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Volume 18, Issue 4
  • ISSN: 2212-7968
  • E-ISSN: 1872-3136

Abstract

Background

Numerous natural products have been successfully developed for clinical use in the treatment of human diseases in almost every therapeutic area.

Objective

This work aimed to synthesize some new analogs of carlina oxide by functionalizing the fifth position of the furan by different acyl groups using the Friedel-Crafts acylation approach. The synthetic analogs and carlina oxide were then assessed for their anti-inflammatory activity and alpha-amylase inhibition effect.

Methods

The new analogs were synthesized at room temperature using different anhydrides with the presence of boron trifluoride diethyl etherate (BFEtO) as an acid catalyst. A protein denaturation assay was performed to evaluate the anti-inflammatory activity, while the study was conducted using the Molecular Operating Environment (MOE) with different types of alpha-amylase sources, such as human salivary pancreatic alpha-amylase and alpha-amylase (PDB: 1Q4N, 5EMY, 7P4W respectively).

Results

A total of four analogs of carlina oxide were obtained in yields of 60-7% and then identified with 1H and 13C NMR analysis. Additionally, analog exhibited a better anti-inflammatory effect with an IC of 0.280 mg/mL. However, the study showed that all the synthetic analogs have different interactions with human salivary alpha-amylase (1Q4N) and other interactions with 5EMY and 7P4W.

Conclusion

The new analogs of carlina oxide have the potential to serve as an alternative agent for alpha-amylase inhibition, contributing to the reduction of postprandial hyperglycemia.

© 2024 Bentham Science Publishers
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2024-10-23
2025-01-31

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Hemisynthesis, Anti-Inflammatory, and In-silico Alpha-Amylase Inhibition of Novel Carlina Oxide Analogs
Curr Chem Biol 18, 249 (2024); https://doi.org/10.2174/0122127968313911241007040045
/content/journals/ccb/10.2174/0122127968313911241007040045
/content/journals/ccb/10.2174/0122127968313911241007040045
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  • Article Type:     Research Article
Keyword(s): alpha-amylase inhibition; anti-inflammatory activity; Carlina oxide; diabetes; Friedel-Crafts acylation; postprandial hyperglycemia

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