Bioassay-guided fractionation and identification of α-amylase inhibitors from Syzygium cumini leaves

Pharmaceutical Biology

Volumn 55, Issue 1, 2017, Pages 206-211

  Poongunran, Jeyakumaran ^a   Perera, Handunge Kumudu Irani ^b   Jayasinghe, Lalith ^c   Fernando, Irushika Thushari ^b   Sivakanesan, Ramaiah ^b   Araya, Hiroshi ^d   Fujimoto, Yoshinori ^c,d  

^a UNIVERSITY OF PERADENIYA   (Sri Lanka)

^b UNIVERSITY OF PERADENIYA   (Sri Lanka)

^c INSTITUTE OF FUNDAMENTAL STUDIES   (Sri Lanka)

^d MEIJI UNIVERSITY   (Japan)

Author keywords

Oleanolic acid; Ursolic acid; Glucosidase

Indexed keywords

ACARBOSE; ACETIC ACID ETHYL ESTER; ALPHA AMYLASE PANCREAS ISOENZYME; ALPHA GLUCOSIDASE; AMYLASE; OLEANOLIC ACID; SYZYGIUM CUMINI EXTRACT; URSOLIC ACID; ACETIC ACID DERIVATIVE; ANTIDIABETIC AGENT; GLYCOSIDASE INHIBITOR; PLANT EXTRACT; SOLVENT; TRITERPENE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG IDENTIFICATION; DRUG ISOLATION; DRUG STRUCTURE; ENZYME INHIBITION; FRACTIONATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IC50; IN VITRO STUDY; PLANT LEAF; PROTON NUCLEAR MAGNETIC RESONANCE; THIN LAYER CHROMATOGRAPHY; ANTAGONISTS AND INHIBITORS; BIOASSAY; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; ENZYMOLOGY; ISOLATION AND PURIFICATION; METABOLISM; PANCREAS; SYZYGIUM;

ACETATES; ALPHA-AMYLASES; BIOLOGICAL ASSAY; CARBON-13 MAGNETIC RESONANCE SPECTROSCOPY; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, THIN LAYER; GLYCOSIDE HYDROLASE INHIBITORS; HYPOGLYCEMIC AGENTS; MOLECULAR STRUCTURE; OLEANOLIC ACID; PANCREAS; PLANT EXTRACTS; PLANT LEAVES; PROTON MAGNETIC RESONANCE SPECTROSCOPY; SOLVENTS; SYZYGIUM; TRITERPENES;

EID: 85015089114     PISSN: 13880209     EISSN: 17445116     Source Type: Journal    
DOI: 10.1080/13880209.2016.1257031     Document Type: Article

References (46)

1. Alagesan K, Raghupathi PK, Sankarnarayanan S. 2012a. Amylase inhibitors: potential source of anti-diabetic drug discovery from medicinal plants. Int J Pharm Life Sci. 3:1407-1412.
2. Alagesan K, Thennarasu P, Kumar V, Sankarnarayanan S, Balsamy T. 2012b. Identification of α-glucosidase inhibitors from Psidium guajava leaves and Syzygium cumini Linn. seeds. Int J Pharm Sci Res. 3:316-322.
3. Ali H, Houghton PJ, Soumyanath A. 2006. alpha-Amylase inhibitory activity of some Malaysian plants used to treat diabetes; with particular reference to Phyllanthus amarus. J Ethnopharmacol. 107:449-455.
4. Ayyanar M, Subash-Babu P. 2012. Syzygium cumini (L.) Skeels: a review of its phytochemical constituents and traditional uses. Asian Pac J Trop Biomed. 2:240-246.
5. Bhat M, Zinjarde SS, Bhargava SY, Kumar AR, Joshi BN. 2011. Antidiabetic Indian plants: a good source of potent amylase inhibitors. Evid Based Complement Alternat Med. 2011:1-6.
6. Boonruad T, Chansuwanich N. 2012. Chemical constituents of antibacterial active fraction from Syzygium cumini. (L.) Skeels leaves extract. Bull Dep Med Sci. 42:109-118.
7. Castellano JM, Guinda A, Delgado T, Rada M, Cayuela JA. 2013. Biochemical basis of the antidiabetic activity of oleanolic acid and related pentacyclic triterpenes. Diabetes. 62:1791-1799.
8. Deb L, Bhattacharjee C, Shetty R, Dutta A. 2013. Evaluation of anti-diabetic potential of the Syzygium cumini (Linn) Skeels by reverse pharmacological approaches. Bull Pharm Res. 3:135-145.
9. Ediriweera ERHSS, Ratnasooriya WD. 2009. A review on herbs used in treatment of diabetes mellitus by Sri Lankan ayurvedic and traditional physicians. Ayu. 30:373-391.
10. Elya B, Basah K, Munim A, Yuliastuti W, Bangun A, Septiana EK. 2012. Screening of α-glucosidase inhibitory activity from some plants of Apocynaceae, Clusiaceae, Euphorbiaceae, and Rubiaceae. J Biomed Biotechnol. 2012:1-6.
11. Geethalakshmi R, Sarada DVL, Marimuthu P, Ramasamy K. 2010. α-Amylase inhibitory activity of Trianthema decandra L. Int J Biochem Biotechnol. 6:369-376.
12. Gohari A, Saeidnia S, Hadjiakhoondi A, Abdoullahi M, Nezafati M. 2009. Isolation and quantificative analysis of oleanolic acid from Satureja mutica. Fisch. & C.A. Mey. J Med Plants. 5:65-69.
13. Grover JK, Yadav S, Vitas V. 2002. Medicinal plants of India with anti-diabetic potential. J Ethnopharmacol. 81:81-100.
14. He Y, Li W, Li Y, Zhang S, Wang Y, Sun C. 2014. Ursolic acid increases glucose uptake through the PI3K signaling pathway in adipocytes. PLoS One. 9:1-8.
15. International Diabetes Federation (IDF). 2015. IDF diabetes atlas [Internet]. 7th ed. Brussels, Belgium: International Diabetes Federation. Available from: http://www.diabetesatlas.org/.
16. Jung M, Park M, Lee CH, Kang Y, Kang ES, Kim SK. 2006. Antidiabetic agents from medicinal plants. Curr Med Chem. 13:1203-1218.
17. Kang W, Song Y, Gu X. 2012. α-glucosidase inhibitory in vitro and antidiabetic activity in vivo of Osmanthus fragrans. J Med Plants Res. 6:2850-2856.
18. Karthic K, Kirthiram KS, Sadasivam S, Thayumanavan B, Palvannan T. 2008. Identification of alpha amylase inhibitors from Syzygium cumini Linn seeds. Indian J Exp Biol. 46:677-680.
19. Kolak U, Hacibekiroglu I, Ozturk M, Ozgokce F, Topcu G, Ulubelen A. 2009. Antioxidant anticholinesterase constituents of Salvia poculata. Turkish J Chem. 33:813-823.
20. Komaki E, Yamaguchi S, Maru I, Kinoshita M, Kakehi K, Ohta Y, Tsukada Y. 2003. Identification of anti-alpha-amylase components from olive leaf extracts. Food Sci Technol Res. 9:35-39.
21. Kumar A, Ilavarasan R, Jayachandran T, Deecaraman M, Aravindan P, Padmanabhan N, Krishan MRV. 2008. Anti-diabetic activity of Syzygium cumini and its isolated compound against streptozotocin-induced diabetic rats. J Med Plants Res. 2:246-249.
22. Kumar S, Kumar V, Prakash O, Ali M. 2013. Enzymes inhibition and antidiabetic effect of isolated constituents from Callistemon lanceoalatus. J Nat Prod. 3:252-259.
23. Kumar S, Narwal S, Kumar V, Prakash O. 2011. α-Glucosidase inhibitors from plants: a natural approach to treat diabetes. Pharmacogn Rev. 5:19-29.
24. Lee J, Lee HI, Seo KI, Cho HW, Kim MJ, Park EM, Lee MK. 2014. Effects of ursolic acid on glucose metabolism, the polyol pathway and dyslipidemia in non-obese type 2 diabetic mice. Indian J Exp Biol. 52:683-691.
25. Meshram GA, Khamkar SS. 2014. Effect of oleanolic acid isolated from garlic leaves on carbohydrate metabolizing enzymes, in vitro. Int J Pharm Sci Res. 5:988-991.
26. Nishandhini S, Sudha V, Mallavarapu GR, Murugan R. 2014. Chemical compositions, α-amylase inhibitory and antioxidant activities of the essential oils from unripe fruit pulp and leaves. Int J Pharm Pharm Sci. 7:511-514.
27. Olaokun OO, McGaw LJ, Eloff JN, Naidoo V. 2013. Evaluation of the inhibition of carbohydrate hydrolysing enzymes, antioxidant activity and polyphenolic content of extracts of ten African Ficus species (Moraceae) used traditionally to treat diabetes. BMC Complement Altern Med. 13:94-103.
28. Oliveira ACP, Endringer DC, Amorim LAS, Brandão MGL, Coelho MM. 2005. Effect of the extracts and fractions of Baccharis trimera and Syzygium cumini on glycaemia of diabetic and non-diabetic mice. J Ethnopharmacol. 102:465-469.
29. Qi LW, Liu EH, Chu C, Peng YB, Cai HX, Li P. 2010. Anti-diabetic agents from natural products-an update from 2004 to 2009. Curr Top Med Chem. 10:434-457.
30. Ragasa CY, Torres OB, Shen CC, Lachica MKEG, Sulit AB, Chua DBDL, Ancheta ADM, Ismail CJB, Bernaldez FTE, Raga DD. 2014. Triterpenes from the leaves of Syzygium polycephalum, S. cumini and S. samarangense. Chem Nat Compd. 50:942-944.
31. Salah El Dine R, Ma Q, Kandil ZA, El-Halawany AM. 2014. Triterpenes as uncompetitive inhibitors of α-glucosidase from flowers of Punica granatum L. Nat Prod Res. 28:2191-2194.
32. Sales PM, Souza PM, Simeoni LA, Magalhães PO, Silveira D. 2012. α-Amylase inhibitors: a review of raw material and isolated compounds from plant source. J Pharm Pharm Sci. 15:141-183.
33. Saraswaty V. 2012. Alpha glucosidase inhibitory activity from Syzigium sp. J Teknol Indon. 33:33-37.
34. Saravanan G, Leelavinothan P. 2006. Effects of Syzygium cumini bark on blood glucose, plasma insulin and C-peptide in streptozotocin induced diabetic rats. Int J Endocrinol Metab. 4:93-105.
35. Saravanan G, Pari L. 2008. Hypoglycaemic and antihyperglycaemic effect of Syzygium cumini bark in streptozotocin-induced diabetic rats. J Pharm Toxic. 3:1-10.
36. Schoenfelder T, Warmlin CZ, Manfredini MS, Pavei LL, Réus JV, Tristão TC, Fernandes MS, Costa-Campos L. 2010. Hypoglycemic and hypolipidemic effect of leaves from Syzygium cumini (L.) Skeels, Myrtaceae in diabetic rats. Rev Bras Farmacogn. 20:222-227.
37. Schossler DRC, Mazzanti CM, Luz SCAD, Filappi A, Prestes D, Silveira AFD, Cecim M. 2004. Syzygium cumini and the regeneration of insulin positive cells from the pancreatic duct. Braz J Vet Res Anim Sci. 41:236-239.
38. Sheard NF, Clark NG, Brand-Miller JC, Franz MJ, Pi-Sunyer FX, Mayer-Davis E, Kulkarni K, Geil P. 2004. Dietary carbohydrate (amount and type) in the prevention and management of diabetes: a statement by the american diabetes association. Diabetes Care. 27:2266-2271.
39. Shinde J, Taldone T, Barletta M, Kunaparaju N, Hu B, Kumar S, Placido J, Zito SW. 2008. α-Glucosidase inhibitory activity of Syzygium cumini (Linn.) Skeels seed kernel in vitro and in Goto-Kakizaki (GK) rats. Carbohydr Res. 343:1278-1281.
40. Sudha P, Zinjarde SS, Bhargava SY, Kumar AR. 2011. Potent α-amylase inhibitory activity of Indian Ayurvedic medicinal plants. BMC Complement Altern Med. 11:5-10.
41. Teixeira CC, Fuchs FD, Weinert LS, Esteves J. 2006. The efficacy of folk medicines in the management of type 2 diabetes mellitus: results of a randomized controlled trial of Syzygium cumini (L.) Skeels. J Clin Pharm Ther. 31:1-5.
42. Teixeira CC, Rava CA, Silva PM, Melchior R, Argenta R, Anselmi F, Almeida CRC, Fuchs FD. 2000. Absence of antihyperglycemic effect of jambolan in experimental and clinical models. J Ethnopharmacol. 71:343-347.
43. Tiwari AK, Viswanadh V, Gowri PM, Ali AZ, Radhakrishnan SV, Agawane SB, Madhusudana K, Rao JM. 2010. Oleanolic acid & alpha-glucosidase inhibitory and antihyperglycemic active compound from the fruits of Sonneratia caseolaris. Open Access J Med Aromat Plants. 1:19-23.
44. World Health Organization and International Diabetes Federation (WHO & IDF). 2004. Diabetes action now. An initiative of the World Health Organization and International Federation of Diabetes [Internet]. Available from: http://apps.who.int/iris/bitstream/10665/42934/1/924159151X.pdf.
45. Xu XH, Su Q, Zang ZH. 2012. Simultaneous determination of oleanolic acid and ursolic acid by RP-HPLC in the leaves of Eriobotrya japonica Lindl. J Pharm Biomed Anal. 2:238-240.
46. Yin MC, Chan KC. 2007. Nonenzymatic antioxidative and antiglycative effects of oleanolic acid and ursolic acid. J Agric Food Chem. 55:7177-7181.