Solid and liquid state characterization of tetrahydrocurcumin using XRPD, FT-IR, DSC, TGA, LC-MS, GC-MS, NMR and its biological activities
Dublin Core
Title
Solid and liquid state characterization of tetrahydrocurcumin using XRPD, FT-IR, DSC, TGA, LC-MS, GC-MS, NMR and its biological activities
Subject
Material Science
Description
Tetrahydrocurcumin (THC) is one of the major metabolites of curcumin (CUR), an ancient bioactive
natural polyphenolic compound. This research article describes both the solid and liquid state characterization
of THC using advanced spectroscopic and thermo-analytical techniques. Anti-inflammatory,
anti-oxidant, and neuroprotective activities of THC were investigated using in vitro cell lines. Liquid
chromatography-mass spectrometry analysis revealed that our sample comprised 95.15% THC, 0.51%
tetrahydrodemethoxycurcumin (THDC), 3.40% hexahydrocurcumin, and 0.94% octahydrocurcumin. Gas
chromatography-mass spectrometry analysis indicated the presence of 96.68% THC and 3.32% THDC. THC
in solution existed as keto-enol tautomers in three different forms at different retention time, but the
enol form was found to be dominant, which was also supported by nuclear magnetic resonance analysis.
THC was thermally stable up to 335.55 C. THC exhibited more suppression of cytokines (TNF-a, IL-1b,
and MIP-1a) than CUR in a concentration-dependent manner in mouse splenocytes, while NK-cell and
phagocytosis activity was increased in macrophages. THC showed a significant reduction of free radicals
(LPO) along with improved antioxidant enzymes (SOD and catalase) and increased free radical scavenging
activity against ABTSþ radicals in HepG2 cells. THC displayed higher protection capability than
CUR from oxidative stress and neuronal damage by improving cell viability against H2O2 induced HepG2
cells and MPPþ induced SH-SY5Y cells, respectively, in a concentration-dependent manner. Thus, a
variation of the biological activities of THC might rely on its keto-enol form and the presence of other
THC analogs as impurities. The present study could be advantageous for further research on THC for
better understanding its physicochemical properties and biological variation.
natural polyphenolic compound. This research article describes both the solid and liquid state characterization
of THC using advanced spectroscopic and thermo-analytical techniques. Anti-inflammatory,
anti-oxidant, and neuroprotective activities of THC were investigated using in vitro cell lines. Liquid
chromatography-mass spectrometry analysis revealed that our sample comprised 95.15% THC, 0.51%
tetrahydrodemethoxycurcumin (THDC), 3.40% hexahydrocurcumin, and 0.94% octahydrocurcumin. Gas
chromatography-mass spectrometry analysis indicated the presence of 96.68% THC and 3.32% THDC. THC
in solution existed as keto-enol tautomers in three different forms at different retention time, but the
enol form was found to be dominant, which was also supported by nuclear magnetic resonance analysis.
THC was thermally stable up to 335.55 C. THC exhibited more suppression of cytokines (TNF-a, IL-1b,
and MIP-1a) than CUR in a concentration-dependent manner in mouse splenocytes, while NK-cell and
phagocytosis activity was increased in macrophages. THC showed a significant reduction of free radicals
(LPO) along with improved antioxidant enzymes (SOD and catalase) and increased free radical scavenging
activity against ABTSþ radicals in HepG2 cells. THC displayed higher protection capability than
CUR from oxidative stress and neuronal damage by improving cell viability against H2O2 induced HepG2
cells and MPPþ induced SH-SY5Y cells, respectively, in a concentration-dependent manner. Thus, a
variation of the biological activities of THC might rely on its keto-enol form and the presence of other
THC analogs as impurities. The present study could be advantageous for further research on THC for
better understanding its physicochemical properties and biological variation.
Creator
Mahendra Kumar Trivedi, Parthasarathi Panda, Kalyan Kumar Sethi,
Mayank Gangwar, Sambhu Charan Mondal, Snehasis Jana
Mayank Gangwar, Sambhu Charan Mondal, Snehasis Jana
Publisher
Elsevier
Date
15-Feb-2020
Contributor
[no text]
Rights
[no text]
Relation
[no text]
Format
[no text]
Language
English
Type
Journal Article
Identifier
[no text]
Coverage
[no text]
Citation
Mahendra Kumar Trivedi, Parthasarathi Panda, Kalyan Kumar Sethi,
Mayank Gangwar, Sambhu Charan Mondal, Snehasis Jana
, “Solid and liquid state characterization of tetrahydrocurcumin using XRPD, FT-IR, DSC, TGA, LC-MS, GC-MS, NMR and its biological activities,” Mahendra Trivedi, accessed April 27, 2024, https://mahendratrivedi.omeka.net/items/show/575.