Isolation and structure elucidation of phenolic compounds in Chinese olive (Canarium album L.) fruit

To find antioxidant compounds from Chinese white olive (CWO) based on bioassay-guided method, the ethanol extract and corresponding 4 fractions were evaluated for their antioxidant activities by DPPH and ABTS assay. The results revealed that the AcOEt fraction had the most potent antioxidant activity. Further, six compounds isolated from the AcOEt fraction, and their structure were identified as (-)-epicatechin gallate (i), ellagic acid (ii), gallic acid (iii), (-)-epigallocatechin (iv), (-)-epigallocatechin gallate (v) and kaempferol (VI) by MS and NMR spectrum. Compounds I, IV and V were isolated and identified from CWO for the first time. All the compounds (I-VI) exhibited potent antioxidant activity. Among them, compound III showed best antioxidant activity in both DPPH and ABTS+ assay. The phenolic compounds from CWO with potent antioxidant activities were responsible for the antioxidant activity of CWO extract.

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Anti-tyrosinase kinetics and antibacterial process of caffeic acid N-nonyl ester in Chinese Olive (Canarium album) postharvest

International Journal of Biological Macromolecules ◽

10.1016/j.ijbiomac.2016.05.098 ◽

2016 ◽

Vol 91 ◽

pp. 486-495 ◽

Cited By ~ 7

Author(s):

Yu-Long Jia ◽

Jing Zheng ◽

Feng Yu ◽

Yi-Xiang Cai ◽

Xi-Lan Zhan ◽

...

Keyword(s):

Caffeic Acid ◽

Canarium Album ◽

Chinese Olive

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Chinese Olive ( Canarium album L.) Fruit Regulates Glucose Utilization by Activating Amp-Activated Protein Kinase

SSRN Electronic Journal ◽

10.2139/ssrn.3377497 ◽

2019 ◽

Author(s):

Yu-Te Yeh ◽

Yu-Lin Lee ◽

Shu-chen Hsieh ◽

An-Na Chiang

Keyword(s):

Protein Kinase ◽

Glucose Utilization ◽

Canarium Album ◽

Amp Activated Protein Kinase ◽

Chinese Olive

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Isolation of the Major Phenolic Compounds in the Pits of Brined Green Olive Drupes: Structure Elucidation by Comprehensive 1H/13C-NMR Spectroscopy

Natural Product Communications ◽

10.1177/1934578x19857365 ◽

2019 ◽

Vol 14 (7) ◽

pp. 1934578X1985736

Author(s):

Farid Khallouki ◽

William E. Hull ◽

Gerd Würtele ◽

Roswitha Haubner ◽

Gerhard Erben ◽

...

Keyword(s):

Nuclear Magnetic Resonance ◽

Phenolic Compounds ◽

Structure Elucidation ◽

13C Nmr Spectroscopy ◽

Polyphenolic Compounds ◽

Waste Products ◽

Magnetic Resonance Data ◽

Resonance Data ◽

Green Olive ◽

Dehydrodiconiferyl Alcohol

Pits of representative green olive drupes from Italy and Greece were evaluated for their content of phenolic compounds. The major purified polyphenols quantitated in mg/kg in the Italian and Greek pit varieties, respectively, were tyrosol (157 and 523), hydroxytyrosol (3 386 and 1723), vanillin (151 and 83), vanillic acid (58 and 101), phloretic acid (85 and 0), (+)-pinoresinol (954 and 877), (+)-1-acetoxypinoresinol (114 and 105), dehydrodiconiferyl alcohol (340 and 386) and the corresponding aldehyde (398 and 553), the erythro and threo isomers of guaiacylglycerol- β-coniferol ether (78 and 147) and (93 and 273) and their corresponding aldehydes (238 and 349) and (232 and 537), and finally nüzhenide (186 and 364). The data indicate that the waste products of olive mills should be a rich source of a variety of polyphenolic compounds. Detailed 1H- and 13C-nuclear magnetic resonance data are presented, representing the most comprehensive and unambiguous results available to date for the compounds studied.

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

Foods ◽

10.3390/foods8100441 ◽

2019 ◽

Vol 8 (10) ◽

pp. 441 ◽

Cited By ~ 1

Author(s):

Yueh-Hsiung Kuo ◽

Yu-Te Yeh ◽

Sih-Ying Pan ◽

Shu-Chen Hsieh

Keyword(s):

High Performance ◽

Ethyl Acetate Fraction ◽

Proton Nuclear Magnetic Resonance ◽

Health Food ◽

Food Ingredient ◽

Active Compounds ◽

Sephadex Column ◽

Canarium Album ◽

Anti Inflammatory ◽

Chinese Olive

Chinese olive (Canarium album 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.

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Identification and Characterization of Glucosyltransferase That Forms 1-Galloyl-β-d-Glucogallin in Canarium album L., a Functional Fruit Rich in Hydrolysable Tannins

Molecules ◽

10.3390/molecules26154650 ◽

2021 ◽

Vol 26 (15) ◽

pp. 4650

Author(s):

Qinghua Ye ◽

Shiyan Zhang ◽

Nana Qiu ◽

Linmin Liu ◽

Wei Wang ◽

...

Keyword(s):

Prokaryotic Expression ◽

Theoretical Basis ◽

Biosynthesis Pathway ◽

Phylogenetic Groups ◽

Pharmacological Activities ◽

Canarium Album ◽

Hydrolysable Tannins ◽

Identification And Characterization ◽

Chinese Olive

Hydrolysable tannins (HTs) are useful secondary metabolites that are responsible for pharmacological activities and astringent taste, flavor, and quality in fruits. They are also the main polyphenols in Canarium album L. (Chinese olive) fruit, an interesting and functional fruit that has been cultivated for over 2000 years. The HT content of C. album fruit was 2.3–13 times higher than that of berries with a higher content of HT. 1-galloyl-β-d-glucose (βG) is the first intermediate and the key metabolite in the HT biosynthesis pathway. It is catalyzed by UDP-glucosyltransferases (UGTs), which are responsible for the glycosylation of gallic acid (GA) to form βG. Here, we first reported 140 UGTs in C. album. Phylogenetic analysis clustered them into 14 phylogenetic groups (A, B, D–M, P, and Q), which are different from the 14 typical major groups (A~N) of Arabidopsis thaliana. Expression pattern and correlation analysis showed that UGT84A77 (Isoform0117852) was highly expressed and had a positive correlation with GA and βG content. Prokaryotic expression showed that UGT84A77 could catalyze GA to form βG. These results provide a theoretical basis on UGTs in C. album, which will be helpful for further functional research and availability on HTs and polyphenols.

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