Naslov
Computational Studies on Selected Macrolides Active against Escherichia coli Combined with the NMR Study of Tylosin A in Deuterated Chloroform

Autori
Arsić, Biljana ; Barber, Jill ; Čikoš, Ana ; Kadirvel, Manikandan ; Kostic, Emilija ; McBain, Andrew J. ; Miličević, Jelena ; Oates, Angela ; Regan, Andrew

Izvornik
Molecules (1420-3049) 27 (2022), 21; 7280, 21

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
macrolides ; bacteria ; 2D ROESY NMR

Sažetak
Although many antibiotics are active against Gram- positive bacteria, fewer also show activity against Gram-negative bacteria. Here, we present a combination of in silico (electron ion interaction potential, molecular docking, ADMET), NMR, and microbiological investigations of selected macrolides (14-membered, 15-membered, and 16- membered), aiming to discover the pattern of design for macrolides active against Gram-negative bacteria. Although the conformational studies of 14-membered and 15-membered macrolides are abundant in the literature, 16-membered macrolides, and their most prominent representative tylosin A, have received relatively little research attention. We therefore report the complete 1H and 13C NMR assignment of tylosin A in deuterated chloroform, as well as its 3D solution structure determined through molecular modelling (conformational search) and 2D ROESY NMR. Additionally, due to the degradation of tylosin A in deuteratedchloroform, other species were also detected in 1D and 2D NMR spectra. We additionally studied theanti-bacterial activity of tylosin A and B against selected Gram-positive and Gram- negative bacteria.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Interdisciplinarne prirodne znanosti, Farmacija

POVEZANOST RADA