题名

Antihyperglycemic and anti-type 2 diabetic activity of marine hydroquinone isolated from brown algae (Dictyopteris polypodioides)

DOI

10.1016/j.jtcme.2023.03.007

作者

Thi Phuong Thao Truong;Thanh Men Tran;Thi Xuan Trang Dai;Chi Linh Tran

关键词

Anti-hyperglycemia ; Antidiabetic ; brown algae ; Marine hydroquinone ; α-amylase ; α-glucosidase

期刊名称

Journal of Traditional and Complementary Medicine

卷期/出版年月

13卷4期(2023 / 07 / 01)

页次

408 - 416

内容语文

英文

中文摘要

Background and aims: Brown algae (Dictyopteris polypodioides) extract (DP) presented high inhibitory potential against α-amylase. The present study aims to isolate, purify and evaluate the antihyperglycemic and anti-type 2 diabetic activities of marine hydroquinone from DP. Methods: Marine hydroquinones were isolated using silica gel, HPLC, and NMR spectroscopy was used to identify compound 1 and compound 2 as zonarol and isozonarol, respectively. The anti-hyperglycemic and anti-type 2 diabetic activities of zonarol were investigated by in vitro assay (α-amylase, α-glucosidase), Lineweavere-Burk plot and Type 2 diabetes mellitus model (T2DM) mice induced by streptozotocin (STZ). Result: Zonarol had the highest content and the strongest inhibitory activity against α-glucosidase (IC_(50) value of 6.03 mg L^(-1)) and a-amylase (IC_(50) value of 19.29 mg L^(-1)) in a competitive inhibition and mix-type manner, respectively. The maltose and starch loading tests revealed that zonarol significantly reduced postprandial glycemia after 30 min loading (9.12 and 8.12 mg/dL, respectively), compared to normal (11.37 and 12.37 mg/dL, respectively). Zonarol exhibited pancreatic islet cell rejuvenation, as evidenced by increased pancreatic islet mass, and hence helps in the restoration of insulin levels and therefore improves the glucose metabolism in STZ-induced diabetic mice. Zonarol treatment in T2DM elevated abundant levels of main SCFAs (propionate, butyrate, and valeric acid), which are closely related to glucose metabolism homeostasis. Conclusion: Our finding indicates that zonarol could be used as a food supplement to treat hyperglycemia and diabetes.

主题分类 醫藥衛生 > 中醫藥學
参考文献
  1. Adeyemi, DO,Komolafe, OA,Adewole, OS(2010).Histomorphological and morphometric studies of the pancreatic islet cells of diabetic rats treated with extracts of Annona muricata.Folia Morphol,69,92-100.
  2. Adeyemi, DO,Komolafe, OA,Adewole, OS,Obuotor, EM,Abiodun, AA,K Adenowo, T(2010).Histomorphological and morphometric studies of the pancreatic islet cells of diabetic rats treated with extracts of Annona muricata.Folia Morphol,69,92-100.
  3. Akremi, N,Cappoen, D,Anthonissen, R,Verschaeve, L,Bouraoui, A.(2017).Phytochemical and in vitro antimicrobial and genotoxic activity in the brown algae Dictyopteris membranacea.South Afr J Bot,108,308-314.
  4. Baron, AD(1998).Postprandial hyperglycaemia and alpha-glucosidase inhibitors.Diabetes Res Clin Pract,40,51-55.
  5. Blunt, JW,Copp, BR,Keyzers, RA,Munro, MH,Prinsep, MR(2014).Marine natural products.Nat Prod Rep,31,160-256.
  6. Brown, ES,Allsopp, PJ,Magee, PJ(2014).Seaweed and human health.Nutr Rev,72,205-216.
  7. 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 a-glycosidase inhibitors.Bioorg Chem,85,191-197.
  8. Cakmak, KC,Gülçin, İ(2019).Anticholinergic and antioxidant activities of usnic acid-an activity-structure insight.Toxicol Rep,6,1273-1280.
  9. Calder, PC,Geddes, R(1989).Acarbose is a competitive inhibitor of mammalian lyso-somal acid α-d-glucosidases.Carbohydr Res,191,71-78.
  10. Chang, AM,Smith, MJ,Bloem, CJ,Galecki, AT,Halter, JB(2004).Effect of lowering post-prandial hyperglycemia on insulin secretion in older people with impaired glucose tolerance.AJP Endocrinol Metab,287,E906-E911.
  11. Chaudhury, A,Duvoor, C,Reddy Dendi, VS(2017).Clinical review of antidiabetic drugs: implications for type 2 diabetes mellitus management.Front Endocrinol,8,6.
  12. Collombat, P,Xu, X,Heimberg, H,Mansouri, A(2010).Pancreatic beta-cells: from generation to regeneration.Semin Cell Dev Biol,21,838-844.
  13. Dimou, M,Ioannou, E,Daskalaki, MG,Tziveleka, LA,Kampranis, SC,Roussis, V(2016).Disulfides with anti-inflammatory activity from the brown alga Dictyopteris membranacea.J Nat Prod,79,584-589.
  14. Fenical, W,Sims, JJ,Squatrito, D,Wing, RM,Radlick, P(1973).Marine natural products. VII. Zonarol and isozonarol, fungitoxic hydroquinones from the brown seaweed Dictyopteris zonarioides.J Org Chem,38,2383-2386.
  15. Ghosh, N,Mondal, R,Mukherjee, S.(2015).Hydrophobicity is the governing factor in the interaction of human serum albumin with bile salts.Langmuir,31,1095-1104.
  16. Greenfield, JR,Campbell, LV(2006).Relationship between inflammation, insulin resistance and type 2 diabetes: cause or effect?.Curr Diabetes Rev,2,195-211.
  17. Gulcin, İ(2020).Antioxidants and antioxidant methods: an updated overview.Arch Toxicol,94,651-715.
  18. Gülcin, I(2012).Antioxidant activity of food constituents: an overview.Arch Toxicol,86,345-391.
  19. Han, J,Guo, X,Koyama, T(2021).Zonarol protected liver from methionine-and choline-deficient diet-induced nonalcoholic fatty liver disease in a mouse model.Nutrients,13,3455.
  20. Hayashi, K,Kojima, R,Ito, M(2006).Strain differences in the diabetogenic activity of streptozotocin in mice.Biol Pharm Bull,29,1110-1119.
  21. Jung, HA,Karki, S,Ehom, NY,Yoon, MH,Kim, EJ,Choi, JS(2014).Anti-diabetic and anti-inflammatory effects of green and red kohlrabi cultivars (Brassica oleracea var. gongylodes).Preventive nutrition and food science,19,281.
  22. Kar, A,Choudhary, BK,Bandyopadhyay, NG(1999).Preliminary studies on the inorganic constituents of some indigenous hypoglycaemic herbs on oral glucose tolerance test.J Ethnopharmacol,64,179-184.
  23. Kolsi, RBA,Frikha, D,Salah, HB(2017).Phenolic composition and biological activities of brown alga Dictyopteris polypodioides.J Pharmacogn Phytochem,6,109-113.
  24. Kuzuya, T(2002).Report of the committee on the classification and diagnostic criteria of diabetes mellitus.Diabetes Res Clin Pract,55,65-85.
  25. Lacroix, IME,Li-Chan, ECY(2014).Overview of food products and dietary constituents with antidiabetic properties and their putative mechanisms of action: a natural approach to complement pharmacotherapy in the management of diabetes.Mol Nutr Food Res.,58,61-78.
  26. Laine, E,Goncalves, C,Karst, JC(2010).Use of allostery to identify inhibitors of calmodulin-induced activation of Bacillus anthracis edema factor.Proc. Natl. Acad. Sci. U.S.A.,107,11277-11282.
  27. Lakshmanagowda, P,Prasanna, M(2017).Insulin sensitivity index (ISI 0-120) from oral glucose tolerance test in healthy young adults.Natl J Physiol Pharm Pharmacol,7,425-431.
  28. Lebovitz, HE(2001).Postprandial hyperglycaemic state: importance and consequences.Diabetes Res Clin Pract,40,27-28.
  29. Lee, JH,Kim, GH.(2013).Evaluation of antioxidant activity of marine algaeextracts from Korea.J Aquat Food Prod Technol,24,227-240.
  30. Li, Y,Dong, J,Xiao, H(2020).Gut commensal derived-valeric acid protects against radiation injuries.Gut Microb.,11,789-806.
  31. Liu, WX,Luo, XL,Tang, J(2021).A bridge for short-chain fatty acids to affect inflammatory bowel disease, type 1 diabetes, and non-alcoholic fatty liver disease positively: by changing gut barrier.Eur J.,60,2317-2330.
  32. Luft, VC,Schmidt, MI,Pankow, JS(2013).Chronic inflammation role in the obesity-diabetes association: a case-cohort study.Diabetol Metab Syndrome,5,31.
  33. Matthews, DR,Hosker, JP,Rudenski, AS,Naylor, BA,Treacher, DF,Turner, RC(1985).Homeostasis model assessment: insulin resistance and β-cell function from fasting plasma glucose and insulin concentrations in man.Diabetologia,28,412-419.
  34. Mayer, AMS,Paul, VJ,Fenical, W,Norris, JN,de Carvalho, MS(1993).Phospholipase A2 inhibitors from marine algae.Hydrobiologia,260/261,521-529.
  35. Moon, HE,Islam, MN,Ahn, BR(2011).Protein tyrosine phosphatase 1B and α-glucosidase inhibitory phlorotannins from edible brown algae, Ecklonia stolonifera and Eisenia bicyclis.Bioscience, biotechnology, and biochemistry,75(8),1472-1480.
  36. Mori, K,Komatsu, M(1986).Synthesis and absolute configuration of zonarol. A fungi-toxic hydroquinone from the Brown seaweed dictyoptfris zonarioides (1).Bull Soc Chim Belg,95,771-781.
  37. Nasab, SB,Homaei, A,Karami, L(2020).Kinetic of α-amylase inhibition by Gracilaria corticata and Sargassum angustifolium extracts and zinc oxide nanoparticles. Biocatalysis and.Agricultural Biotechnology,23,101478.
  38. Naseribafrouei,Hestad, K,Avershina, E(2014).Correlation between the human fecal microbiota and depression.Neurogastroenterol Mot,26,1155-1162.
  39. Nizamuddin, M,Saifullah, SM(1967).Studies on Marine Algae of Karachi: Dictyopteris Lamouroux.Botanica Marina
  40. Nussbaumer, P,Winiski, A,Cammisuli, S,Hiestand, P,Weckbecker, G,Stutz, A(1994).Novel antiproliferative agents derived from lavendustin A.J Med Chem,37,4079-4084.
  41. Payghami, N,Jamili, S,Rustaiyan, A,Saeidnia, S,Nikan, M,R Gohari, A(2015).Alpha-amylase inhibitory activity and sterol composition of the marine algae, Sargassum glaucescens.Pharmacogn Res,7,314.
  42. Ramadan, BK,Schaalan, MF,Tolba, AM(2017).Hypoglycemic and pancreatic protective effects of Portulaca oleracea extract in alloxan-induced diabetic rats.BMC Compl Alternative Med,17,37.
  43. Rosen, JE,Gardiner, P,Saper, RB(2014).Kelp use in patients with thyroid cancer.Endocrine,46,123-130.
  44. Sanna, S,van Zuydam, NR,Mahajan, A(2019).Causal relationships among the gut microbiome, short-chain fatty acids and metabolic diseases.Nat Genet,51,600-605.
  45. Shai, LJ,Magano, SR,Lebelo, SL,Mogale, AM(2011).Inhibitory effects of five medicinal plants on rat alpha-glucosidase: comparison with their effects on yeast alpha-glucosidase.J Med Plants Res.,5,2863-2867.
  46. Stratton, IM,Adler, AI,Neil, HA(2000).Association of glycaemia with macro-vascular and microvascular complications of type 2 diabetes (UKPDS 35): prospective observational study.BMJ,321,405-412.
  47. 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.J Biochem Mol Toxicol,31,e21995.
  48. Taslimi, P,Gulçin, İ(2017).Antidiabetic potential: in vitro inhibition effects of some natural phenolic compounds on α-glycosidase and α-amylase enzymes.J Biochem Mol Toxicol,31,e21956.
  49. UK Prospective Diabetes Study (UKPDS) Group(1998).UKPDS26: sulphonylurea failure in non-insulin dependent diabetic patients over six years.Diabet Med,15,297-303.
  50. Upadhyay, J,Polyzos, SA,Perakakis, N(2018).Pharmacotherapy of type 2 diabetes: an update.Metabolism,78,13-42.
  51. Veciana, MD,Major, CA,Morgan, MA(1995).Postprandial versus preprandial blood glucose monitoring in women with gestational diabetes mellitus requiring insulin therapy.N Engl J Med,333,1237-1241.
  52. Vicente, TF,Lemos, MF,Félix, R,Valentão, P,Félix, C(2021).Marine macroalgae, a source of natural inhibitors of fungal phytopathogens.Journal of Fungi,7,1006.
  53. Weitkunat, K,Schumann, S,Nickel, D(2016).Importance of propionate for the repression of hepatic lipogenesis and improvement of insulin sensitivity in high-fat diet-induced obesity.Mol Nutr Food Res.,60,2611-2621.
  54. Williams, MA(2013).Autoradiography and Immunocytochemistry: Practical Methods in Electron Microscopy.Elsevier.
  55. Xia, Z,Sniderman, AD,Cianflone, K(2002).Acylation-stimulating protein (ASP) deficiency induces obesity resistance and increased energy expenditure in ob/ob mice.J Biol Chem,277,45874-45879.
  56. Xiao, Z,Storms, R,Tsang, A(2006).A quantitative starch? Iodine method for measuring alpha-amylase and glucoamylase activities.Anal Biochem,351,146-148.
  57. Xing, Q,Chen, Y(2018).Antidiabetic effects of a Chinese herbal medicinal compound Sangguayin preparation via PI3K/Akt signaling pathway in db/db mice.Evid base Compl Alternative Med,2018,2010423.
  58. Yamada, S,Koyama, T,Noguchi, H(2014).Marine hydroquinone zonarol prevents inflammation and apoptosis in dextran sulfate sodium-induced mice ulcerative colitis.PLoS One,9,e113509.
  59. Zaharudin, N,Tullin, M,Pekmez, CT,Sloth, JJ,Rasmussen, RR,Dragsted, LO(2021).Effects of brown seaweeds on postprandial glucose, insulin and appetite in humans-A randomized, 3-way, blinded, cross-over meal study.Clin Nutr,40,830-838.
  60. Zhang, S,Wang, H,Zhu, MJ(2019).A sensitive GC/MS detection method for analyzing microbial metabolites short chain fatty acids in fecal and serum samples.Talanta,196,249-254.
  61. Zhong, Y,Wang, J,Gu, P,Shao, JQ,Lu, B,Jiang, SS(2012).Effect of Ezetimibe on Insulin Secretion in Db/db Diabetic Mice.Exp Diabetes Res,420-426.
  62. Zunszain, PA,Ghuman, J,Komatsu, T,Tsuchida, E,Curry, S(2003).Crystal structural analysis of human serum albumin complexed with hemin and fatty acid.BMC Struct Biol,3,1-9.