Novel flavonoids from Lonicera japonica flower buds and validation of their anti-hepatoma and hepatoprotective activity in vitro studies

Ge, Lanlan; Li, Jiemei; Wan, HL; Zhang, Keda; Wu, Wentao; Zou, Xiaoting; Wu, Shan; Zhou, Boping; Tian, Jun; Zeng, Xiaobin

doi:10.1016/j.indcrop.2018.08.073

Cited by 40 publications

(30 citation statements)

References 22 publications

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“…9 Previous phytochemical investigations have been reported for different types of chemical constituents, including avonoids, caffeoylquinic acids, iridoids, saponins, and other compounds. [9][10][11][12] Furthermore, caffeoylquinic acids are major constituents of L. japonica. 13,14 However, the caffeoylquinic acid derivatives form L. japonica and their anti-HBV activities are lacking in systematic research.…”

Section: Introductionmentioning

confidence: 99%

“…To clarify the anti-HBV activity of caffeoylquinic acids from the ower buds of L. japonica Thunb., as well as four new caffeoylquinic acids (1)(2)(3)(4), together with ve simple caffeic acids (5)(6)(7)(8)17), and fourteen known caffeoylquinic acids (9)(10)(11)(12)(13)(14)(15)(16)(18)(19)(20)(21)(22)(23) are systematically isolated and identied ( Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

“…1). More importantly, most caffeoylquinic acids exhibit signicantly anti-HBV activity, especially caffeoylquinic acids (6,7,(9)(10)(11)(12)17). Furthermore, compound 23 (tricaffeoylquinic acid) appear to promote HBsAg and HBeAg secretion, and HBV DNA replication.…”

Section: Introductionmentioning

confidence: 99%

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Novel caffeoylquinic acid derivatives from Lonicera japonica Thunb. flower buds exert pronounced anti-HBV activities

Wan

Tang

et al. 2018

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Novel caffeoylquinic acid derivatives from Lonicera japonica Thunb. flower buds exert pronounced anti-HBV activities

Wan

Tang

et al. 2018

RSC Adv.

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“…LJF has a complex chemical composition, consisting of organic acids, flavonoids, iridoids, saponins, essential oils, polysaccharides. New compounds have also been discovered, such as four japoflavone molecules (Ge et al, ). Due to its complex chemical composition, its mechanism of action is still unclear.…”

Section: Introductionmentioning

confidence: 99%

“…New compounds have also been discovered, such as four japoflavone molecules (Ge et al, 2018). Due to its complex chemical composition, its mechanism of action is still unclear.…”

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confidence: 99%

Plasma metabolomics analysis of endogenous and exogenous metabolites in the rat after administration of Lonicerae Japonicae Flos

Chen

et al. 2020

Biomedical Chromatography

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Lonicerae Japonicae Flos (LJF) is a typical herbal medicine and is used as a functional food. LJF, which has complex chemical compounds, has various biological effects. The global metabolomics, focusing on both the endogenous and exogenous metabolites, have not yet been investigated for LJF in normal healthy rats using LC–MS. In this study, plasma metabolomics was analyzed after the administration of LJF at different time intervals, and the exogenous metabolites were identified. Partial least squares discriminant analysis showed significant differences in chemical content in the dosed rats. Cholic acid, indoleacrylic acid, indolelactic acid, hippuric acid, N‐acetyl‐phenylalanine, and N‐acetyl‐serotonin significantly accumulated in the dosed rats. Lysophosphatidylethanolamine and lysophosphatidylcholine content, including plasmalogen, increased. There were 25 components of LJF, including 15 prototypes and 10 metabolites, that were identified. The 15 prototypes included phenolic acids, flavonoids, and iridoids, and their contents decreased with an increase in the administration time. Glucuronidation and sulfation of polyphenols were found for LJF. The exogenous glucuronide and sulfate metabolites—including dihydrocoumaric acid‐sulfate, dihydrocaffeic acid‐sulfate, dihydroferulic acid‐sulfate, apigenin‐glucuronide, apigenin‐glucuronide‐sulfate, isorhamnetin‐glucuronide‐sulfate, and others—were identified with a neutral loss of 176 and 80, respectively. The metabolic differences found in the study may serve as biomarkers of LJF consumption and promote the understanding of the mechanism of action of LJF.

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Improving liposolubility and lipid antioxidant activity of mangiferin through esterification by lipase

Yu,

Yang,

Qian

et al. 2024

Euro J Lipid Sci & Tech

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Mangiferin is one of the main bioactive ingredients in leaves of Mangifera indica. But the poor liposolubility and low bioavailability restrict its application. This study aimed to esterify mangiferin with lipase to improve its lipophilicity, and evaluate its antioxidant activity and hypoglycemic properties. Four fatty acids (palmitic acid, lauric acid, stearic acid, oleic acid) were selected for enzymatic esterification with mangiferin by single‐factor experiments. Under the following optimum reaction conditions of tetrahydrofuran (THF):tert‐amyl alcohol (2:1) was used as solvent, water activity was 0.31, TLIM lipase was 45 mg mL–1, The ratio of mangiferin to fatty acid was 1:50, and the substrates were pretreated by ultrasonic for 0.5 h, then reacted at 55°C for 21 h, the resulting conversion rates of mangiferin‐esterified derivatives exceeded 70.0%.Lipophilicity, antioxidant, and PTP1B inhibitory activity of mangiferin‐esterified derivatives were determined. The results demonstrated that compared with mangiferin, the ability to scavenge DPPH radicals decreased by about 9%, but the lipophilicity was increased by 10–30 times, and the lipid antioxidant capacity was also improved significantly. Moreover, the inhibitory activity of protein tyrosine phosphatase 1B (PTP1B) exhibited minimal alteration. This indicates that esterification can not only improve the lipophilicity of mangiferin, but also improve its lipid antioxidant capacity.Practical Applications: In the study, a series of mangiferin‐esterified derivatives were synthesized and their lipophilicity, antioxidant properties, and PTP1B inhibitory activity were determined. The results indicated that, compared with the untreated mangiferin, the mangiferin‐esterified derivatives exhibited superior lipid antioxidant and hypoglycemic activities. Furthermore, the enzymatic esterification method employed in this study offered greater economic and environmental advantages when compared to chemical catalysis. Therefore, the preparation of mangiferin derivatives through enzymatic esterification were deemed feasible with potential application value for enhancing lipid antioxidant capacity in high‐fat foods.

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Novel flavonoids from Lonicera japonica flower buds and validation of their anti-hepatoma and hepatoprotective activity in vitro studies

Cited by 40 publications

References 22 publications

Novel caffeoylquinic acid derivatives from Lonicera japonica Thunb. flower buds exert pronounced anti-HBV activities

Novel caffeoylquinic acid derivatives from Lonicera japonica Thunb. flower buds exert pronounced anti-HBV activities

Plasma metabolomics analysis of endogenous and exogenous metabolites in the rat after administration of Lonicerae Japonicae Flos

Improving liposolubility and lipid antioxidant activity of mangiferin through esterification by lipase

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