Identification of caffeoylquinic acid derivatives as natural protein tyrosine phosphatase 1B inhibitors from Artemisia princeps

Zhang, Jie; Sasaki, Tatsunori; Li, Wei; Nagata, Kazuya; Higai, Koji; Feng, Feng; Wang, Jian; Koike, Kazuo

doi:10.1016/j.bmcl.2018.02.052

Cited by 18 publications

(11 citation statements)

References 28 publications

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“…In the year 2018, 10 CQAs from leaves of Artemisia princeps Pamp. (Asteraceae) were identified as PTP1B inhibitors, among which 5-CQA ( 9 ) possessed significant inhibitory activity (IC 50 = 11.1 μM) . The molecular docking revealed that compound 9 was binding at the allosteric site of PTP1B (Figure ); thus, 5-CQA ( 9 ) proved to be a promising antidiabetic agent.…”

Section: Biological Activities Of Natural Cqasmentioning

confidence: 99%

Current Advances in Naturally Occurring Caffeoylquinic Acids: Structure, Bioactivity, and Synthesis

Liu

Zhang

et al. 2020

J. Agric. Food Chem.

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Caffeoylquinic acids (CQAs) are a broad class of secondary metabolites that have been found in edible and medicinal plants from various families. It has been 100 years since the discovery of chlorogenic acid in 1920. In recent years, a number of naturally derived CQAs have been isolated and structurally elucidated. Accumulated evidence demonstrate that CQAs have a wide range of biological activities, such as antioxidation, antibacterial, antiparasitic, neuroprotective, anti-inflammatory, anticancer, antiviral, and antidiabetic effects. Up to date, some meaningful progresses on the biosynthesis and total synthesis of CQAs have also been made. Therefore, it is necessary to comprehensively summarize the structure, biological activity, biosynthesis, and chemical synthesis of CQAs. This review provides extensive coverage of naturally occurring CQAs discovered from 1990 until 2020. Modern isolation techniques, chemical data (including structure, biosynthesis, and total synthesis), and bioactivity are summarized. This would be helpful for further research of CQAs as potential pharmaceutical agents.

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Section: Biological Activities Of Natural Cqasmentioning

confidence: 99%

Current Advances in Naturally Occurring Caffeoylquinic Acids: Structure, Bioactivity, and Synthesis

Liu

Zhang

et al. 2020

J. Agric. Food Chem.

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“…26 In addition, derivatives of caffeoylquinic acid from Artemisia princeps leaves were identified as natural inhibi-tors of the tyrosine phosphatase 1B protein, a potential therapy for diabetes, obesity and cancer. 27 But RT polyphenolic extract not only contains caffeoylquinic acid derivatives, but other phytochemicals previously described with therapeutic potential, such as flavonoids or pigments. Begonia nelumbiifolia methanolic extract, containing organic acids, carotenoids and flavonoids (oxalic acid, ascorbic acid, lutein, β-carotene, quercetin and rutin), presented antioxidant and anti-α-GLU activity.…”

Section: Papermentioning

confidence: 99%

Rock tea (Jasonia glutinosa(L.) DC.) polyphenolic extract inhibits triglyceride accumulation in 3T3-L1 adipocyte-like cells and obesity related enzymesin vitro

et al. 2020

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“…There is no previous report on the presence of three DCQ acid isomers (isochlorogenic acids A-C) in A. ciniformis, but these phytochemicals have been proven to be present in some other species of the genus like A. pectinata, A. selengensis and A. annua. [20][21][22] The compounds have shown valuable effects such as inhibition of natural protein tyrosine phosphatase 1B, 23 α-Amylase and αglucosidase, 24 aldose reductase, 25 potent activity against HBV DNA replication, 26 and antioxidant activity 21,27 in different species of Artemisia. 3,4-DCQ is known as a strong inhibitor of the peroxidation process.…”

Section: Discussionmentioning

confidence: 99%

Dicaffeoylquinic Acids from the Aerial Parts of Artemisia ciniformis Krasch. & Popov ex Poljakov

2019

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Background: Artemisia ciniformis (A. ciniformis) belongs to the genus Artemisia and grows at northeast of Iran. The current phytochemical study was carried out on the most potent extract in cell-free antioxidant assays. Methods: Hydroethanolic extract of the aerial parts was fractionated using vacuum-liquid chromatography (VLC). The selected fraction from the previous cell-free antioxidant study was purified by semi-preparative HPLC. The structures of isolated compounds were identified using one- and two-dimensional NMR and ESIMS techniques. Results: Three identified compounds in this study were the known isomers of dicaffeoylquinic acid (DCQ), including 3,5- DCQ (isochlorogenic acid A), 3,4-DCQ (isochlorogenic acid B) and 4,5-DCQ (isochlorogenic acid C). Conclusion: The outstanding free radical scavenging potential in the hydroethanolic extract of A. ciniformis might be partly related to the presence of isochlorogenic acid derivatives.

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Identification of caffeoylquinic acid derivatives as natural protein tyrosine phosphatase 1B inhibitors from Artemisia princeps

Cited by 18 publications

References 28 publications

Current Advances in Naturally Occurring Caffeoylquinic Acids: Structure, Bioactivity, and Synthesis

Current Advances in Naturally Occurring Caffeoylquinic Acids: Structure, Bioactivity, and Synthesis

Rock tea (Jasonia glutinosa(L.) DC.) polyphenolic extract inhibits triglyceride accumulation in 3T3-L1 adipocyte-like cells and obesity related enzymesin vitro

Dicaffeoylquinic Acids from the Aerial Parts of Artemisia ciniformis Krasch. & Popov ex Poljakov

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