Mammalian Arginase Inhibitory Activity of Methanolic Extracts and Isolated Compounds from Species

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2021 Apr 3

PMID 33803532

Citations 1

Authors

Kamel Arraki

Perle Totoson

Alain Decendit

Andy Zedet

Justine Maroilley

Alain Badoc

Celine Demougeot

Corine Girard

Affiliations

Soon will be listed here.

Abstract

Polyphenolic enriched extracts from two species of , and , possess mammalian arginase inhibitory capacities, with the percentage inhibition ranging from 80% to 95% at 100 µg/mL and 40% to 64% at 10 µg/mL. Phytochemical investigation of these species led to the isolation and identification of two new natural stilbene oligomers named thunbergin A-B (-), together with three other stilbenes, -resveratrol (), -scirpusin A (), -cyperusphenol A (), and two flavonoids, aureusidin () and luteolin (), which were isolated for the first time from and . Structures were established on the basis of the spectroscopic data from MS and NMR experiments. The arginase inhibitory activity of compounds - was evaluated through an in vitro arginase inhibitory assay using purified liver bovine arginase. As a result, five compounds (, -) showed significant inhibition of arginase, with IC values between 17.6 and 60.6 µM, in the range of those of the natural arginase inhibitor piceatannol (12.6 µM). In addition, methanolic extract from exhibited an endothelium and NO-dependent vasorelaxant effect on thoracic aortic rings from rats and improved endothelial dysfunction in an adjuvant-induced arthritis rat model.

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References

Girard-Thernier C, Pham T, Demougeot C . The Promise of Plant-Derived Substances as Inhibitors of Arginase. Mini Rev Med Chem. 2015; 15(10):798-808. DOI: 10.2174/1389557515666150511153852. View

Kumar S, Singh A, Kumar B . Identification and characterization of phenolics and terpenoids from ethanolic extracts of species by HPLC-ESI-QTOF-MS/MS. J Pharm Anal. 2018; 7(4):214-222. PMC: 5790687. DOI: 10.1016/j.jpha.2017.01.005. View

Ito T, Endo H, Shinohara H, Oyama M, Akao Y, Iinuma M . Occurrence of stilbene oligomers in Cyperus rhizomes. Fitoterapia. 2013; 83(8):1420-9. DOI: 10.1016/j.fitote.2012.08.005. View

Pernow J, Jung C . Arginase as a potential target in the treatment of cardiovascular disease: reversal of arginine steal?. Cardiovasc Res. 2013; 98(3):334-43. DOI: 10.1093/cvr/cvt036. View

Arraki K, Totoson P, Decendit A, Badoc A, Zedet A, Jolibois J . Cyperaceae Species Are Potential Sources of Natural Mammalian Arginase Inhibitors with Positive Effects on Vascular Function. J Nat Prod. 2017; 80(9):2432-2438. DOI: 10.1021/acs.jnatprod.7b00197. View

Seelinger G, Merfort I, Wolfle U, Schempp C . Anti-carcinogenic effects of the flavonoid luteolin. Molecules. 2008; 13(10):2628-2651. PMC: 6245397. DOI: 10.3390/molecules13102628. View

Luo Y, Shang P, Li D . Luteolin: A Flavonoid that Has Multiple Cardio-Protective Effects and Its Molecular Mechanisms. Front Pharmacol. 2017; 8:692. PMC: 5635727. DOI: 10.3389/fphar.2017.00692. View

Jin J, Lee D, Kim Y, Kim H . Anti-allergic activity of sesquiterpenes from the rhizomes of Cyperus rotundus. Arch Pharm Res. 2011; 34(2):223-8. DOI: 10.1007/s12272-011-0207-z. View

Jenkinson C, Grody W, Cederbaum S . Comparative properties of arginases. Comp Biochem Physiol B Biochem Mol Biol. 1996; 114(1):107-32. DOI: 10.1016/0305-0491(95)02138-8. View

10.

Totoson P, Maguin-Gate K, Prigent-Tessier A, Monnier A, Verhoeven F, Marie C . Etanercept improves endothelial function via pleiotropic effects in rat adjuvant-induced arthritis. Rheumatology (Oxford). 2016; 55(7):1308-17. DOI: 10.1093/rheumatology/kew062. View

11.

Zhang Y, Xu H, Chen H, Wang F, Huai H . Diversity of wetland plants used traditionally in China: a literature review. J Ethnobiol Ethnomed. 2014; 10:72. PMC: 4210556. DOI: 10.1186/1746-4269-10-72. View

12.

Ivanenkov Y, Chufarova N . Small-molecule arginase inhibitors. Pharm Pat Anal. 2013; 3(1):65-85. DOI: 10.4155/ppa.13.75. View

13.

Kamala A, Middha S, Karigar C . Plants in traditional medicine with special reference to L.: a review. 3 Biotech. 2018; 8(7):309. PMC: 6037646. DOI: 10.1007/s13205-018-1328-6. View

14.

Pirzada A, Ali H, Naeem M, Latif M, Bukhari A, Tanveer A . Cyperus rotundus L.: Traditional uses, phytochemistry, and pharmacological activities. J Ethnopharmacol. 2015; 174:540-60. DOI: 10.1016/j.jep.2015.08.012. View

15.

Pham T, Liagre B, Girard-Thernier C, Demougeot C . Research of novel anticancer agents targeting arginase inhibition. Drug Discov Today. 2018; 23(4):871-878. DOI: 10.1016/j.drudis.2018.01.046. View

16.

Kong Q, Ren X, Jiang L, Pan Y, Sun C . Scirpusin A, a hydroxystilbene dimer from Xinjiang wine grape, acts as an effective singlet oxygen quencher and DNA damage protector. J Sci Food Agric. 2010; 90(5):823-8. DOI: 10.1002/jsfa.3890. View

17.

Thebtaranonth C, Thebtaranonth Y, Wanauppathamkul S, Yuthavong Y . Antimalarial sesquiterpenes from tubers of Cyperus rotundus: structure of 10,12-peroxycalamenene, a sesquiterpene endoperoxide. Phytochemistry. 1995; 40(1):125-8. DOI: 10.1016/0031-9422(95)00260-e. View

18.

Prati C, Berthelot A, Kantelip B, Wendling D, Demougeot C . Treatment with the arginase inhibitor Nw-hydroxy-nor-L-arginine restores endothelial function in rat adjuvant-induced arthritis. Arthritis Res Ther. 2012; 14(3):R130. PMC: 3446511. DOI: 10.1186/ar3860. View

19.

Ren J, Su D, Li L, Cai H, Zhang M, Zhai J . Anti-inflammatory effects of Aureusidin in LPS-stimulated RAW264.7 macrophages via suppressing NF-κB and activating ROS- and MAPKs-dependent Nrf2/HO-1 signaling pathways. Toxicol Appl Pharmacol. 2019; 387:114846. DOI: 10.1016/j.taap.2019.114846. View

20.

Detsi A, Majdalani M, Kontogiorgis C, Hadjipavlou-Litina D, Kefalas P . Natural and synthetic 2'-hydroxy-chalcones and aurones: synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity. Bioorg Med Chem. 2009; 17(23):8073-85. DOI: 10.1016/j.bmc.2009.10.002. View