Interactions of hydrolyzed β-lactams with the L1 metallo-β-lactamase: Crystallography supports stereoselective binding of cephem/carbapenem products

Autor: Philip Hinchliffe, Karina Calvopiña, Patrick Rabe, Maria F. Mojica, Christopher J. Schofield, Gary I. Dmitrienko, Robert A. Bonomo, Alejandro J. Vila, James Spencer

Publikováno v: Journal of Biological Chemistry. 299:104606

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::da67de32d1a3635e4fc65f08945f8c9d
https://doi.org/10.1016/j.jbc.2023.104606

Structural and Kinetic Studies of the Potent Inhibition of Metallo-β-lactamases by 6-Phosphonomethylpyridine-2-carboxylates

Autor: Laura Marrone, Emily E. Whittle, Ahmed Y. Desoky, Anthony P. Krismanich, Fanxing Zeng, James Spencer, Gary I. Dmitrienko, Philip Hinchliffe, Matthew B. Avison, Stefan Siemann, Niels C. Bols, Geneviève Labbé, Carol A. Tanner, Valerie J. Goodfellow, Karina Calvopiña

Publikováno v: Hinchliffe, P, Tanner, C A, Krismanich, A P, Labbé, G, Goodfellow, V J, Marrone, L, Desoky, A Y, Calvopiña, K, Whittle, E E, Zeng, F, Avison, M B, Bols, N C, Siemann, S, Spencer, J & Dmitrienko, G I 2018, ' Structural and Kinetic Studies of the Potent Inhibition of Metallo-β-lactamases by 6-Phosphonomethylpyridine-2-carboxylates ', Biochemistry, vol. 57, no. 12, pp. 1880-1892 . https://doi.org/10.1021/acs.biochem.7b01299

There are currently no clinically available inhibitors of metallo-β-lactamases (MBLs), enzymes that hydrolyze β-lactam antibiotics and confer resistance to Gram-negative bacteria. Here we present 6-phosphonomethylpyridine-2-carboxylates (PMPCs) as

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6a1821f399444ce71d2e778de7594f21
https://pubmed.ncbi.nlm.nih.gov/29485857

Prekinamycin and an isosteric-isoelectronic analogue exhibit comparable cytotoxicity towards K562 human leukemia cells

Autor: Lei Guo, Brian B. Hasinoff, Zhufeng Zhao, Glenn L. Abbott, Gary I. Dmitrienko, Xing Wu, Vladimir B. Birman

Publikováno v: Med. Chem. Commun.. 5:1364-1370

The synthesis of N-cyanobenzo[b]carbazoloquinone 4, an isosteric-isoelectronic analogue of prekinamycin, is described. Cytotoxicity studies with K562 human leukemia cells reveal that the cyanamide analogue has a bioactivity profile similar to that of

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::3a1a26c4465529c7226f6cedc9be4b5b
https://doi.org/10.1039/c4md00197d

Cyclobutanone Mimics of Penicillins: Effects of Substitution on Conformation and Hemiketal Stability

Autor: Darryl P. Evanoff, Gerald Lange, Abdeljalil Assoud, Gary I. Dmitrienko, Nicholas J. Taylor, Timothy R. Ramadhar, Marc E. Savard, Jarrod W. Johnson

Publikováno v: The Journal of Organic Chemistry. 73:6970-6982

The tendency for carbocyclic analogues of penicillins to undergo hydrate and hemiketal formation is central to their ability to function as beta-lactamase inhibitors. 2-Thiabicyclo[3.2.0]heptan-6-one-4-carboxylates with alkoxy functionality at C3 hav

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5770cc09ae1a4c786e1fe76594b4a691
https://doi.org/10.1021/jo801274m

Total Synthesis of Isoprekinamycin: Structural Evidence for Enhanced Diazonium Ion Character and Growth Inhibitory Activity toward Cancer Cells

Autor: Gary I. Dmitrienko, Jalil Asoud, Brian B. Hasinoff, Nan Chen, Wei Liu, Muhong Shang, Xing Wu, Matthew Buck, Nicholas J. Taylor

Publikováno v: Organic Letters. 9:2915-2918

The structurally novel diazobenzo[a]fluorene antibiotic isoprekinamycin (IPK) has been synthesized for the first time employing a Suzuki coupling of a brominated AB ring synthon with a boronate ester representing the D ring, followed by anionic cycli

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::eef79dbd3773dee29f29df20f1ec5f48
https://doi.org/10.1021/ol0712374