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Volume 81
Issue 3
10.3797/scipharm.1301-17
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Article

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

by
Balasubramanian SIVAKUMAR
*,
Raman MURUGAN
,
Annamalai BASKARAN
,
Bhausaheb Pandharinath KHADANGALE
,
Saravanan MURUGAN
and
Udayampalayam Palanisamy SENTHILKUMAR
Orchid Chemicals and Pharmaceutical Limited, Research and Development Centre, Sozhanganallur, Chennai 600 119, Tamilnadu, India
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2013, 81(3), 683-696; https://doi.org/10.3797/scipharm.1301-17
Submission received: 19 January 2013 / Accepted: 17 March 2013 / Published: 17 March 2013
Versions Notes

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

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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. https://doi.org/10.3797/scipharm.1301-17

AMA Style

SIVAKUMAR B, MURUGAN R, BASKARAN A, KHADANGALE BP, MURUGAN S, SENTHILKUMAR UP. Identification and Characterization of Process-Related Impurities of Trans-Resveratrol. Scientia Pharmaceutica. 2013; 81(3):683-696. https://doi.org/10.3797/scipharm.1301-17

Chicago/Turabian Style

SIVAKUMAR, Balasubramanian, Raman MURUGAN, Annamalai BASKARAN, Bhausaheb Pandharinath KHADANGALE, Saravanan MURUGAN, and Udayampalayam Palanisamy SENTHILKUMAR. 2013. "Identification and Characterization of Process-Related Impurities of Trans-Resveratrol" Scientia Pharmaceutica 81, no. 3: 683-696. https://doi.org/10.3797/scipharm.1301-17

APA Style

SIVAKUMAR, B., MURUGAN, R., BASKARAN, A., KHADANGALE, B. P., MURUGAN, S., & SENTHILKUMAR, U. P. (2013). Identification and Characterization of Process-Related Impurities of Trans-Resveratrol. Scientia Pharmaceutica, 81(3), 683-696. https://doi.org/10.3797/scipharm.1301-17

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