Design, synthesis, and evaluation of benzofuran-based chromenochalcones for antihyperglycemic and antidyslipidemic activities
- PMID: 36970150
- PMCID: PMC10033782
- DOI: 10.1039/d2md00341d
Design, synthesis, and evaluation of benzofuran-based chromenochalcones for antihyperglycemic and antidyslipidemic activities
Abstract
A series of benzofuran-based chromenochalcones (16-35) were synthesized and evaluated for in vitro and in vivo antidiabetic activities in L-6 skeletal muscle cells and streptozotocin (STZ)-induced diabetic rat models, respectively, and further in vivo dyslipidemia activity of the compounds was evaluated in a Triton-induced hyperlipidemic hamster model. Among them, compounds 16, 18, 21, 22, 24, 31, and 35 showed significant glucose uptake stimulatory effects in skeletal muscle cells and were further evaluated for in vivo efficacy. Compounds 21, 22, and 24 showed a significant reduction in blood glucose levels in STZ-induced diabetic rats. Compounds 16, 20, 21, 24, 28, 29, 34, 35, and 36 were found active in antidyslipidemic studies. Furthermore, compound 24 effectively improved the postprandial and fasting blood glucose levels, oral glucose tolerance, serum lipid profile, serum insulin level, and the HOMA-index of db/db mice, following 15 days of successive treatment.
This journal is © The Royal Society of Chemistry.
Conflict of interest statement
The authors have declared that there is no conflict of interest.
Figures
![Fig. 1](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f1.gif)
![Scheme 1](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-s1.gif)
![Scheme 2](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-s2.gif)
![Scheme 3](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-s3.gif)
![Fig. 2](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f2.gif)
![Fig. 3](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f3.gif)
![Fig. 4](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f4.gif)
![Fig. 5](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f5.gif)
![Fig. 6](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f6.gif)
![Fig. 7](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f7.gif)
![Fig. 8](https://www.ncbi.nlm.nih.gov/pmc/articles/instance/10033782/bin/d2md00341d-f8.gif)
Similar articles
-
In vivo Antihyperglycemic and Antidyslipidemic Effects of L-Tartaric Acid.Cardiovasc Hematol Disord Drug Targets. 2022 Dec 2. doi: 10.2174/1871529X23666221202091848. Online ahead of print. Cardiovasc Hematol Disord Drug Targets. 2022. PMID: 36464866
-
Pregnane-Oximino-Alkyl-Amino-Ether Compound as a Novel Class of TGR5 Receptor Agonist Exhibiting Antidiabetic and Anti-Dyslipidemic Activities.Pharmacology. 2022;107(1-2):54-68. doi: 10.1159/000519721. Epub 2021 Nov 23. Pharmacology. 2022. PMID: 34814141
-
Pharmacological evaluation of aqueous extract of syzigium cumini for its antihyperglycemic and antidyslipidemic properties in diabetic rats fed a high cholesterol diet-Role of PPARγ and PPARα.Biomed Pharmacother. 2017 May;89:447-453. doi: 10.1016/j.biopha.2017.02.048. Epub 2017 Feb 27. Biomed Pharmacother. 2017. PMID: 28249245
-
In vivo hypoglycemic, antihyperglycemic and antidyslipidemic effects of the solvent fractions of Hagenia abyssinica leaves in mice.Metabol Open. 2021 Oct 14;12:100139. doi: 10.1016/j.metop.2021.100139. eCollection 2021 Dec. Metabol Open. 2021. PMID: 34712947 Free PMC article.
-
Antidiabetic and Antidyslipidemic Effects of Artemisia mesatlantica, an Endemic Plant from Morocco.Cardiovasc Hematol Disord Drug Targets. 2023;23(1):50-63. doi: 10.2174/1871529X23666230803113616. Cardiovasc Hematol Disord Drug Targets. 2023. PMID: 37534785
Cited by
-
Synthesis and Cytotoxic Activity of Quinazoline-benzofuran Conjugates.Curr Org Synth. 2024;21(7):928-940. doi: 10.2174/1570179420666230623113535. Curr Org Synth. 2024. PMID: 37357511
References
-
- Enoki T. Ohnogi H. Nagamine K. Kudo Y. Sugiyama K. Tanabe M. Kobayashi E. Sagawa H. Kato I. J. Agric. Food Chem. 2007;55:6013–6017. doi: 10.1021/jf070720q. - DOI - PubMed
- Chen R. M. Hu L. H. An T. Y. Li J. Shen Q. Bioorg. Med. Chem. Lett. 2002;12:3387–3390. doi: 10.1016/S0960-894X(02)00757-6. - DOI - PubMed
- Severi F. Benvenuti S. Costantino L. Vampa G. Melegari M. Antolini L. Eur. J. Med. Chem. 1998;33:859–866. doi: 10.1016/S0223-5234(99)80010-5. - DOI
- Satyanarayana M. Tiwari P. Tripathi B. K. Srivastava A. K. Pratap R. Bioorg. Med. Chem. 2004;12:883–889. doi: 10.1016/j.bmc.2003.12.026. - DOI - PubMed
- Shukla P. Singh A. B. Srivastava A. K. Pratap R. Bioorg. Med. Chem. Lett. 2007;17:799–802. doi: 10.1016/j.bmcl.2006.10.068. - DOI - PubMed
- Shukla P. Srivastava S. P. Srivastava R. Rawat A. K. Srivastava A. K. Pratap R. Bioorg. Med. Chem. Lett. 2011;21:3475–3478. doi: 10.1016/j.bmcl.2011.03.057. - DOI - PubMed
LinkOut - more resources
Full Text Sources
Miscellaneous