Limits...
Identification and Characterization of Hydrolytic Degradation Products of Cefditoren Pivoxil using LC and LC-MS/TOF.

Gawande VT, Bothara KG, Singh A, Mahajan AA - Indian J Pharm Sci (2015 Jan-Feb)

Bottom Line: Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions.The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies.Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmaceutical Chemistry, STES's Sinhgad Institute of Pharmacy, Narhe Road, Narhe, Pune-411 041, India.

ABSTRACT
The present research work was carried out to determine stability of cefditoren pivoxil, an orally absorbed prodrug that is rapidly hydrolysed by intestinal esterases to the active cephalosporin cefditoren. Cefditoren was subjected to stress conditions recommended by the International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use guideline Q1A (R2). Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions. Separation of cefditoren and degradation products were carried out by using HPLC. The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies. Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

No MeSH data available.


Related in: MedlinePlus

Fragmentation pathway of CEFP.Fragmentation pathway of cefditoren pivoxil (CEFP) along with molecular formula and exact masses of the fragments.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4355885&req=5

Figure 3: Fragmentation pathway of CEFP.Fragmentation pathway of cefditoren pivoxil (CEFP) along with molecular formula and exact masses of the fragments.

Mentions: Fragmentation of drug led to formation of total eight fragments. The most probable molecular formula is calculated for each fragment from experimental accurate mass values with the help of elemental composition calculator. This data was helpful to establish origin of each fragment and in understanding fragmentation pathway of the drug. The major fragments of drug had m/z values 591.109, 507.0468, 491.0615, 461.0429, 447.0714, 350.0660, 282.0474, and 240.0702. From available mass data structures were proposed for each fragment. The complete fragmentation pathway of drug is shown in fig. 3. The structural elucidation of DP-I and DP-II were achieved with the help of their major fragments observed in MS/TOF studies and comparison with the fragmentation pattern of drug (fig. 3).


Identification and Characterization of Hydrolytic Degradation Products of Cefditoren Pivoxil using LC and LC-MS/TOF.

Gawande VT, Bothara KG, Singh A, Mahajan AA - Indian J Pharm Sci (2015 Jan-Feb)

Fragmentation pathway of CEFP.Fragmentation pathway of cefditoren pivoxil (CEFP) along with molecular formula and exact masses of the fragments.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4355885&req=5

Figure 3: Fragmentation pathway of CEFP.Fragmentation pathway of cefditoren pivoxil (CEFP) along with molecular formula and exact masses of the fragments.
Mentions: Fragmentation of drug led to formation of total eight fragments. The most probable molecular formula is calculated for each fragment from experimental accurate mass values with the help of elemental composition calculator. This data was helpful to establish origin of each fragment and in understanding fragmentation pathway of the drug. The major fragments of drug had m/z values 591.109, 507.0468, 491.0615, 461.0429, 447.0714, 350.0660, 282.0474, and 240.0702. From available mass data structures were proposed for each fragment. The complete fragmentation pathway of drug is shown in fig. 3. The structural elucidation of DP-I and DP-II were achieved with the help of their major fragments observed in MS/TOF studies and comparison with the fragmentation pattern of drug (fig. 3).

Bottom Line: Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions.The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies.Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

View Article: PubMed Central - PubMed

Affiliation: Department of Pharmaceutical Chemistry, STES's Sinhgad Institute of Pharmacy, Narhe Road, Narhe, Pune-411 041, India.

ABSTRACT
The present research work was carried out to determine stability of cefditoren pivoxil, an orally absorbed prodrug that is rapidly hydrolysed by intestinal esterases to the active cephalosporin cefditoren. Cefditoren was subjected to stress conditions recommended by the International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use guideline Q1A (R2). Cefditoren pivoxil was susceptible for degradation under acidic, alkaline and neutral hydrolytic conditions while it was stable under photolytic and thermal stress conditions. Separation of cefditoren and degradation products were carried out by using HPLC. The unknown degradation products were characterized by liquid chromatography-mass spectrometry/time of flight studies. Structures were proposed for each fragment based on best possible molecular formula and complete degradation pathways were reported for cefditoren and its degradants.

No MeSH data available.


Related in: MedlinePlus