HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of Vaccinium emarginatum

Vaccinium emarginatum Hayata is a medicinal plant that has been historically used in ethnopharmacy to treat diseases in Taiwan. The objective of this study is to evaluate the anti-cancer and anti-bacterial constitutes from the root nodule extract of V. emarginatum</i&g...

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Autores principales:	Hsiang-Ming Huang, Chien-Yi Ho, Geng-Ruei Chang, Wei-Yau Shia, Cheng-Hung Lai, Chih-Hao Chao, Chao-Min Wang
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	<i>Vaccinium emarginatum</i> anti-cancer anti-bacterial procyanidins Medicine R Pharmacy and materia medica RS1-441
Acceso en línea:	https://doaj.org/article/a5582054212b4c3ba3f178597d7f369b
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spelling	oai:doaj.org-article:a5582054212b4c3ba3f178597d7f369b2021-11-25T18:39:19ZHPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>10.3390/ph141110981424-8247https://doaj.org/article/a5582054212b4c3ba3f178597d7f369b2021-10-01T00:00:00Zhttps://www.mdpi.com/1424-8247/14/11/1098https://doaj.org/toc/1424-8247<i>Vaccinium emarginatum</i> Hayata is a medicinal plant that has been historically used in ethnopharmacy to treat diseases in Taiwan. The objective of this study is to evaluate the anti-cancer and anti-bacterial constitutes from the root nodule extract of <i>V. emarginatum</i>. The chemical composition of <i>V. emarginatum</i> fractions was analyzed by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS) and the chemical constitutes were isolated and structurally identified by nuclear magnetic resonance (NMR) spectroscopy. Bioassay-guided chromatography showed that the ethyl acetate (EA) fraction was bioactive on the hepatocellular carcinoma (HepG2). By LC-ESI-MS/MS analysis, twenty peaks of EA fraction were partially identified and the phytochemical investigation of the fractions led to the isolation and identification of protocatuchuic acid (<b>1</b>), epicatechin (<b>2</b>), catechin (<b>3</b>), procyanidin B3 (<b>4</b>), procyanidin A1 (<b>5</b>), hyperin (<b>6</b>), isoquercetin (<b>7</b>), quercetin (<b>8</b>), lupeol (<b>9</b>), beta-amyrin (<b>10</b>), and alpha-amyrin (<b>11</b>). Both procyanidin B3 and A1 exhibited anti-proliferative activity against HepG2 and gastric adenocarcinoma (AGS) cells at IC<sub>50</sub> values between 38.4 and 41.1 μM and 79.4 and 83.8 μM, respectively. In addition, isoquercetin displayed the strongest anti-proliferative activity against the HepG2, lung carcinoma (A549), and AGS cell at 18.7, 24.6 and 68.5 μM, respectively. Among the triterpenoids, only lupeol showed the inhibitory activity against all tested tumor cell lines at IC<sub>50</sub> values between 72.9 and 146.8 μM. Furthermore, procyanidins B3, A1 and isoquercetin displayed moderate anti-bacterial activity against <i>Staphylococcus aureus</i>. In conclusion, this study provides background information on the exploitation of <i>V. emarginatum</i> as a potential natural anti-cancer and anti-bacterial agent in pharmaceutical research.Hsiang-Ming HuangChien-Yi HoGeng-Ruei ChangWei-Yau ShiaCheng-Hung LaiChih-Hao ChaoChao-Min WangMDPI AGarticle<i>Vaccinium emarginatum</i>anti-canceranti-bacterialprocyanidinsMedicineRPharmacy and materia medicaRS1-441ENPharmaceuticals, Vol 14, Iss 1098, p 1098 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	<i>Vaccinium emarginatum</i> anti-cancer anti-bacterial procyanidins Medicine R Pharmacy and materia medica RS1-441
spellingShingle	<i>Vaccinium emarginatum</i> anti-cancer anti-bacterial procyanidins Medicine R Pharmacy and materia medica RS1-441 Hsiang-Ming Huang Chien-Yi Ho Geng-Ruei Chang Wei-Yau Shia Cheng-Hung Lai Chih-Hao Chao Chao-Min Wang HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
description	<i>Vaccinium emarginatum</i> Hayata is a medicinal plant that has been historically used in ethnopharmacy to treat diseases in Taiwan. The objective of this study is to evaluate the anti-cancer and anti-bacterial constitutes from the root nodule extract of <i>V. emarginatum</i>. The chemical composition of <i>V. emarginatum</i> fractions was analyzed by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS) and the chemical constitutes were isolated and structurally identified by nuclear magnetic resonance (NMR) spectroscopy. Bioassay-guided chromatography showed that the ethyl acetate (EA) fraction was bioactive on the hepatocellular carcinoma (HepG2). By LC-ESI-MS/MS analysis, twenty peaks of EA fraction were partially identified and the phytochemical investigation of the fractions led to the isolation and identification of protocatuchuic acid (<b>1</b>), epicatechin (<b>2</b>), catechin (<b>3</b>), procyanidin B3 (<b>4</b>), procyanidin A1 (<b>5</b>), hyperin (<b>6</b>), isoquercetin (<b>7</b>), quercetin (<b>8</b>), lupeol (<b>9</b>), beta-amyrin (<b>10</b>), and alpha-amyrin (<b>11</b>). Both procyanidin B3 and A1 exhibited anti-proliferative activity against HepG2 and gastric adenocarcinoma (AGS) cells at IC<sub>50</sub> values between 38.4 and 41.1 μM and 79.4 and 83.8 μM, respectively. In addition, isoquercetin displayed the strongest anti-proliferative activity against the HepG2, lung carcinoma (A549), and AGS cell at 18.7, 24.6 and 68.5 μM, respectively. Among the triterpenoids, only lupeol showed the inhibitory activity against all tested tumor cell lines at IC<sub>50</sub> values between 72.9 and 146.8 μM. Furthermore, procyanidins B3, A1 and isoquercetin displayed moderate anti-bacterial activity against <i>Staphylococcus aureus</i>. In conclusion, this study provides background information on the exploitation of <i>V. emarginatum</i> as a potential natural anti-cancer and anti-bacterial agent in pharmaceutical research.
format	article
author	Hsiang-Ming Huang Chien-Yi Ho Geng-Ruei Chang Wei-Yau Shia Cheng-Hung Lai Chih-Hao Chao Chao-Min Wang
author_facet	Hsiang-Ming Huang Chien-Yi Ho Geng-Ruei Chang Wei-Yau Shia Cheng-Hung Lai Chih-Hao Chao Chao-Min Wang
author_sort	Hsiang-Ming Huang
title	HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
title_short	HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
title_full	HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
title_fullStr	HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
title_full_unstemmed	HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>
title_sort	hplc/esi-ms and nmr analysis of chemical constitutes in bioactive extract from the root nodule of <i>vaccinium emarginatum</i>
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/a5582054212b4c3ba3f178597d7f369b
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HPLC/ESI-MS and NMR Analysis of Chemical Constitutes in Bioactive Extract from the Root Nodule of <i>Vaccinium emarginatum</i>

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