Phenolic constituents of Canarium album

Xiang, Zhaobao; Chen, Haisheng; Jin, Yong‐Sheng; Wang, Guangli; Xiang, Liuxin; Chen, Wei

doi:10.1007/s10600-010-9543-3

Cited by 17 publications

(7 citation statements)

References 3 publications

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“…Nine known compounds (Figure ) were identified as butein ( 4 ), okanin ( 5 ), isoliquiritigenin ( 6 ), maritimetin ( 7 ), taxifolin ( 8 ), isookanin ( 9 ), marein ( 10 ), sachalinoside B ( 11 ), and 2-phenylethyl-β- d -glucoside ( 12 ), respectively, by comparing their physical and spectroscopic data with those reported in the literature.…”

Section: Resultsmentioning

confidence: 99%

“…Consequently, the structure of compound 3 was characterized as 2,3-dihydroxy-4-formoxyl-1-O-β-D-glucopyranoside and informally named coretinphencone (Figure 1). Nine known compounds (Figure 1) were identified as butein (4), 18 okanin (5), 19 isoliquiritigenin (6), 18 maritimetin (7), 20 taxifolin (8), 21 isookanin (9), 22 marein (10), 11 sachalinoside B (11), 23 and 2-phenylethyl-β-D-glucoside (12), 24 respectively, by comparing their physical and spectroscopic data with those reported in the literature.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

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New Phenolic Compounds from Coreopsis tinctoria Nutt. and Their Antioxidant and Angiotensin I-Converting Enzyme Inhibitory Activities

Wang

Chen

Yang

et al. 2014

J. Agric. Food Chem.

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Three new phenolic compounds, coretinphenol (1), coretincone (2), and coretinphencone (3), were isolated from the buds of Coreopsis tinctoria Nutt., together with nine known compounds, including butein (4), okanin (5), isoliquiritigenin (6), maritimetin (7), taxifolin (8), isookanin (9), marein (10), sachalinoside B (11), and 2-phenylethyl-β-d-glucoside (12). The chemical structures of these compounds were elucidated by extensive spectroscopic analysis and on the basis of their chemical reactivity. This work represents the first recorded example of the isolation of compounds 1–3, 6, 7, 9, 11, and 12 from C. tinctoria. Compounds 5–9 showed strong diphenyl(2,4,6-trinitrophenyl)iminoazanium (DPPH) radical-scavenging activity, with IC50 values of 3.35 ± 0.45, 9.6 ± 2.32, 4.12 ± 0.21, 6.2 ± 0.43, and 7.9 ± 0.53 μM, respectively. Compounds 2 and 8 exhibited angiotensin I-converting enzyme inhibitory activity, with IC50 values of 228 ± 4.47 and 145.67 ± 3.45 μM, respectively. The activities of phenolic compounds isolated from C. tinctoria support the medicinal use of this plant in the prevention of cardiovascular diseases.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

New Phenolic Compounds from Coreopsis tinctoria Nutt. and Their Antioxidant and Angiotensin I-Converting Enzyme Inhibitory Activities

Wang

Chen

Yang

et al. 2014

J. Agric. Food Chem.

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“…These pharmacological characteristics have been attributed to a high concentration of a polyphenol component, with a total phenolic content of 280.5 mg gallic acid equivalents (GAE)/g dry weight (DW), which was the strongest antioxidant activity of 68 Chinese herbs that were investigated (Liu and others ). Phytochemical studies have revealed the presence of phenolic compounds (He and Xia ; He and others , ; Xiang and others ), flavonoids (Xiang and others ), and triterpenoids (Ito and others ) in the Chinese olive fruit.…”

Section: Introductionmentioning

confidence: 99%

Physicochemical Properties and Antioxidant Capacity of Chinese Olive (Canarium album L.) Cultivars

Chang

Chen

et al. 2017

Journal of Food Science

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In this study, the physicochemical characteristics and antioxidant potentials of 10 Chinese olive cultivars were investigated. Considerable differences were found between cultivars in weight, edible yield, water content, size, shape, total soluble solids, and total titratable acidity. The major sugars and organic acids in all the cultivars were glucose, fructose, and malic acid. Phenolics were the most abundant antioxidants (1174.0 to 1799.6 mg gallic acid equivalents/100 g fresh weight). Twelve phenolic compounds were identified and quantified by UPLC-MS/MS. Six compounds were identified first in the Chinese olive, with 3-O-galloylquinic acid and geraniin isomers as the most abundant compounds. The results also indicated that the phenolic content (TPC) correlated with the antioxidant properties of Chinese olive fruit extracts. A principal component analysis indicated that the Tantou and Tanxiang cultivars were a valuable source, with high TPC and antioxidant activity, whereas Maken22, Changying, and Green changying cultivars may be eaten fresh and had high sugar and low phenolic contents. This information will be useful for selecting suitable cultivars for industry and the market.

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“…C. album , a functional fruit rich in polyphenols, originates from southeast China and has been introduced to other tropical and subtropical Asian regions, including Vietnam, Malaysia, and Japan [ 27 , 28 , 29 ]. It contains many phenolic compounds [ 30 , 31 , 32 , 33 , 34 ], which are responsible for some pharmacological functions, such as antibacterial, antiviral, and anti-inflammatory activities [ 35 , 36 , 37 ]. The total phenolic content (TPC) reaches 1291 mg gallic acid equivalent (GAE)/100 g·FW [ 33 ], which is much higher than that of many other fruits, such as Chinese date, cranberry, sweetsop, apple, guava, strawberry, pomegranate, and persimmon [ 38 , 39 ].…”

Section: Introductionmentioning

confidence: 99%

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

Zhang

Qiu

et al. 2021

Molecules

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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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Phenolic constituents of Canarium album

Cited by 17 publications

References 3 publications

New Phenolic Compounds from Coreopsis tinctoria Nutt. and Their Antioxidant and Angiotensin I-Converting Enzyme Inhibitory Activities

New Phenolic Compounds from Coreopsis tinctoria Nutt. and Their Antioxidant and Angiotensin I-Converting Enzyme Inhibitory Activities

Physicochemical Properties and Antioxidant Capacity of Chinese Olive (Canarium album L.) Cultivars

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

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