Inhibitory Effect of Persimmon Tannin on Pancreatic Lipase and the Underlying Mechanism in Vitro

Zhu, Wei; Jia, Yangyang; Peng, Jinming; Li, Chunmei

doi:10.1021/acs.jafc.8b00850

Cited by 40 publications

(34 citation statements)

References 51 publications

(74 reference statements)

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“…There is a lack of research on the interaction between proteins and tannins from Terminalia Linn., but the tannin extracted from persimmon fruits has been reported to have a high affinity to pancreatic lipase and possessed pancreatic lipase inhibition with IC50 of 0.44 mg/mL. Molecular docking showed that this interaction is mainly caused by the hydrogen bonding and π - π stacking [195]. It has been demonstrated that the very simple tannin methyl gallate was able to stack with itself or with caffeine [10].…”

Section: Biological Activitymentioning

confidence: 99%

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Zhang

Liang

Zhou

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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Objectives Tannins with complex structures are important plant resources, which are abundant in the genus Terminalia. Various Terminalia species have been playing an important role in traditional medicine system. A systematic scoping review of Terminalia Linn. research literature for tannins was conducted to summarize the structures of tannins and analysis fragmentation pathway characteristics, which could provide references for the structural analysis of tannins from Terminalia Linn. Methods After an update of the literature search up to September 2018, the terms of Terminalia in all publications were analyzed. Electronic searches were conducted in scifinder and PubMed, and the information from 197 articles in all with regard to the tannin structure study was extracted. Results The compounds of 82 tannins from the genus Terminalia were reviewed. According to the structural differences, they can be divided into three categories, hydrolysable tannins, condensed tannins, and complex tannins, respectively. The fragmentation pathways of 46 identified tannins were analyzed, and the fragmentation rules of tannins were speculated according to different types. Conclusion This review has attracted attention to the active substances in this species such as the tannins summarized in further study. How to improve the extraction and purification technology of tannins from genus Terminalia is an urgent problem to be solved.

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Section: Biological Activitymentioning

confidence: 99%

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Zhang

Liang

Zhou

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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“…Numerous studies have shown that the stability of polyphenols is related to the number of hydroxyl groups, degree of polymerization, and molecular weight (Esteruelas et al, 2011;Millet et al, 2017;Siebert, 2009). More galloyl groups, hydroxyl groups, and a higher degree of polymerization make polyphenols combine with proteins more easily (Zhu et al, 2018). In our study, the decreased amount of procyanidin B 2 was markedly higher than that of (?…”

Section: Changes In Phenolic Compounds During the Storage Of Cloudy Litchi Juicementioning

confidence: 38%

Protein and polyphenols involved in sediment formation in cloudy litchi juice

Zhang

Xiao

et al. 2019

Food Sci Biotechnol

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Sedimentation is a major issue in juice production. This paper aims to study the mechanisms of precipitate formation during the storage of cloudy litchi juice. The sediment concentration, relative turbidity, and f potential were analyzed. The supernatant and sediment were separated to determine the contents of proteins and phenolics. The results showed that the amount of sediment increased during the storage. In addition, the total protein and total phenolic content in the supernatant decreased, whereas the glutelin and total phenolic contents in the sediment increased significantly (p \ 0.05). Moreover, our results showed that the amounts of procyanidin B 2 and quercetin-3-O-rutinose-7-O-rhamnoside in the supernatant decreased noticeably. However, these two substances could not be detected in the sediment. In summary, the formation of sediment from litchi juice is mainly caused by the slow denaturation of proteins and the oxidation of procyanidin B 2 and quercetin-3-O-rutinose-7-O-rhamnoside.

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“…Thus, the association reaction between a protein and a bioactive molecule can be investigated with the help of fluorescence spectroscopy. Seven tryptophan residues (Trp 17, Trp 30, Trp 85, Trp 106, Trp 252, Trp 338 and Trp 402) cause the major intrinsic fluorescence properties to the PL (Zhu et al., 2018). The effects of the synthesized analogues ( 6d and 6e ) in the fluorescence quenching of PL were evaluated and the results are depicted in Figure 6, Supplementary Data and Table 3.…”

Section: Resultsmentioning

confidence: 99%

Design, synthesis and biological evaluation of N‐substituted indole‐thiazolidinedione analogues as potential pancreatic lipase inhibitors

2021

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Pancreatic Lipase (PL) is a key enzyme responsible for the digestion of 50%–70% of dietary triglycerides, hence its inhibition is considered as a viable approach for the management of obesity. A series of indole‐TZD hybrid analogues were synthesized, characterized and evaluated for their PL inhibitory activity. Knoevenagel condensation of various substituted indole‐3‐carboxaldehyde with substituted thiazolidinediones resulted in the formation of titled analogues. Analogues 6d and 6e exerted potent PL inhibitory activity (IC50‐6.19 and 8.96 µM, respectively). Further, these analogues exerted a competitive mode of PL inhibition. Moreover, molecular modelling studies were in agreement with the in vitro results (Pearson's r = .8682, p < .05). The fluorescence spectroscopic analysis further supported the strong binding affinity of these analogues with PL. A molecular dynamics study (20 ns) indicated that these analogues were stable in a dynamic environment. Thus, the present study highlighted the potential role of indole‐thiazolidinedione hybrid analogues as potential PL inhibitors and further optimization might result in the development of new PL inhibitory lead candidates.

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Inhibitory Effect of Persimmon Tannin on Pancreatic Lipase and the Underlying Mechanism in Vitro

Cited by 40 publications

References 51 publications

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Protein and polyphenols involved in sediment formation in cloudy litchi juice

Design, synthesis and biological evaluation of N‐substituted indole‐thiazolidinedione analogues as potential pancreatic lipase inhibitors

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