Solvents Influence 1H NMR Chemical Shifts and Complete 1H and 13C NMR Spectral Assignments for Florfenicol

Wan-Ting Ai; Wei-Ke Su; Feng Su

doi:10.1055/s-0043-1777285

Pharmaceutical Fronts, Inhaltsverzeichnis

CC BY 4.0 · Pharmaceutical Fronts 2023; 05(04): e288-e296
DOI: 10.1055/s-0043-1777285

Original Article

Solvents Influence ¹H NMR Chemical Shifts and Complete ¹H and ¹³C NMR Spectral Assignments for Florfenicol

Wan-Ting Ai

¹Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Huzhou, People's Republic of China

,

Wei-Ke Su

¹Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Huzhou, People's Republic of China

²Zhejiang Governor Triangle Biomedical Industrial Technology Research Park, Zhejiang University of Technology, Huzhou, People's Republic of China

,

Feng Su

¹Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Huzhou, People's Republic of China

²Zhejiang Governor Triangle Biomedical Industrial Technology Research Park, Zhejiang University of Technology, Huzhou, People's Republic of China

› Institutsangaben

Abstract

Florfenicol (FFC) is an important and widely used veterinary drug, and its structure has been characterized by nuclear magnetic resonance (NMR) spectroscopy. The study aimed to investigate the influences of solvent type, solvent concentration, and temperature on the chemical shifts of the ¹H NMR of FFC. The results showed that different types of solvents significantly affected the chemical shifts, especially the chemical shifts of 2-H, 3-H, 5-H, and the active protons. When DMSO-d ₆ is used as the solvent, there is no significant difference in the chemical shifts of FFC with a concentration ranging from 20 to 250 mmol/L; however, as the temperature increases, the chemical shifts of the active protons move to a higher field. Besides, the NMR spectroscopic data and structural analysis of FFC were refined by ¹H, ¹³C, distortionless enhancement by polarization transfer-135 (DEPT-135), ¹H–¹H correlation spectroscopy (¹H–¹H COSY), phase-sensitive gradient heteronuclear singular quantum correlation (gHSQC), and heteronuclear multiple bond correlation (gHMBC) NMR spectroscopy using DMSO-d ₆ as a solvent. The study will help with qualitative and quantitative analysis of FFC in the future.

Keywords

florfenicol - nuclear magnetic resonance - solvents - solvent concentrations - chemical shifts

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