Structure Elucidation of Novel Degradation Products of Thiocolchicoside by NMR Spectroscopy

Publication date: Available online 31 January 2019Source: Journal of Pharmaceutical and Biomedical AnalysisAuthor(s): V.V.S.R.N. Anji Karun Mutha, V.V RavichandraReddy, Prabhakar S. Achanta, Deviprasad Rendedula, Chakravarthy Chandra, Nagul Meera Shaik, Muralidharan Kaliyaperumal, Raghu Babu Korupolu, Susheela Bai Gajbhiye, Chidananda Swamy RumallaAbstractThiocolchicoside is a natural product analogue often used for its spasmolytic action. To know more about its stability under various stress conditions, the drug was stirred in acid, base and peroxide solutions. In acid hydrolysis, two products were obtained and in both, the glucose got cleaved. In one of them the acetyl group also got cleaved. A set of two diastereomers were formed during the peroxide mediated hydrolysis. The base mediated hydrolysis resulted in formation of three novel degradants. They have six membered rings in their structures instead of a seven membered cycloheptatrienone. Structures of known and novel degradation products have been elucidated by extensive analysis of HRMS, 1D and 2D NMR spectroscopic techniques.
Source: Journal of Pharmaceutical and Biomedical Analysis - Category: Drugs & Pharmacology Source Type: research