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Mass balance in rapamycin autoxidation.

Alan R Oyler¹, Barbara L Armstrong, Richard Dunphy

¹University of Minnesota Duluth, Duluth, MN 55812, USA. aoyler@d.umn.edu

Journal of Pharmaceutical and Biomedical Analysis

|November 21, 2008

Summary

Rapamycin, an immunosuppressant, degrades into many products, complicating analysis. A validated mass balance method using SEC and RP-HPLC effectively tracks drug loss and product formation in drug-eluting stents.

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Area of Science:

Pharmaceutical Sciences
Analytical Chemistry
Natural Product Chemistry

Background:

Rapamycin, a natural product immunosuppressant, is prone to autoxidation.
Degradation leads to complex mixtures of monomeric and oligomeric compounds.
This complexity poses challenges for mass balance in forced degradation studies and analysis of aged drug-eluting stents.

Purpose of the Study:

To develop and validate a mass balance methodology for quantifying rapamycin and its autoxidation products.
To address challenges in analyzing aged drug-eluting stents containing degraded rapamycin.
To establish a reliable method for accounting for drug loss and product formation.

Main Methods:

Utilized Size Exclusion Chromatography (SEC) with UV and Refractive Index detection.
Employed Reversed-Phase High-Performance Liquid Chromatography (RP-HPLC).
Combined SEC and RP-HPLC to account for drug loss and formation of degradation products.

Main Results:

A robust mass balance methodology was successfully developed and validated.
The method accurately determined rapamycin and its composite autoxidation products in developmental stent samples.
The approach effectively accounted for drug loss and the formation of numerous degradation products.

Conclusions:

The validated mass balance approach provides accurate quantification of rapamycin degradation.
This methodology is crucial for analyzing aged drug-eluting stents.
The approach has potential broad applicability for analyzing other drugs that degrade into numerous products.