nitrosopyrimidines were synthesized and evaluated as potential antibacterial agents. Different compounds structurally related with 4,6-bis(alkyl or arylamino)-5-nitrosopyrimidines were evaluated. Some of these nitrosopyrimidines displayed significant antibacterial activity against human pathogenic bacteria. Among them compounds 1c, 2a-c, and 9a-c exhibited remarkable activity against methicillin-sensitive and -resistant Staphylococcus aureus, Escherichia coli, Yersinia enterocolitica, and Salmonella enteritidis. A detailed structure-activity relationship study, supported by theoretical calculations, aided us to identify and understand the minimal structural requirements for the antibacterial action of the nitrosopyrimidines reported here. Thus, our results have led us to identify a topographical template that provides a guide for the design of new nitrosopyrimidines with antibacterial effects.

机译：合成了新的亚硝基嘧啶，并将其评估为潜在的抗菌剂。评价了与4,6-双（烷基或芳基氨基）-5-亚硝基嘧啶结构上相关的不同化合物。这些亚硝基嘧啶中的一些对人病原菌显示出显着的抗菌活性。其中化合物1c，2a-c和9a-c对耐甲氧西林的金黄色葡萄球菌，大肠杆菌，小肠结肠炎耶尔森氏菌和肠炎沙门氏菌显示出显着活性。在理论计算的支持下，详细的结构-活性关系研究帮助我们确定和了解本文报道的亚硝基嘧啶的抗菌作用的最低结构要求。因此，我们的结果使我们确定了地形图模板，该模板为设计具有抗菌作用的新亚硝基嘧啶提供了指导。

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《Archiv der Pharmazie》 |2015年第1期|共13页
作者
Olivella Monica; Marchal Antonio; Nogueras Manuel; Melguizo Manuel; Lima Beatriz; Tapia Alejandro; Feresin Gabriela E.; Parravicini Oscar; Giannini Fernando; Andujar Sebastian A.; Cobo Justo; Enriz Ricardo D.;
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正文语种 ger
中图分类药学;
关键词
Antibacterial compounds; 4; 6-Bis(alkyl or arylamino)-5-nitrosopyrimidines; Conformational and electronic analysis; SAR;

机译：抗菌化合物;4;6-双（烷基或芳基氨基）-5-亚硝基嘧啶;构象和电子分析;SAR;

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1. A New Series of Antibacterial Nitrosopyrimidines: Synthesis and Structure-Activity Relationship [J] . Olivella Monica, Marchal Antonio, Nogueras Manuel, Archiv der Pharmazie . 2015,第1期

机译：抗菌亚硝基嘧啶的新系列：合成与结构活性关系。
2. Synthesis and structure-activity relationship studies of 4-arylthiosemicarbazides as topoisomerase IV inhibitors with Gram-positive antibacterial activity. Search for molecular basis of antibacterial activity of thiosemicarbazides. [J] . Siwek A, Staczek P, Stefanska J European Journal of Medicinal Chemistry: Chimie Therapeutique . 2011,第11期

机译：4-芳基硫代氨基脲作为拓扑异构酶IV抑制剂的合成和构效关系研究，具有革兰氏阳性抗菌活性。寻找硫代氨基脲的抗菌活性的分子基础。
3. Synthesis, biological evaluation and structure-activity relationships of 5-arylidene tetramic acids with antibacterial activity against methicillin-resistant Staphylococcus aureus [J] . Matiadis Dimitris, Tsironis Dimitrios, Stefanou Valentina, Bioorganic and Medicinal Chemistry Letters . 2020,第10期

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4. Structure-activity relationship study on Bac7(l-35),a synthetic fragment of the Pro-rich antibacterial peptide Bac7 [C] . Monica Benincasa, Elena Podda, Marco Scocchi International Peptide Symposium;European Peptide Symposium . 2005

机译：Bac7（L-35）的结构 - 活性关系研究，富含富含抗菌肽Bac7的合成片段
5. Part I. Isolation of natural product inhibitors and synthesis of inhibitors of signal transduction. Part II. Structure-activity relationship for a series of glycosidase inhibitors. [D] . Fraser, Rebecca Dawn. 1993

机译：第一部分：天然产物抑制剂的分离和信号转导抑制剂的合成。第二部分一系列糖苷酶抑制剂的构效关系。
6. Synthesis and Structure-Activity Relationships of Novel Amino/Nitro Substituted 3-Arylcoumarins as Antibacterial Agents [O] . Maria J. Matos, Saleta Vazquez-Rodriguez, Lourdes Santana, 2013

机译：新型氨基/硝基取代3-芳香豆素作为抗菌剂的合成及构效关系
7. Pyridonecarboxylic Acids as Antibacterial Agents Part XVII. 5-Alkoxyimidazoquinolones as Potential Antibacterial Agents. Synthesis and Structure-Activity Relationships. [O] . Masahiro FUJITA, Hiroshi EGAWA, Teruyuki MIYAMOTO, 1996

机译：吡啶羧酸作为抗菌剂部分XVII。 5-烷氧基咪唑喹酮作为潜在的抗菌剂。合成与结构活动关系。
8. Support for Establishing Structure-Activity Relationships Between a Series of Phthalate Esters and Toxicity to Aquatic Organisms [R] . McCarthy, J. F., Caton, J. E., Whitmore, D. K., 1985

机译：支持建立一系列邻苯二甲酸酯与水生生物毒性之间的构效关系

A New Series of Antibacterial Nitrosopyrimidines: Synthesis and Structure-Activity Relationship

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