2-(2-Phenylethyl)chromone derivatives: Promising α-glucosidase inhibitors in agarwood from Aquilaria filaria

Mi, Cheng-Neng; Yuan, Jing-Zhe; Zhu, Manman; Yang, Li; Wei, Yan-Mei; Wang, Hao; Long, Wenxing; Mei, Wen‐Li; Dai, Hao‐Fu

doi:10.1016/j.phytochem.2020.112578

Cited by 21 publications

(9 citation statements)

References 29 publications

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“…6 The importance of agarwood in traditional medicine has attracted widespread attention over the past decades. A range of bioactivities, including α-glucosidase inhibitory effects, 7,8 anti-inflammatory, 9,10 cytotoxicity, 11,12 antimicrobial, 13 neuroprotective 14 and acetyl-cholinesterase inhibitory effects 15 have been reported for the compounds or extracts of agarwood. 16 Phytochemical investigation disclosed that agarwood contains two major types of components, namely, sesquiterpenes and 2-(2-phenethyl)chromones.…”

Section: Introductionmentioning

confidence: 99%

Spiroaquilarenes A–E: unprecedented anti-inflammatory sesquiterpene polymers from agarwood of Aquilaria sinensis

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Spiroaquilarenes A–E: unprecedented anti-inflammatory sesquiterpene polymers from agarwood of Aquilaria sinensis

et al. 2022

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“…These therapeutic drugs have been widely used in clinical trials because of their own characteristics in hypoglycemic control. For example, α-glucosidase inhibitors have been used to control postprandial glucose levels caused by type 2 diabetes since 1990 (Ríos et al, 2015;Flores-Bocanegra et al, 2017;Santos et al, 2018;Dhameja and Gupta, 2019;Usman et al, 2019;Mi et al, 2021;Tuyen et al, 2021). Acarbose (Chiasson et al, 2002) and miglitol (Satoru et al, 2015), which were clinically used for treating type 2 diabetes, may control blood glucose levels by targeting α-amylases and α-glucosidases (Lyann et al, 2010;Ren et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

Targeting N-Terminal Human Maltase-Glucoamylase to Unravel Possible Inhibitors Using Molecular Docking, Molecular Dynamics Simulations, and Adaptive Steered Molecular Dynamics Simulations

et al. 2021

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There are multiple drugs for the treatment of type 2 diabetes, including traditional sulfonylureas biguanides, glinides, thiazolidinediones, α-glucosidase inhibitors, glucagon-like peptide-1 (GLP-1) receptor agonists, dipeptidyl peptidase IV (DPP-4) inhibitors, and sodium-glucose cotransporter 2 (SGLT2) inhibitors. α-Glucosidase inhibitors have been used to control postprandial glucose levels caused by type 2 diabetes since 1990. α-Glucosidases are rather crucial in the human metabolic system and are principally found in families 13 and 31. Maltase-glucoamylase (MGAM) belongs to glycoside hydrolase family 31. The main function of MGAM is to digest terminal starch products left after the enzymatic action of α-amylase; hence, MGAM becomes an efficient drug target for insulin resistance. In order to explore the conformational changes in the active pocket and unbinding pathway for NtMGAM, molecular dynamics (MD) simulations and adaptive steered molecular dynamics (ASMD) simulations were performed for two NtMGAM-inhibitor [de-O-sulfonated kotalanol (DSK) and acarbose] complexes. MD simulations indicated that DSK bound to NtMGAM may influence two domains (inserted loop 1 and inserted loop 2) by interfering with the spiralization of residue 497–499. The flexibility of inserted loop 1 and inserted loop 2 can influence the volume of the active pocket of NtMGAM, which can affect the binding progress for DSK to NtMGAM. ASMD simulations showed that compared to acarbose, DSK escaped from NtMGAM easily with lower energy. Asp542 is an important residue on the bottleneck of the active pocket of NtMGAM and could generate hydrogen bonds with DSK continuously. Our theoretical results may provide some useful clues for designing new α-glucosidase inhibitors to treat type 2 diabetes.

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“…The anti‐inflammatory, [7,38–51] AChE inhibitory, [10,42,47,48,52–55] antioxidant, [9,17] cytotoxic, [6,10,54,56,57] PPARγ partial agonist, [58] tyrosinase inhibitory, [59] neuroprotective, [5,60] α ‐glucosidase inhibitory, [61,62] and antibacterial activities [10,6,54,63] of various FHPECs.…”

Section: Multi‐bioactivities Of Pec Derivativesmentioning

confidence: 99%

Chemical and Bioactivity Diversity of 2‐(2‐Phenylethyl)chromones in Agarwood: A Review

Meng

Chen

et al. 2022

Chemistry & Biodiversity

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2‐(2‐Phenylethyl)chromone derivatives are regarded as key components in agarwood. An oxygen‐containing heterocycle with a benzoannelated γ‐pyrone moiety form the bioactive core of 2‐(2‐phenylethyl)chromones. With different substituents and positions, 2‐(2‐phenylethyl)chromone derivatives exhibit diverse biological properties, such as antioxidant, antimicrobial, neuroprotective, anti‐inflammatory, and acetylcholinesterase inhibitory activities. In this review, we summarized the studies (from January 1976 to September 2021) on phytochemistry, bioactivity and quality control of 2‐(2‐phenylethyl)chromones. These studies aimed to clarify the chemical specificity, diversity and structure‐activity relationship of 2‐(2‐phenylethyl)chromones. In addition, we assumed that diverse factors such as tree species, induction methods and formation time contribute to the chemical diversity of 2‐(2‐phenylethyl)chromones. Furthermore, this review contends that different types of 2‐(2‐phenylethyl)chromones should be utilized in the quality control methods of agarwood.

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2-(2-Phenylethyl)chromone derivatives: Promising α-glucosidase inhibitors in agarwood from Aquilaria filaria

Cited by 21 publications

References 29 publications

Spiroaquilarenes A–E: unprecedented anti-inflammatory sesquiterpene polymers from agarwood of Aquilaria sinensis

Spiroaquilarenes A–E: unprecedented anti-inflammatory sesquiterpene polymers from agarwood of Aquilaria sinensis

Targeting N-Terminal Human Maltase-Glucoamylase to Unravel Possible Inhibitors Using Molecular Docking, Molecular Dynamics Simulations, and Adaptive Steered Molecular Dynamics Simulations

Chemical and Bioactivity Diversity of 2‐(2‐Phenylethyl)chromones in Agarwood: A Review

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