Evaluation of Anticholinergic, Antidiabetic and Antioxidant Activity of Astragalus dumanii, an Endemic Plant

Year 2022, Volume: 25 Issue: Ek Sayı 1, 1 - 10, 30.12.2022

Ümit Muhammet Koçyiğit Nuraniye Eruygur Mehmet Ataş Mehmet Tekin Parham Taslimi Faik Gökalp İlhami Gülçin

https://doi.org/10.18016/ksutarimdoga.vi.895616

Cited By: 3

Abstract

The research was conducted to separately evaluate and detect the possible in vitro antioxidant, antimicrobial activity of ethanol extracts prepared from aerial parts and roots of Astragalus dumanii and anti-cholinesterase and α-glucosidase inhibitory activity from only aerial parts of its The antioxidant capacity was tested by scavenging of DPPH and ABTS free radicals. Compared with the standard antioxidant compound gallic acid; Root and aerial part extract showed lower DPPH radical scavenging activity, however aerial part extract demonstrated higher ABTS radical scavenging activity. The phenolic contents were detected as 5.31 ± 0.03 and 13.23 ± 0.05 mg gallic acid equivalent g-1 extract, flavonoid contents were found as 8.26 ± 0.004 and 7.93 ± 0.005 mg Qercetin equivalent g-1 extract. In addition, the effects of the extracts obtained from aerial parts of the plant on acetylcholinesterase, butyrylcholinesterase and a-glycosidase enzymes were investigated in vitro and IC50 values were obtained as 1.47, 0.83 and 0.48 µg mL-1, respectively. When these values were compared with standard substances, it was seen that Astragalus dumanii could be a good enzyme inhibitory agent. Antimicrobial activity of the plant extracts were determined using the microdilution method and the extracts was not observed to have any antimicrobial activities..

Keywords

Astragalus dumanii, Antioxidant, Antidiabetic, Acetylcholinesterase;

Sivas da Yetişen Endemik Bir Bitki Olan Astragalus Dumanii'nin Antikolinerjik, Antidiyabetik ve Antioksidan Aktivitesinin Değerlendirilmesi

Abstract

Araştırma, Astragalus dumanii bitkisinin topraküstü ve köklerinden hazırlanan etanol ekstrelerinin olası in vitro antioksidan, antimikrobiyal ve yalnızca topraküstü etanol ekstrelerinin anti-kolinesteraz ve α-glikozidaz inhibitör aktivitesini ayrı ayrı değerlendirmek ve tespit etmek için yapılmıştır. Antioksidan kapasitesi, DPPH ve ABTS serbest radikalleri temizleme metoduyla test edildi. Standart antioksidan bileşik gallik asit ile karşılaştırıldığında; Kök ve toprak üstü kısım ekstreleri düşük DPPH radikal süpürücü aktivite gösterirken, toprak üstü kısmı daha yüksek ABTS radikal süpürücü aktivite göstermiştir. Fenolik içerikleri 5,31 ± 0,03 ve 13,23 ± 0,05 mg gallik asite eşdeğer g-1 ekstre, flavonoit içerikleri ise 8,26 ± 0,004 ve 7,93 ± 0,005 mg kersetine eşdeğer g-1 özüt olarak bulunmuştur. Ayrıca bitkinin toprak üstü kısımlarından elde edilen ekstrelerin asetilkolinesteraz, butirilkolinesteraz ve a-glikosidaz enzimlerine etkisi in vitro araştırıldı ve sırasıyla IC50 değerleri: 1.47, 0.83 ve 0.48 µg mL-1 elde edildi. Bu değerler stadart maddelerle karşılaştırıldığında da Astragalus dumanii’nin iyi bir enzim inhibe edici ajan olabileceği görülmüştür. Bitki ekstrelerinin antimikrobiyal aktiviteleri mikrodilüsyon yöntemi kullanılarak belirlendi ve ekstrelerde herhangi bir antimikrobiyal aktivite gözlemlenmedi.

Keywords

Astragalus dumanii, Antioksidan, Antidiyabetik, Asetilkolinesteraz, Butirilkolinesteraz

References

• Adedapo AA, Jimoh FO, Koduru S, Afolayan A J, Masika P J 2008. Antibacterial and antioxidant properties of the methanol extracts of the leaves and stems of Calpurnia aurea. BMC Complementary and alternative medicine, 8(1): 1-8.
• Aksu K, Özgeriş B, Taslimi P, Naderi A, Gülçin İ,Göksu S 2016. Antioxidant activity, acetylcholinesterase, and carbonic anhydrase inhibitory properties of novel ureas derived from phenethylamines. Archiv der pharmazie, 349(12): 944-954.
• Asgarpanah J, Motamed SM, Farzaneh A, Ghanizadeh B, Tomraee S 2011. Antioxidant activity and total phenolic and flavonoid content of Astragalus squarrosus Bunge. African Journal of Biotechnology, 10(82): 19176-19180.
• Burmaoglu S, Yilmaz AO, Polat MF, Kaya R, Gulcin İ, Algul O 2019. Synthesis and biological evaluation of novel tris-chalcones as potent carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibitors. Bioorganic chemistry, 85: 191–197.
• Caglayan C, Demir Y, Kucukler S, Taslimi P, Kandemir FM, Gulçin İ 2019. The effects of hesperidin on sodium arsenite-induced different organ toxicity in rats on metabolic enzymes as antidiabetic and anticholinergics potentials: A biochemical approach. Journal Of Food Biochemistry 43(2): e12720.
• Chamberlain, DF, Malthews VV 1970. Flora of Turkey and The East Aegean Islands Astragalus L.,. ed. P. H. Davis. Edinburgh: University Press.
• Choi SZ, Lee SO, Jang KU, Chung SH, Park SH, Kang HC, Lee, K R 2005. Antidiabetic stilbene and anthraquinone derivatives from Rheum undulatum. Archives of pharmacal research, 28(9): 1027-1030.
• CLSI, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically, Approved Standard, 9th ed., CLSI document M07-A9. Chamberlain Clinical and Laboratory Standards Institute, 950 West Valley Road, Suite 2500, Wayne, Pennsylvania 19087, USA, 2012.
• CLSI, Reference Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts, Approved Standard, 2nd ed., NCCLS document M27- A2. CLSI, 940 West Valley Road, Suite 1400, Wayne, Pennsylvania 19087- 1898, USA, 2002.
• Çağlayan C, Taslimi P, Demir Y, Küçükler S, Kandemir FM, Gulçin İ 2019. The effects of zingerone against vancomycin-induced lung, liver, kidney and testis toxicity in rats: The behavior of some metabolic enzymes. Journal Of Biochemical And Molecular Toxicology 33(10): e22381.
• Demir Y, Durmaz L, Taslimi P, Gulçin İ 2019. Antidiabetic properties of dietary phenolic compounds: Inhibition effects on α-amylase, aldose reductase, and α-glycosidase. Biotechnology And Applied Biochemistry 66(5): 781-786.
• Demir Y, Işık M, Gülçin İ, Beydemir Ş 2017. Phenolic compounds inhibit the aldose reductase enzyme from the sheep kidney. Journal of Biochemical And Molecular Toxicology 31(9): e21935.
• Demir Y, Özaslan MS, Duran HE, Küfrevioğlu Öİ, Beydemir Ş 2019. Inhibition effects of quinones on aldose reductase: Antidiabetic properties. Environmental Toxicology and Pharmacology 70: 103195.
• Demir Y 2020. Naphthoquinones, benzoquinones, and anthraquinones: Molecular docking, ADME and inhibition studies on human serum paraoxonase-1 associated with cardiovascular diseases Drug Development Research 81 (5): 628-636
• Demir Y 2019. The behaviour of some antihypertension drugs on human serum paraoxonase‐1: an important protector enzyme against atherosclerosis. Journal of pharmacy and pharmacology. 71(10):1576-1583
• Demir Y, Duran HE, Durmaz L, Taslimi P, Beydemir Ş, Gulçin, İ 2020. The Influence of Some Nonsteroidal Anti-inflammatory Drugs on Metabolic Enzymes of Aldose Reductase, Sorbitol Dehydrogenase, and α- Glycosidase: a Perspective for Metabolic Disorders. Applied biochemistry and biotechnology, 190(2): 437–447.
• Demir Y, Taslimi P, Ozaslan MS, Oztaskin N, Çetinkaya Y, Gulçin İ, Beydemir Ş, Goksu S 2018. Antidiabetic potential: In vitro inhibition effects of bromophenol and diarylmethanones derivatives on metabolic enzymes. Archiv der Pharmazie, 351(12): e1800263.
• Ekici M, Aytaç Z 2001. Astragalus dumanii (Fabaceae), a New Species from Anatolia, Turkey. Ann. Bot. Fennici 38: 171–74.
• Ellman GL, Courtney KD, Andres Jr, V, Featherstone RM 1961. A new and rapid colorimetric determination of acetylcholinesterase activity, Biochemical pharmacology, 7: 88-95
• Eloff JN 1998. A Sensitive and Quick Microplate Method to Determine the Minimal Inhibitory Concentration of Plant Extracts for Bacteria. Planta Medica 64(8): 711–13.
• Erdemir F, Celepci DB, Aktaş A, Gök Y, Kaya R, Taslimi P, Demir Y, Gulçin İ 2019. Novel 2-aminopyridine liganded Pd(II) N-heterocyclic carbene complexes: Synthesis, characterization, crystal structure and bioactivity properties. Bioorganic chemistry, 91: 103134.
• Eruygur N, Çetin S, Ataş M, Çevik O 2017. A study on the antioxidant, antimicrobial and cytotoxic activity of Thymbra spicata L . var. spicata ethanol extract. Cumhuriyet Medical Journal, 39(3): 531-538.
• Garibov E, Taslimi P, Sujayev A, Bingol Z, Çetinkaya S, Gulçin İ, Supuran, C T 2016. Synthesis of 4, 5-disubstituted-2-thioxo-1, 2, 3, 4-tetrahydropyrimidi nes and investigation of their acetylcholinesterase, butyrylcholinesterase, carbonic anhydrase I/II inhibitory and antioxidant activities. Journal of enzyme inhibition and medicinal chemistry, 31: 1-9.
• Giacobini E 2003. Cholinergic function and Alzheimer's disease. International journal of geriatric psychiatry, 18(S1): S1-S5.
• Gondolova G, Taslimi P, Medjidov A, Farzaliyev V, Sujayev A, Huseynova M, Şahin O, Yalçın B, Turkan F, Gulçin İ 2018. Synthesis, crystal structure and biological evaluation of spectroscopic characterization of Ni(II) and Co(II) complexes with N-salicyloil-N'-maleoil-hydrazine as anticholinergic and antidiabetic agents. Journal of biochemical and molecular toxicology, 32(9): e22197.
• Gökalp F 2020. The investigation of the healing effect of active ingredients in traditional medicinal plants on lung cancer. Medical Oncology 37(11):1-4.
• Gökalp F 2020. The inhibition effect of natural food supplement active ingredients on TP63 carcinoma cell. Medical Oncology 37(12):1-4.
• Gökalp F 2021. The effective natural compounds for inhibiting Cervical cancer. Medical Oncology 38(2): 1-4.
• Gökalp F 2021. The chemical activity of Juglone in different phases as a protective agent, Journal of Fluorine Chemistry, 242: 109701.
• Gündoğdu S, Türkeş C, Arslan M, Demir Y, Beydemir Ş 2019. New Isoindole 1, 3-dione Substituted Sulfonamides as Potent Inhibitors of Carbonic Anhydrase and Acetylcholinesterase: Design, Synthesis, and Biological Evaluation, Chemistry Select. 4(45):13347-13355.
• Holetz FB, Pessini GL, Sanches NR, Cortez DAG, Nakamura CV, Dias Filho, B P 2002. Screening of some plants used in the Brazilian folk medicine for the treatment of infectious diseases. Memórias do Instituto Oswaldo Cruz 97 (7): 1027-1031.
• Inyushkina YV, Bulgakov VP, Veselova MV, Bryukhanov VM, Zverev YF, Lampatov VV, Zhuravlev Y N 2007. High rabdosiin and rosmarinic acid production in Eritrichium sericeum callus cultures and the effect of the calli on masugi-nephritis in rats. Bioscience, biotechnology, and biochemistry 71(5): 1286-1293.
• Işık M 2019. The binding mechanisms and inhibitory effect of intravenous anesthetics on AChE in vitro and in vivo: kinetic analysis and molecular docking, Neurochemical research, 44: 2147-2155.
• Işık M, Demir Y, Durgun M, Türkeş C, Necip A, Beydemir Ş 2019. Molecular docking and investigation of 4-(benzylideneamino)-and 4-(benzylamino)-benzenesulfonamide derivatives as potent AChE inhibitors, Chemical Papers. 74 (5): 1395-1405.
• Istrefi Q, Türkeş C, Arslan M, Demir Y, Nixha AR, Beydemir Ş, Küfrevioğlu Öİ 2020. Sulfonamides incorporating ketene N, S-acetal bioisosteres as potent carbonic anhydrase and acetylcholinesterase inhibitors, Archiv der Pharmazie. 353 (6): 1900383.
• Hao J, Li J, Li X, Liu Y, Ruan J, Dong Y, Zhang Y, Wang T 2016. Aromatic Constituents from the Stems of Astragalus membranaceus (Fisch.) Bge. Var. Mongholicus (Bge.) Hsiao. Molecules 21(354): 1–10.
• Juan Fu, Zenghui Wang, Linfang Huang, Sihao Zheng, Dongmei Wang, Shilin Chen, Haitao Zhang, Shihai Yang 2014. Review of the Botanical Characteristics, Phytochemistry, and Pharmacology of Astragalus membranaceus (Huangqi). Phytotherapy Research 28: 1275-83.
• Kang W, Song Y, Gu X 2012. α-glucosidase inhibitory in vitro and antidiabetic activity in vivo of Osmanthus fragrans. Journal of Medicinal Plants Research, 6: 2850-2856.
• Kocyigit UM, Taslimi P, Gezegen H, Gulçin İ, Ceylan M 2017. Evaluation of acetylcholinesterase and carbonic anhydrase inhibition profiles of 1, 2, 3, 4, 6‐ pentasubstituted‐4‐hydroxy‐cyclohexanes. Journal of biochemical and molecular toxicology, 31(9): e21938.
• Lim DH, Choi D, Choi OY, Cho KA, Kim R, Choi HS, Cho H 2011. Effect of Astragalus sinicus L. seed extract on antioxidant activity. Journal of Industrial and Engineering Chemistry, 17(3): 510-516.
• Noh JS, Park CH, Yokozawa T 2011. Treatment with oligonol, a low-molecular polyphenol derived from lychee fruit, attenuates diabetes-induced hepatic damage through regulation of oxidative stress and lipid metabolism. British journal of nutrition, 106(7):1013-1022.
• Özaslan MS, Demir Y, Aslan HE, Beydemir Ş, Küfrevioğlu Öİ 2018. Evaluation of chalcones as inhibitors of glutathione S-transferase. Journal of biochemical and molecular toxicology, 32(5): e22047.
• Öztaskın N, Taslimi P, Maraş A, Gülcin İ, Göksu S 2017. Novel antioxidant bromophenols with acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase inhibitory actions. Bioorganic chemistry, 74: 104-114.
• Öztaşkın N, Cetinkaya Y, Taslimi P, Göksu S, Gülçin İ 2015. Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives. Bioorganic chemistry, 60: 49-57.
• PistelliL 2002. Secondary Metabolites of Genus Astragalus: Structure and Biological Activity. In Studies in Natural Products Chemistry, ed. Atta-ur-Rahman, 443-544.
• Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. 1999. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free radical biology & medicine 26(9-10): 1231-37.
• Sannigrahi S, Kanti Mazuder U, Kumar Pal D, Parida S, Jain S. Antioxidant potential of crude extract and different fractions of Enhydra fluctuans Lour. Iranian Journal of Pharmaceutical Research 9(1):75-82.
• Silman I, Sussman JL 2005. Acetylcholinesterase: ‘classical’ and ‘non-classical’ functions and pharmacology. Current opinion in pharmacology, 5(3): 293-302.
• Soare JR, Dinis TC, Cunha A P, Almeida L 1997. Antioxidant activities of some extracts of Thymus zygis. Free radical research, 26(5): 469-478.
• Sujayev A, Garibov E, Taslimi P, Gulçin İ, Gojayeva S, Farzaliyev V, Supuran CT 2016. Synthesis of some tetrahydropyrimidine-5-carboxylates, determination of their metal chelating effects and inhibition profiles against acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase. Journal of enzyme inhibition and medicinal chemistry, 31(6): 1531-1539.
• Tao Y, Zhang Y, Cheng Y., Wang Y 2013. Rapid screening and identification of α‐ glucosidase inhibitors from mulberry leaves using enzyme immobilized magnetic beads coupled with HPLC/MS and NMR. Biomedical chromatography, 27(2): 148-155.
• Taslimi P, Kandemir FM, Demir Y, İleritürk M, Temel Y, Caglayan C, Gulçin İ. 2019. The antidiabetic and anticholinergic effects of chrysin on cyclophosphamide-induced multiple organ toxicity in rats: Pharmacological evaluation of some metabolic enzyme activities. Journal Of Biochemical And Molecular Toxicology 33(6): e22313.
• Taslimi P, Aslan HE, Demir Y, Oztaskin N, Maraş A, Gulçin İ, Beydemir S, Goksu S. 2018, Diarylmethanon, bromophenol and diarylmethane compounds: Discovery of potent aldose reductase, α-amylase and α-glycosidase inhibitors as new therapeutic approach in diabetes and functional hyperglycemia International Journal Of Biological Macromolecules 119: 857-863.
• Taslimi P, Akıncıoglu H, Gülçin İ. 2017. Synephrine and phenylephrine act as α-amylase, α-glycosidase, acetylcholinesterase, butyrylcholinesterase, and carbonic anhydrase enzymes inhibitors. Journal of biochemical and molecular toxicology, 31(11): e21973.
• Taslimi P, Caglayan C, Gulcin İ 2017. The impact of some natural phenolic compounds on carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase, and α-glycosidase enzymes: An antidiabetic, anticholinergic, and antiepileptic study. Journal of biochemical and molecular toxicology, 31 (12): e21995.
• Taslimi P, Osmanova S, Gulçin I, Sardarova S, Farzaliyev V, Sujayev A, Kufrevioglu OI 2017. Discovery of potent carbonic anhydrase, acetylcholinesterase, and butyrylcholinesterase enzymes inhibitors: The new amides and thiazolidine‐4‐ones synthesized on anacetophenone base. Journal of Biochemical and molecular toxicology, 31(9): e21931.
• Topal F, Nar M, Gocer H, Kalin P, Kocyigit UM, Gülçin İ., Alwasel, S H 2016. Antioxidant activity of taxifolin: an activity–structure relationship. Journal of enzyme inhibition and medicinal chemistry, 31(4): 674-683.
• Topal M 2019. Secondary Metabolites of Ethanol Extracts of Pinus sylvestris Cones from Eastern Anatolia and Their Antioxidant, Cholinesterase and α-Glucosidase Activities, Records Natural Products, 14: 129-138.
• Türker F, Barut Celepci D, Aktaş A, Taslimi P, Gök Y, Aygün M, Gülçin İ 2018. meta-Cyanobenzyl substituted benzimidazolium salts: Synthesis, characterization, crystal structure and carbonic anhydrase, α-glycosidase, butyrylcholinesterase, and acetylcholinesterase inhibitory properties. Archiv der Pharmazie, 351(7): e1800029.
• Türkeş C, Arslan M, Demir Y, Çoçaj L, Rifati Nixha A, Beydemir Ş 2019. Synthesis, biological evaluation and in silico studies of novel N-substituted phthalazine sulfonamide compounds as potent carbonic anhydrase and acetylcholinesterase inhibitors. Bioorganic chemistry, 89: 103004.
• Yamalı C, Gül HI, Cakır T, Demir Y, Gülcin I 2020. Aminoalkylated Phenolic Chalcones: Investigation of biological effects on acetylcholinesterase and Carbonic Anhydrase I and II As Potential Lead Enzyme Inhibitors. Letters in Drug Design & Discovery, 17(10): 1283-1292.
• Zhang Y, Li X, Ruan J, Wang T, Dong Y, Hao J, Liu E, Han L, Gao X, Wang T 2016. Oleanane type saponins from the stems of Astragalus membranaceus (Fisch.) Bge. Var. mongholicus (Bge.) Hsiao. Fitoterapia 109: 99-105.