Assignment of the major and minor components of gentamicin for evaluation of batches

Abstract

The antibiotic agent gentamicin sulfate is a mixture of several structurally very similar aminoglycosides. The major components of gentamicin are gentamicin C1, C1a, C2 and C2a. These major components were separated by means of column chromatography. The 1 H and 13 C NMR spectra of the free bases and the corresponding sulfates were assigned using HMQC, HMBC and selective TOCSY experiments. Additionally, the 1 H and 13 C NMR spectra of the sulfates and hydrochlorides, respectively, of the minor components were assigned. The full assignment of all components of gentamicin is necessary for the quantitative analysis of batches of gentamicin. By means of coupled liquid chromatography-NMR, several different batches were studied, revealing different compositions of batches from various sources.

A new micellar electrokinetic capillary chromatography method for separation of the components of the aminoglycoside antibiotics

“…GM C2b sulfate (also known as sagamicin and micronomicin) was purchased from Pharm Chemical (Shanghai Lansheng, Shanghai, China). The GM components C1, C1a, and C2/C2a were separated from a commercial sample of GM by column chromatography and analyzed by TLC, CE and 1 H NMR [24]. Paromamine was a gift of the group of Hoogmartens (Leuven, Belgium).…”

Micellar electrokinetic capillary chromatography, high performance liquid chromatography and nuclear magnetic resonance—three orthogonal methods for characterization of critical drugs

“…The gentamicin components C1, C1a, C2 and C2a were separated from a commercial sample of gentamicin sulfate as previously described [11]. The commercial sample of gentamicin sulphate was a gift from Meiji Seika Kaisha Ltd. (Tokio, Japan).…”

“…The spectra of all components of gentamicin were assigned in a previous study [11]. Having this information in hands NMR spectra can be used to quantify the components in the mixture.…”

Multivariate analysis of nuclear magnetic resonance data—characterization of critical drug substance quality of gentamicin sulfate

“…The spectra of all components of gentamicin were assigned in a previous study [1]. Having this information in hands 1 H NMR spectra can be used to quantify the components in the mixture and quantification results could be confirmed recently by an independent micellar electrokinetic capillary chromatography (MEKC) method [2,3].…”