Chlorogenic acid and synthetic chlorogenic acid derivatives: novel inhibitors of hepatic glucose-6-phosphate translocase - PubMed (original) (raw)
. 1997 Jan 17;40(2):137-45.
doi: 10.1021/jm9607360.
Affiliations
- PMID: 9003513
- DOI: 10.1021/jm9607360
Chlorogenic acid and synthetic chlorogenic acid derivatives: novel inhibitors of hepatic glucose-6-phosphate translocase
H Hemmerle et al. J Med Chem. 1997.
Abstract
The enzyme system glucose-6-phosphatase (EC 3.1.3.9) plays a major role in the homeostatic regulation of blood glucose. It is responsible for the formation of endogenous glucose originating from gluconeogenesis and glycogenolysis. Recently, chlorogenic acid was identified as a specific inhibitor of the glucose-6-phosphate translocase component (Gl-6-P translocase) of this enzyme system in microsomes of rat liver. Glucose 6-phosphate hydrolysis was determined in the presence of chlorogenic acid or of new synthesized derivatives in intact rat liver microsomes in order to assess the inhibitory potency of the compounds on the translocase component. Variation in the 3-position of chlorogenic acid had only poor effects on inhibitory potency. Introduction of lipophilic side chain in the 1-position led to 100-fold more potent inhibitors. Functional assays on isolated perfused rat liver with compound 29i, a representative of the more potent derivatives, showed a dose-dependent inhibition of gluconeogenesis and glycogenolyosis, suggesting glucose-6-phosphatase as the locus of interference of the compound for inhibition of hepatic glucose production also in the isolated organ model. Gl-6-P translocase inhibitors may be useful for the reduction of inappropriately high rates of hepatic glucose output often found in non-insulin-dependent diabetes.
Similar articles
- Upregulation of hepatic glucose 6-phosphatase gene expression in rats treated with an inhibitor of glucose-6-phosphate translocase.
Simon C, Herling AW, Preibisch G, Burger HJ. Simon C, et al. Arch Biochem Biophys. 2000 Jan 15;373(2):418-28. doi: 10.1006/abbi.1999.1560. Arch Biochem Biophys. 2000. PMID: 10620367 - Chlorogenic acid analogue S 3483: a potent competitive inhibitor of the hepatic and renal glucose-6-phosphatase systems.
Arion WJ, Canfield WK, Ramos FC, Su ML, Burger HJ, Hemmerle H, Schubert G, Below P, Herling AW. Arion WJ, et al. Arch Biochem Biophys. 1998 Mar 15;351(2):279-85. doi: 10.1006/abbi.1997.0563. Arch Biochem Biophys. 1998. PMID: 9514661 - Hepatic uptake of synthetic chlorogenic acid derivatives by the organic anion transport proteins.
Schwab D, Herling AW, Hemmerle H, Schubert G, Hagenbuch B, Burger HJ. Schwab D, et al. J Pharmacol Exp Ther. 2001 Jan;296(1):91-8. J Pharmacol Exp Ther. 2001. PMID: 11123367 - [Advances of study on glucose and lipids metabolism of chlorogenic acid regulating].
Huang Z, Chang C. Huang Z, et al. Wei Sheng Yan Jiu. 2008 Sep;37(5):637-9. Wei Sheng Yan Jiu. 2008. PMID: 19069672 Review. Chinese. - Design of kinase inhibitors.
Kenyon GL, Garcia GA. Kenyon GL, et al. Med Res Rev. 1987 Oct-Dec;7(4):389-416. doi: 10.1002/med.2610070403. Med Res Rev. 1987. PMID: 2821333 Review. No abstract available.
Cited by
- Chlorogenic Acid Plays an Important Role in Improving the Growth and Antioxidant Status and Weakening the Inflammatory Response of Largemouth Bass (Micropterus salmoides).
Xia Z, Mi H, Ren M, Huang D, Aboseif AM, Liang H, Zhang L. Xia Z, et al. Animals (Basel). 2024 Oct 5;14(19):2871. doi: 10.3390/ani14192871. Animals (Basel). 2024. PMID: 39409820 Free PMC article. - Polyphenols mediated attenuation of diabetes associated cardiovascular complications: A comprehensive review.
Kour N, Bhagat G, Singh S, Bhatti SS, Arora S, Singh B, Bhatia A. Kour N, et al. J Diabetes Metab Disord. 2023 Oct 18;23(1):73-99. doi: 10.1007/s40200-023-01326-x. eCollection 2024 Jun. J Diabetes Metab Disord. 2023. PMID: 38932901 Free PMC article. Review. - In Silico Screening of Chlorogenic Acids from Plant Sources against Human Translocase-I to Identify Competitive Inhibitors to Treat Diabetes.
Kumar Ramalingam P, Chandrasekaran M, Gupta P, Nelamangala Umesh V, Bharadwaj T, Krishna NB, Lalitha R, Gunaseelan GS. Kumar Ramalingam P, et al. ACS Omega. 2024 Jan 30;9(6):6561-6568. doi: 10.1021/acsomega.3c07267. eCollection 2024 Feb 13. ACS Omega. 2024. PMID: 38371776 Free PMC article. - An Insight into the Promising Therapeutic Potential of Chicoric Acid.
Goyal A, Dubey N, Agrawal A, Sharma R, Verma A. Goyal A, et al. Curr Pharm Biotechnol. 2024;25(13):1708-1718. doi: 10.2174/0113892010280616231127075921. Curr Pharm Biotechnol. 2024. PMID: 38083896 Review. - The improvement effect of apple cider vinegar as a functional food on anthropometric indices, blood glucose and lipid profile in diabetic patients: a randomized controlled clinical trial.
Jafarirad S, Elahi MR, Mansoori A, Khanzadeh A, Haghighizadeh MH. Jafarirad S, et al. Front Clin Diabetes Healthc. 2023 Nov 13;4:1288786. doi: 10.3389/fcdhc.2023.1288786. eCollection 2023. Front Clin Diabetes Healthc. 2023. PMID: 38028980 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Research Materials