Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts

Chinese olive (<i>Canarium album</i> L.), a rich source of polyphenols, can be used as a functional food ingredient. We previously showed that the ethyl acetate fraction of this extract (CO-EtOAc) is an effective anti-inflammatory agent. Therefore, here, we aimed to screen the bioactive...

Full description

Bibliographic Details
Main Authors: Yueh-Hsiung Kuo, Yu-Te Yeh, Sih-Ying Pan, Shu-Chen Hsieh
Format: Article
Language:English
Published: MDPI AG 2019-09-01
Series:Foods
Subjects:
Online Access:https://www.mdpi.com/2304-8158/8/10/441
_version_ 1818538444707594240
author Yueh-Hsiung Kuo
Yu-Te Yeh
Sih-Ying Pan
Shu-Chen Hsieh
author_facet Yueh-Hsiung Kuo
Yu-Te Yeh
Sih-Ying Pan
Shu-Chen Hsieh
author_sort Yueh-Hsiung Kuo
collection DOAJ
description Chinese olive (<i>Canarium album</i> L.), a rich source of polyphenols, can be used as a functional food ingredient. We previously showed that the ethyl acetate fraction of this extract (CO-EtOAc) is an effective anti-inflammatory agent. Therefore, here, we aimed to screen the bioactive fractions extracted from CO-EtOAc using different isolation techniques, and purify the bioactive compounds based on their cytotoxic and anti-inflammatory abilities. CO-EtOAc was fractionated using silica gel and Sephadex column chromatography, and the active compounds were isolated and purified by high-performance liquid chromatography (HPLC). The structures of the resulting compounds were identified using proton nuclear magnetic resonance (NMR) spectra. Activity-directed fractionation and purification were used to identify the following active compounds with anti-inflammatory effects using lipopolysaccharide (LPS)-stimulated mouse macrophages: sitoindoside I, amentoflavone, tetrahydroamentoflavone and protocatechuic acid. For the first time, sitoindoside I and tetrahydroamentoflavone were isolated from Chinese olive, and the anti-inflammatory compounds of CO-EtOAc were identified, suggesting its potential for used as a health food ingredient.
first_indexed 2024-12-11T21:29:03Z
format Article
id doaj.art-fb329808d77c44bd820c7bfd425d6e75
institution Directory Open Access Journal
issn 2304-8158
language English
last_indexed 2024-12-11T21:29:03Z
publishDate 2019-09-01
publisher MDPI AG
record_format Article
series Foods
spelling doaj.art-fb329808d77c44bd820c7bfd425d6e752022-12-22T00:50:14ZengMDPI AGFoods2304-81582019-09-0181044110.3390/foods8100441foods8100441Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit ExtractsYueh-Hsiung Kuo0Yu-Te Yeh1Sih-Ying Pan2Shu-Chen Hsieh3Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 40402, TaiwanDepartments of Medicine and Biological Chemistry, Johns Hopkins University School of Medicine and Johns Hopkins All Children’s Hospital, St. Petersburg, FL 33701, USAInstitute of Food Science and Technology, National Taiwan University; Taipei 106, TaiwanInstitute of Food Science and Technology, National Taiwan University; Taipei 106, TaiwanChinese olive (<i>Canarium album</i> L.), a rich source of polyphenols, can be used as a functional food ingredient. We previously showed that the ethyl acetate fraction of this extract (CO-EtOAc) is an effective anti-inflammatory agent. Therefore, here, we aimed to screen the bioactive fractions extracted from CO-EtOAc using different isolation techniques, and purify the bioactive compounds based on their cytotoxic and anti-inflammatory abilities. CO-EtOAc was fractionated using silica gel and Sephadex column chromatography, and the active compounds were isolated and purified by high-performance liquid chromatography (HPLC). The structures of the resulting compounds were identified using proton nuclear magnetic resonance (NMR) spectra. Activity-directed fractionation and purification were used to identify the following active compounds with anti-inflammatory effects using lipopolysaccharide (LPS)-stimulated mouse macrophages: sitoindoside I, amentoflavone, tetrahydroamentoflavone and protocatechuic acid. For the first time, sitoindoside I and tetrahydroamentoflavone were isolated from Chinese olive, and the anti-inflammatory compounds of CO-EtOAc were identified, suggesting its potential for used as a health food ingredient.https://www.mdpi.com/2304-8158/8/10/441amentoflavonechinese olive (<i>canarium album</i> l.)protocatechuic acidsitoindoside itetrahydroamentoflavone
spellingShingle Yueh-Hsiung Kuo
Yu-Te Yeh
Sih-Ying Pan
Shu-Chen Hsieh
Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
Foods
amentoflavone
chinese olive (<i>canarium album</i> l.)
protocatechuic acid
sitoindoside i
tetrahydroamentoflavone
title Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
title_full Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
title_fullStr Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
title_full_unstemmed Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
title_short Identification and Structural Elucidation of Anti-Inflammatory Compounds from Chinese Olive (<i>Canarium Album</i> L.) Fruit Extracts
title_sort identification and structural elucidation of anti inflammatory compounds from chinese olive i canarium album i l fruit extracts
topic amentoflavone
chinese olive (<i>canarium album</i> l.)
protocatechuic acid
sitoindoside i
tetrahydroamentoflavone
url https://www.mdpi.com/2304-8158/8/10/441
work_keys_str_mv AT yuehhsiungkuo identificationandstructuralelucidationofantiinflammatorycompoundsfromchineseoliveicanariumalbumilfruitextracts
AT yuteyeh identificationandstructuralelucidationofantiinflammatorycompoundsfromchineseoliveicanariumalbumilfruitextracts
AT sihyingpan identificationandstructuralelucidationofantiinflammatorycompoundsfromchineseoliveicanariumalbumilfruitextracts
AT shuchenhsieh identificationandstructuralelucidationofantiinflammatorycompoundsfromchineseoliveicanariumalbumilfruitextracts