New Chemical Constituents from the Bark of Dendropanax morbifera Leveille and Their Evaluation of Antioxidant Activities

Four new constituents, as cis-6-oxogeran-4-enyl-10-oxy-O-β-arabinopyranosyl-4′-O-β-arabinopyranosyl-2″-octadec-9‴,12‴,15‴-trienoate (1), geran-3(10)-enyl-1-oxy-O-&...

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Main Authors:	Ill-Min Chung, Seung-Hyun Kim, Chang Kwon, So-Yeon Kim, Yu-Jin Yang, Ju-Sung Kim, Mohd Ali, Ateeque Ahmad
Format:	Article
Language:	English
Published:	MDPI AG 2019-11-01
Series:	Molecules
Subjects:	structure determination new and known compounds dpph no reducing power phosphomolybdenum activities
Online Access:	https://www.mdpi.com/1420-3049/24/21/3967

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spelling	doaj-6d1dee86f70c49a09b8429e1152012942020-11-25T01:41:21ZengMDPI AGMolecules1420-30492019-11-012421396710.3390/molecules24213967molecules24213967New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant ActivitiesIll-Min Chung0Seung-Hyun Kim1Chang Kwon2So-Yeon Kim3Yu-Jin Yang4Ju-Sung Kim5Mohd Ali6Ateeque Ahmad7Department of Crop Science, College of Sanghuh Life Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, KoreaDepartment of Crop Science, College of Sanghuh Life Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, KoreaDepartment of Crop Science, College of Sanghuh Life Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, KoreaDepartment of Crop Science, College of Sanghuh Life Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, KoreaDepartment of Crop Science, College of Sanghuh Life Science, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul 05029, KoreaMajor in Plant Resource and Environment, SARI, Jeju National University, Jeju 63243, KoreaDepartment of Pharmacognosy and Phytochemistry, Hamdard University, New Delhi 110062, IndiaProcess Chemistry and Technology Department, CSIR-Central Institute of Medicinal and Aromatic Plants, Lucknow 226015, IndiaFour new constituents, as <i>cis</i>-6-oxogeran-4-enyl-10-oxy-<i>O</i>-β-arabinopyranosyl-4′-<i>O</i>-β-arabinopyranosyl-2″-octadec-9‴,12‴,15‴-trienoate (<b>1</b>), geran-3(10)-enyl-1-oxy-<i>O</i>-β-arabinopyranosyl-4′-<i>O</i>-β-arabinopyranosyl-2″-octadec-9‴,12‴,15‴-trienoate (<b>2</b>), geranilan-8-oxy-<i>O</i>-<i>α</i>-<span style="font-variant: small-caps;">d</span>-xylopyranosyl-2′-<i>n</i>-octadec-9″,12″,15″-trienoate (<b>3</b>), 1-cyclohex-2′, 5′-dienyl 1-cyclohexylethanol-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-xylopyranoside (<b>4</b>), along with six known constituents, guaiacol-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinopyaranoside (<b>5</b>), <i>n</i>-tetradecanyl oleate (<b>6</b>), oleyl-<i>O-</i>β-<span style="font-variant: small-caps;">d</span>-xyloside (<b>7</b>), <i>n</i>-octadec-9,12-dienoyl-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinopyranoside (<b>8</b>), linolenyl-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinofuranoside (<b>9</b>) andglyceryl-1,3-dipalmito-2-olein (<b>10</b>), were isolated and identified from the <i>Dendropanax morbifera</i> bark. The new structures were established by one-and two-dimensional NMR (and in combination with IR, FAB-MSand HR-ESI-FTMS. The comparative evaluation of antioxidant potential by phosphomolybdenum, DPPH, FRAP and the NO assay of four different compounds (<b>1</b>−<b>4</b>), we have found that the compounds 1 and 2 have power as a natural antioxidant, whereas the compound <b>3</b> and <b>4</b> exhibited mild activity in comparison to compounds <b>1</b> and <b>2</b>.https://www.mdpi.com/1420-3049/24/21/3967structure determinationnew and known compoundsdpphnoreducing power phosphomolybdenum activities
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ill-Min Chung Seung-Hyun Kim Chang Kwon So-Yeon Kim Yu-Jin Yang Ju-Sung Kim Mohd Ali Ateeque Ahmad
spellingShingle	Ill-Min Chung Seung-Hyun Kim Chang Kwon So-Yeon Kim Yu-Jin Yang Ju-Sung Kim Mohd Ali Ateeque Ahmad New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities Molecules structure determination new and known compounds dpph no reducing power phosphomolybdenum activities
author_facet	Ill-Min Chung Seung-Hyun Kim Chang Kwon So-Yeon Kim Yu-Jin Yang Ju-Sung Kim Mohd Ali Ateeque Ahmad
author_sort	Ill-Min Chung
title	New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities
title_short	New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities
title_full	New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities
title_fullStr	New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities
title_full_unstemmed	New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities
title_sort	new chemical constituents from the bark of <i>dendropanax morbifera</i> leveille and their evaluation of antioxidant activities
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2019-11-01
description	Four new constituents, as <i>cis</i>-6-oxogeran-4-enyl-10-oxy-<i>O</i>-β-arabinopyranosyl-4′-<i>O</i>-β-arabinopyranosyl-2″-octadec-9‴,12‴,15‴-trienoate (<b>1</b>), geran-3(10)-enyl-1-oxy-<i>O</i>-β-arabinopyranosyl-4′-<i>O</i>-β-arabinopyranosyl-2″-octadec-9‴,12‴,15‴-trienoate (<b>2</b>), geranilan-8-oxy-<i>O</i>-<i>α</i>-<span style="font-variant: small-caps;">d</span>-xylopyranosyl-2′-<i>n</i>-octadec-9″,12″,15″-trienoate (<b>3</b>), 1-cyclohex-2′, 5′-dienyl 1-cyclohexylethanol-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-xylopyranoside (<b>4</b>), along with six known constituents, guaiacol-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinopyaranoside (<b>5</b>), <i>n</i>-tetradecanyl oleate (<b>6</b>), oleyl-<i>O-</i>β-<span style="font-variant: small-caps;">d</span>-xyloside (<b>7</b>), <i>n</i>-octadec-9,12-dienoyl-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinopyranoside (<b>8</b>), linolenyl-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-arabinofuranoside (<b>9</b>) andglyceryl-1,3-dipalmito-2-olein (<b>10</b>), were isolated and identified from the <i>Dendropanax morbifera</i> bark. The new structures were established by one-and two-dimensional NMR (and in combination with IR, FAB-MSand HR-ESI-FTMS. The comparative evaluation of antioxidant potential by phosphomolybdenum, DPPH, FRAP and the NO assay of four different compounds (<b>1</b>−<b>4</b>), we have found that the compounds 1 and 2 have power as a natural antioxidant, whereas the compound <b>3</b> and <b>4</b> exhibited mild activity in comparison to compounds <b>1</b> and <b>2</b>.
topic	structure determination new and known compounds dpph no reducing power phosphomolybdenum activities
url	https://www.mdpi.com/1420-3049/24/21/3967
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New Chemical Constituents from the Bark of <i>Dendropanax morbifera</i> Leveille and Their Evaluation of Antioxidant Activities

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