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Sci. Pharm. 2013, 81(3), 683-696; doi:10.3797/scipharm.1301-17

Identification and Characterization of Process-Related Impurities of Trans-Resveratrol

Orchid Chemicals and Pharmaceutical Limited, Research and Development Centre, Sozhanganallur, Chennai 600 119, Tamilnadu, India
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Received: 19 January 2013 / Accepted: 17 March 2013 / Published: 17 March 2013
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Abstract

This article deals with the identification and characterization of process-related impurities of trans-resveratrol (3,5,4'-trihydroxystilbene), which exhibits several health benefits, including cancer prevention. During the synthesis of the bulk drug resveratrol, three new impurities were observed. The impurities were detected using the high-performance liquid chromatographic (HPLC) method, whose area percentages ranged from 0.05 to 0.3%. A systematic study was carried out to characterize them. These impurities were isolated by preparative HPLC and characterized by spectral data, subjected to co-injection in HPLC, and were found to be matching with the impurities present in the sample. LC-MS was performed to identify the mass of these impurities. Based on their spectral data (IR, NMR, and Mass), these impurities were characterized as 2-benzyl-5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol [Impurity-B], 3-(benzyloxy)-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenol [Impurity-C], 5-{(E)-2-[4-(benzyloxy)phenyl]ethenyl}benzene-1,3-diol [Impurity-D). These compounds are not reported earlier as process-related impurities.
Keywords: Resveratrol; Impurities; Structure characterization; HPLC; Structural elucidation; NMR; LC-MS Resveratrol; Impurities; Structure characterization; HPLC; Structural elucidation; NMR; LC-MS
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

SIVAKUMAR, B.; MURUGAN, R.; BASKARAN, A.; KHADANGALE, B.P.; MURUGAN, S.; SENTHILKUMAR, U.P. Identification and Characterization of Process-Related Impurities of Trans-Resveratrol. Sci. Pharm. 2013, 81, 683-696.

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