Synthesis of amide warhead containing coumarin derivatives as potential pancreatic lipase inhibitors: in silico and in vitro evaluation for obesity treatment

Yadav, Nisha; Paul, Atish T.

doi:10.1007/s00044-023-03124-9

Cited by 5 publications

(1 citation statement)

References 33 publications

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“…Recently, plant sources [ 39 , 40 ] have been extensively studied as PL inhibitors. In addition, synthetic PL-inhibiting molecules like thiazole–benzimidazole conjugates [ 41 ], quinazolinone hybrid analogs [ 42 ], coumarin derivatives [ 43 ], indole–thiazolidinedione hybrids [ 44 ], and salicylanilides [ 45 ] have also been reported. However, numerous studies, such as (Mudgil, 2022) [ 25 ] (Ketprayoon, 2021) [ 46 ] and (Esfandi, 2021) [ 47 ], have investigated the anti-lipase activity of peptides from protein sources.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Short α and β-Mixed Peptides with Excellent Anti-Lipase Activities

Ahmed,

Asif,

Arfan

et al. 2024

Molecules

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Obesity is a source of significant pathologies and deadly diseases, including heart disease, diabetes, and cancer. One of the most intriguing strategies in the hunt for new anti-obesity medications is the inhibition of pancreatic lipase (PL). This study presents a novel application of short α and β-mixed peptides as pancreatic lipase inhibitors. These peptides were synthesized in the solution phase and characterized using FTIR and 1H-NMR. L-proline is present in a high percentage of natural anti-lipase peptides and was used as a β-amino acid in this study to enhance anti-lipase activity and proteolytic stability. Moreover, L-α-proline was converted to β-amino acid derivatives using the Arndt–Eistert method with the advantage of stereo control at the α-carbon. The synthesized peptides with anti-lipase activity are N-Boc-β-Pro-Gly-OBz (93%), N-Boc-O-Bz-Tyr-β-Pro-β-Pro-Gly-OBz (92%), N-Boc-O-Bz-Tyr-β-Pro-COOH (91%), N-Boc-Phe-β-Pro-OCH3 (90%), and N-Boc-O-Bz-Tyr-β-Pro-OCH3 (89%). These peptides may function as lead molecules for further modification to more significant molecules, which can help control obesity.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Short α and β-Mixed Peptides with Excellent Anti-Lipase Activities

Ahmed,

Asif,

Arfan

et al. 2024

Molecules

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Exploration of the Mechanism of Guaijaverin in Inhibiting Pancreatic Lipase Based on Multispectral Method, Molecular Docking, and Oral Lipid Tolerance Test in Rats

Gao,

Jia,

et al. 2024

Luminescence

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This study aims to investigate the action mechanism of guaijaverin on pancreatic lipase from multiple perspectives and provide a theoretical basis for the search for new pancreatic lipase inhibitors. The inhibition of pancreatic lipase by guaijaverin was investigated through enzyme inhibition activity experiments, and the IC50 was calculated to determine the type of inhibition of guaijaverin. The mechanism of action was studied by measuring fluorescence, ultraviolet spectra, and circular dichroism. Molecular docking technology was used to explore the binding situation. In addition, in vivo oral lipid tolerance tests in rats were carried out to investigate the inhibitory effect of guaijaverin on pancreatic lipase. Guaijaverin inhibited pancreatic lipase up to 90.63%, confirming its excellent inhibitory ability. The inhibition type was noncompetitive inhibition in reversible inhibition. The multispectral experiments indicated that its quenching type was static quenching and guaijaverin changed the microenvironment and spatial conformation of pancreatic lipase. The molecular docking results showed that the minimum binding energy between the two compounds was −6.96 kcal/mol. In vivo experiments demonstrated that guaijaverin inhibits pancreatic lipase by reducing TG uptake in the body. Guaijaverin has excellent inhibitory effects on pancreatic lipase and has the potential to function as a pancreatic lipase inhibitor.

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Antilipase and antioxidant activities of topiramate-phenolic acid conjugates: Computational modelling, synthesis, and in-vitro investigations

Padhy,

Banerjee,

Sharma

et al. 2025

Biochemical and Biophysical Research Communications

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Synthesis of amide warhead containing coumarin derivatives as potential pancreatic lipase inhibitors: in silico and in vitro evaluation for obesity treatment

Cited by 5 publications

References 33 publications

Synthesis and Characterization of Short α and β-Mixed Peptides with Excellent Anti-Lipase Activities

Synthesis and Characterization of Short α and β-Mixed Peptides with Excellent Anti-Lipase Activities

Exploration of the Mechanism of Guaijaverin in Inhibiting Pancreatic Lipase Based on Multispectral Method, Molecular Docking, and Oral Lipid Tolerance Test in Rats

Antilipase and antioxidant activities of topiramate-phenolic acid conjugates: Computational modelling, synthesis, and in-vitro investigations

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