Clarithromycin laurate salt: physicochemical properties and pharmacokinetics after oral administration in humans

Abstract

Objective: To prepare and characterize the physicochemical and pharmacokinetic properties of clarithromycin laurate (CLM-L), a fatty acid salt of clarithromycin (CLM).

Methods: CLM-L was prepared by a simple co-melting process. The formation of CLM-L was confirmed using FTIR, ¹H NMR, and ¹³C NMR. Solubility, intrinsic dissolution rate (IDR), and partitioning properties of CLM-L were determined and compared to those of CLM. Bioavailability of CLM from CLM-L tablets was evaluated in healthy volunteers and compared to immediate release CLM tablets.

Results: CLM-L showed lower aqueous solubility, higher partitioning coefficient, and slower dissolution rate. Tablets of CLM-L also showed a significantly slower in vitro release in comparison to CLM tablets. C_max, T_max and AUC_0→∞ of CLM-L tablets and immediate release CLM tablets did not show a significant difference. However, the AUC_0→∞ for the CLM-L tablets tended to be higher than that of CLM tablets at all-time points.

Conclusion: CLM-L was successfully prepared and its formation was confirmed. CLM-L was more hydrophobic than CLM. It exhibited a slight in vivo absorption enhancement in comparison to CLM. However, its pharmacokinetic behavior was comparable to that of CLM.

Keywords:

• Clarithromycin laurate
• fatty acid salt
• bioavailability
• physicochemical characterization

Acknowledgements

The authors thank Professor Dr. Murad Aldamen, Faculty of Science, University of Jordan for their support and advice during this project.

Disclosure statement

The authors declare no conflict of interest.