Why gamma-and deltaAre less Active than beta-Lactams ? An ab Initio Study

• Autorzy: Dobrowolski J. , Sadlej J. , Mazurek A. P.
• Języki publikacji: EN

Abstrakty

EN

Ab initio calculations (HF/6-31G** and MP2/6-31G**) were performed to investigate the intramolecular hydrogen bonding in the model beta-,gamma-, and delta-lectam molecules and . It was found that the intramolecular (C=O)O-H...O=C hydrogen bond stabilizes much more the gamma_- and delta_-lactam fused ring systems than the _-lactam penicillin and cephalosporin-like systems. This observation suggests that gamma_- and delta_-lactams block themselves by the intramolecular hydrogen bond and therefore are less active toward receptor active site than beta_-lactams. It is also likely that this factor can discriminate the beta_-lactamase inhibitors.

Słowa kluczowe

EN

ab initio; beta-lectam; gamma-lactam; delta-lactam intramolecular hydrogen bond

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2001
• Tom: Vol. 75, nr 9
• Strony: 1277--1286
• Opis fizyczny: Bibliogr. 24 poz., rys.

Twórcy

autor

Dobrowolski J.

• Drug Institute, 00-725 Warszawa, 30/34 Chełmska Street, Poland
• Industrial Chemistry Research Institute, 01-793 Warszawa, 8 Rydygiera Street, Poland

autor

Sadlej J.

• Drug Institute, 00-725 Warszawa, 30/34 Chełmska Street, Poland
• Department of Chemistry, Warsaw University, 02-093 Warszawa, 1 Pasteura Street, Poland

autor

Mazurek A. P.

• Drug Institute, 00-725 Warszawa, 30/34 Chełmska Street, Poland

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