Novel Penicillin-Type Analogues Bearing a Variable Substituted 2-Azetidinone Ring at Position 6: Synthesis and Biological Evaluation.

作者: Margherita De Rosa , Giovanni Vigliotta , Giuseppe Palma , Carmela Saturnino , Annunziata Soriente

DOI: 10.3390/MOLECULES201219828

关键词:

摘要: The synthesis and the biological activity of novel semi-synthetic β-lactam compounds containing an azetidinone moiety joined to amino-nitrogen (+)-6-aminopenicillanic acid (6-APA) as new antibacterial agents is reported. synthesized were screened for their in vitro antimicrobial against a panel Gram positive negative pathogens environmental bacteria. Tested displayed good all tested bacteria Staphylococcus aureus epidermidis resulted higher than that reference antibiotic. Additionally, cytotoxic screening was also carried out indicating do not cause cell vitality reduction effective at concentration next above those shown be antimicrobial.

参考文章(32)
Luigino Troisi, Catia Granito, Emanuela Pindinelli, Novel and Recent Synthesis and Applications of β-Lactams hs1. ,vol. 22, pp. 101- 209 ,(2010) , 10.1007/7081_2009_12
Sarah M. Drawz, Robert A. Bonomo, Three Decades of β-Lactamase Inhibitors Clinical Microbiology Reviews. ,vol. 23, pp. 160- 201 ,(2010) , 10.1128/CMR.00037-09
Mark S Wilke, Andrew L Lovering, Natalie CJ Strynadka, β-Lactam antibiotic resistance: a current structural perspective Current Opinion in Microbiology. ,vol. 8, pp. 525- 533 ,(2005) , 10.1016/J.MIB.2005.08.016
Margherita De Rosa, Anna Zanfardino, Eugenio Notomista, Thomas A. Wichelhaus, Carmela Saturnino, Mario Varcamonti, Annunziata Soriente, Novel promising linezolid analogues: Rational design, synthesis and biological evaluation European Journal of Medicinal Chemistry. ,vol. 69, pp. 779- 785 ,(2013) , 10.1016/J.EJMECH.2013.09.035
Jih Ru Hwu, Wen Nan Tseng, Himatkumar V. Patel, Fong Fuh Wong, Den-Nan Horng, Ben Ruey Liaw, Lung Ching Lin, Mono-deoxygenation of Nitroalkanes, Nitrones, and Heterocyclic N-Oxides by Hexamethyldisilane through 1,2-Elimination: Concept of “Counterattack Reagent” Journal of Organic Chemistry. ,vol. 64, pp. 2211- 2218 ,(1999) , 10.1021/JO981054I
Yikai Wang, Yong Liang, Lei Jiao, Da-Ming Du, Jiaxi Xu, Do reaction conditions affect the stereoselectivity in the Staudinger reaction Journal of Organic Chemistry. ,vol. 71, pp. 6983- 6990 ,(2006) , 10.1021/JO0611521
James C. Powers, Juliana L. Asgian, Özlem Doǧan Ekici, Karen Ellis James, Irreversible inhibitors of serine, cysteine, and threonine proteases. Chemical Reviews. ,vol. 102, pp. 4639- 4750 ,(2002) , 10.1021/CR010182V
Maaroof Zarei, Masoud Mohamadzadeh, 3-Thiolated 2-azetidinones: synthesis and in vitro antibacterial and antifungal activities Tetrahedron. ,vol. 67, pp. 5832- 5840 ,(2011) , 10.1016/J.TET.2011.05.043
Jed F. Fisher, Samy O. Meroueh, Shahriar Mobashery, Bacterial Resistance to β-Lactam Antibiotics: Compelling Opportunism, Compelling Opportunity† Chemical Reviews. ,vol. 105, pp. 395- 424 ,(2005) , 10.1021/CR030102I
Burchacka Ewa, Walczak Maciej, Sieńczyk Marcin, Dubin Grzegorz, Zdżalik Michał, Potempa Jan, Oleksyszyn Józef, The development of first Staphylococcus aureus SplB protease inhibitors: phosphonic analogues of glutamine Bioorganic & Medicinal Chemistry Letters. ,vol. 22, pp. 5574- 5578 ,(2012) , 10.1016/J.BMCL.2012.07.011