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Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots

Hemp (Cannabis sativa L.) contains a variety of secondary metabolites, including cannabinoids, such as psychoactive (−)-trans-Δ⁹-tetrahydrocannabinol. The present study was conducted to identify the major phenolic components contained in hemp root, which has been relatively under-researched compared...

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Autores principales: Oh, Chang Min, Choi, Joon Yong, Bae, In Ah, Kim, Hong Taek, Hong, Seong Su, Noah, Jay Kyun, Boo, Yong Chool
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9100028/
https://www.ncbi.nlm.nih.gov/pubmed/35566134
http://dx.doi.org/10.3390/molecules27092781
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author Oh, Chang Min
Choi, Joon Yong
Bae, In Ah
Kim, Hong Taek
Hong, Seong Su
Noah, Jay Kyun
Boo, Yong Chool
author_facet Oh, Chang Min
Choi, Joon Yong
Bae, In Ah
Kim, Hong Taek
Hong, Seong Su
Noah, Jay Kyun
Boo, Yong Chool
author_sort Oh, Chang Min
collection PubMed
description Hemp (Cannabis sativa L.) contains a variety of secondary metabolites, including cannabinoids, such as psychoactive (−)-trans-Δ⁹-tetrahydrocannabinol. The present study was conducted to identify the major phenolic components contained in hemp root, which has been relatively under-researched compared to other parts of hemp. The aqueous ethanol extract of hemp roots was fractionated into methylene chloride (MC), ethyl acetate (EA), and water (WT) fractions, and high-performance liquid chromatography with photodiode array detection (HPLC-DAD) analysis was performed. The main ultraviolet (UV)-absorbing phenolic compound contained in the EA fraction was identified as p-coumaric acid by comparing the retention time and UV absorption spectrum with a standard. Silica gel column chromatography was performed to isolate a hydrophobic derivative of p-coumaric acid contained in the MC fraction. Nuclear magnetic resonance (NMR) analysis identified the isolated compound as ethyl p-coumarate. For comparative purposes, ethyl p-coumarate was also chemically synthesized by the esterification reaction of p-coumaric acid. The content of p-coumaric acid and ethyl p-coumarate in the total extract of hemp root was estimated to be 2.61 mg g(−1) and 6.47 mg g(−1), respectively, by HPLC-DAD analysis. These values correspond to 84 mg Kg(−1) dry root and 216 mg Kg(−)(1) dry root, respectively. In conclusion, this study identified p-coumaric acid and ethyl p-coumarate as the main phenolic compounds contained in the hemp roots.
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spelling pubmed-91000282022-05-14 Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots Oh, Chang Min Choi, Joon Yong Bae, In Ah Kim, Hong Taek Hong, Seong Su Noah, Jay Kyun Boo, Yong Chool Molecules Communication Hemp (Cannabis sativa L.) contains a variety of secondary metabolites, including cannabinoids, such as psychoactive (−)-trans-Δ⁹-tetrahydrocannabinol. The present study was conducted to identify the major phenolic components contained in hemp root, which has been relatively under-researched compared to other parts of hemp. The aqueous ethanol extract of hemp roots was fractionated into methylene chloride (MC), ethyl acetate (EA), and water (WT) fractions, and high-performance liquid chromatography with photodiode array detection (HPLC-DAD) analysis was performed. The main ultraviolet (UV)-absorbing phenolic compound contained in the EA fraction was identified as p-coumaric acid by comparing the retention time and UV absorption spectrum with a standard. Silica gel column chromatography was performed to isolate a hydrophobic derivative of p-coumaric acid contained in the MC fraction. Nuclear magnetic resonance (NMR) analysis identified the isolated compound as ethyl p-coumarate. For comparative purposes, ethyl p-coumarate was also chemically synthesized by the esterification reaction of p-coumaric acid. The content of p-coumaric acid and ethyl p-coumarate in the total extract of hemp root was estimated to be 2.61 mg g(−1) and 6.47 mg g(−1), respectively, by HPLC-DAD analysis. These values correspond to 84 mg Kg(−1) dry root and 216 mg Kg(−)(1) dry root, respectively. In conclusion, this study identified p-coumaric acid and ethyl p-coumarate as the main phenolic compounds contained in the hemp roots. MDPI 2022-04-27 /pmc/articles/PMC9100028/ /pubmed/35566134 http://dx.doi.org/10.3390/molecules27092781 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Oh, Chang Min
Choi, Joon Yong
Bae, In Ah
Kim, Hong Taek
Hong, Seong Su
Noah, Jay Kyun
Boo, Yong Chool
Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title_full Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title_fullStr Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title_full_unstemmed Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title_short Identification of p-Coumaric Acid and Ethyl p-Coumarate as the Main Phenolic Components of Hemp (Cannabis sativa L.) Roots
title_sort identification of p-coumaric acid and ethyl p-coumarate as the main phenolic components of hemp (cannabis sativa l.) roots
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9100028/
https://www.ncbi.nlm.nih.gov/pubmed/35566134
http://dx.doi.org/10.3390/molecules27092781
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