BIOMAT Database Logo BIOMAT Database Logo

Pyrano[2,3-b]chromone derivatives as novel dual inhibitors of α-glucosidase and α-amylase: Design, synthesis, biological evaluation, and in silico studies. 2024

Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran.

Inhibition of α-glucosidase and α-amylase is an important target for treatment of type 2 diabetes. In this work, a novel series of pyrano[2,3-b]chromene derivatives 5a-m was designed based on potent α-glucosidase and α-amylase inhibitors and synthesized by simple chemical reactions. These compounds were evaluated against the latter enzymes. Most of the title compounds exhibited high inhibitory activity against α-glucosidase and α-amylase in comparison to standard inhibitor (acarbose). Representatively, the most potent compound, 4-methoxy derivative 5d, was 30.4 fold more potent than acarbose against α-glucosidase and 6.1 fold more potent than this drug against α-amylase. In silico molecular modeling demonstrated that compound 5d attached to the active sites of α-glucosidase and α-amylase with a favorable binding energies and established interactions with important amino acids. Dynamics of compound 5d also showed that this compound formed a stable complex with the α-glucosidase active site. In silicodrug-likeness as well as ADMET prediction of this compound was also performed and satisfactory results were obtained.

UI MeSH Term Description Entries

Related Publications

Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
In Silico Design, Synthesis, and Evaluation of Novel Enantiopure Isoxazolidines as Promising Dual Inhibitors of α-Amylase and α-Glucosidase.
January 2024, Molecules (Basel, Switzerland),
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Synthesis, biological evaluation and molecular docking studies of chromone hydrazone derivatives as α-glucosidase inhibitors.
July 2017, Bioorganic & medicinal chemistry letters,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Discovery of novel flavonoid derivatives as potential dual inhibitors against α-glucosidase and α-amylase: virtual screening, synthesis, and biological evaluation.
June 2023, Molecular diversity,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Design, synthesis and biological evaluation of novel coumarin thiazole derivatives as α-glucosidase inhibitors.
April 2016, Bioorganic chemistry,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Novel cinnamic acid magnolol derivatives as potent α-glucosidase and α-amylase inhibitors: Synthesis, in vitro and in silico studies.
November 2021, Bioorganic chemistry,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Design, Synthesis, In Silico Testing, and In Vitro Evaluation of Thiazolidinone-Based Benzothiazole Derivatives as Inhibitors of α-Amylase and α-Glucosidase.
September 2022, Pharmaceuticals (Basel, Switzerland),
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Design, synthesis and α-amylase inhibitory activity of novel chromone derivatives.
October 2017, Bioorganic chemistry,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Identification of benzothiazole-rhodanine derivatives as α-amylase and α-glucosidase inhibitors: Design, synthesis, in silico, and in vitro analysis.
August 2022, Journal of molecular recognition : JMR,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Design, synthesis and biological evaluation of chromone derivatives as novel protein kinase CK2 inhibitors.
August 2022, Bioorganic & medicinal chemistry letters,
Elnaz Farzaneh, and Mohammad Mohammadi, and Pooya Raymand, and Milad Noori, and Sahand Golestani, and Sara Ranjbar, and Younes Ghasemi, and Maryam Mohammadi-Khanaposhtani, and Mehdi Asadi, and Ensieh Nasli Esfahani, and Hossein Rastegar, and Bagher Larijani, and Mohammad Mahdavi, and Parham Taslimi
Synthesis, biological activities, and molecular docking studies of triazolo[4,3-b]triazine derivatives as a novel class of α-glucosidase and α-amylase inhibitors.
March 2024, Archiv der Pharmazie,
Copied contents to your clipboard!