Download PDF
Planta Med 2012; 78(1): 36-38
DOI: 10.1055/s-0031-1280199
Biological and Pharmacological Activity
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Inhibition of α-Glucosidase and Hypoglycemic Effect of Stilbenes from the Amazonian Plant Deguelia rufescens var. urucu (Ducke) A. M. G. Azevedo (Leguminosae)

Aline C. Pereira1 , Mara S. P. Arruda2 , Ewerton A. S. da Silva2 , Milton N. da Silva2 , Virgínia S. Lemos1 , Steyner F. Cortes3
  • 1Departamento de Fisiologia e Biofísica, Universidade Federal de Minas Gerais, Belo Horizonte, Minas Gerais, Brazil
  • 2Faculdade de Química, Instituto de Ciências Exatas e Naturais, Universidade Federal do Pará, Belém, Pará, Brazil
  • 3Departamento de Farmacologia, Universidade Federal de Minas Gerais, Belo Horizonte, Minas Gerais, Brazil
Further Information

Publication History

received March 25, 2011 revised June 21, 2011

accepted August 8, 2011

Publication Date:
16 September 2011 (online)

    Permissions and Reprints

Abstract

The control of blood glucose levels is critical in the treatment of diabetes mellitus. α-Glucosidase inhibitors are of great importance in reducing hyperglycemia, and plants have provided many of these agents. The present study aimed at investigating the effect of two stilbenes, lonchocarpene and 3,5-dimethoxy-4′-O-prenyl-trans-stilbene (DPS), isolated from the Amazonian plant Deguelia rufescens var. urucu, on α-glucosidase activity and on mice postprandial hyperglycemia. Lonchocarpene and DPS inhibited α-glucosidase in vitro, with pIC50 values of 5.68 ± 0.12 and 5.73 ± 0.08, respectively. In addition, when given orally, DPS produced a significant reduction of hyperglycemia induced by an oral tolerance test, while lonchocarpene did not. Data suggest that DPS may have a potential use as an antidiabetic drug.

Key words

Deguelia rufescens var. urucu - Leguminosae - stilbenes - diabetes - α-glucosidase - plasma glucose

References

  • 1 Stolar M W, Hoogwerf B J, Gorshow S M, Boyle P J, Wales D O. Managing type 2 diabetes: going beyond glycemic control.  J Manag Care Pharm. 2008;  14 S2-S19
    PubMedGoogle Scholar
  • 2 Lopez-Candales A. Metabolic syndrome X: a comprehensive review of the pathophysiology and recommended therapy.  J Med. 2001;  32 283-300
    PubMedGoogle Scholar
  • 3 Ortiz-Andrade R R, García-Jiménez S, Castillo-España P, Ramírez-Ávila G, Villalobos-Molina R, Estrada-Soto S. α-Glucosidase inhibitory activity of the methanolic extract from Tournefortia hartwegiana: an anti-hyperglycemic agent.  J Ethnopharmacol. 2007;  109 48-53
    CrossrefPubMedGoogle Scholar
  • 4 Chiasson J L, Josse R G, Gomis R, Hanefeld M, Karasik A, Laakso M. Acarbose for prevention of type 2 diabetes mellitus: the STOP-NIDDM randomized trial.  Lancet. 2002;  359 2072-2077
    CrossrefPubMedGoogle Scholar
  • 5 Kawamori R, Tajima N, Iwamoto Y, Shimamoto K, Kaku K. Voglibose for prevention of type 2 diabetes mellitus: a randomised, double-blind trial in Japanese individuals with impaired glucose tolerance.  Lancet. 2009;  373 1607-1614
    CrossrefPubMedGoogle Scholar
  • 6 Babu K S, Tiwari A K, Srinivas P V, All A Z, Raju B C, Rao J M. Yeast and mammalian α-glucosidase inhibitory constituents from Himalayan rhubarb Rheum emodi Wall. ex Meisson.  Bioorg Med Chem Lett. 2004;  14 3841-3845
    CrossrefPubMedGoogle Scholar
  • 7 Kerem Z, Bilkis I, Flaishman M A, Sivan L. Antioxidant activity and inhibition of α-glucosidase by trans-resveratrol, Piceid, and a novel trans-stilbene from the roots of Israeli Rumex bucephalophorus L.  J Agric Food Chem. 2006;  54 1243-1247
    CrossrefPubMedGoogle Scholar
  • 8 Lam S H, Chen J M, Kang C J, Chen C H, Lee S S. Alpha-glucosidase inhibitors from the seeds of Syagrus romanzoffiana.  Phytochemistry. 2008;  69 1173-1178
    CrossrefPubMedGoogle Scholar
  • 9 Choi S Z, Lee S O, Jang K U, Chung S H, Park S H, Kang H C, Yang E Y, Cho H J, Lee K R. Antidiabetic stilbene and anthraquinone derivatives from Rheum undulatum.  Arch Pharm Res. 2005;  28 1027-1030
    CrossrefPubMedGoogle Scholar
  • 10 Hung L M, Chen J K, Huang S S, Lee R S, Su M J. Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes.  Cardiovasc Res. 2000;  47 549-555
    CrossrefPubMedGoogle Scholar
  • 11 Das S, Alagappan V K, Bagchi D, Sharma H S, Maulik N, Das D K. Coordinated induction of iNOS-VEGF-KDR-eNOS after resveratrol consumption: a potential mechanism for resveratrol preconditioning of the heart.  Vasc Pharmacol. 2005;  42 281-289
    CrossrefPubMedGoogle Scholar
  • 12 Lôbo L T, Silva G A, Freitas M C C, Filho A P S S, Silva M N, Arruda A C, Guilhon G M S P, Santos L S, Santos A S, Arruda M S P. Stilbenes from Deguelia rufescens var. urucu (Ducke) A. M. G. Azevedo leaves: effects on seed germination and plant growth.  J Braz Chem Soc. 2010;  21 1838-1844
    CrossrefPubMedGoogle Scholar
  • 13 Gusmão S D, Páscoa V, Mathias L, Curcino Vieira I J, Braz-Filho R, Alves Lemos F J. Derris (Lonchocarpus) urucu (Leguminosae) extract modifies the peritrophic matrix structure of Aedes aegypt (Diptera: Culicidae).  Mems Inst Oswaldo Cruz. 2002;  97 371-375
    CrossrefPubMedGoogle Scholar
  • 14 Mors W B, Do Nascimento M C, Ribeiro do Valle J, Aragão J A. Ichthyotoxic activity of plants of the genus Derris and compounds isolated there from.  Ci Cult. 1973;  25 647-648
    PubMedGoogle Scholar
  • 15 Fang N, Casida J E. Cubé resin insecticide: identification and biological activity of 29 rotenoid constituents.  J Agric Food Chem. 1999;  47 2130-2136
    CrossrefPubMedGoogle Scholar
  • 16 Fang N, Casida J E. New bioactive flavonoids and stilbenes in cubé resin insecticide.  J Nat Prod. 1999;  62 205-210
    CrossrefPubMedGoogle Scholar
  • 17 Lôbo L T, Silva G A, Ferreira M, da Silva M N, Santos A S, Arruda A C, Guilhon G M P, Santos L S, Borges R S, Arruda M S P. Dihydroflavonols from the leaves of Derris urucu (Leguminosae): structural elucidation and DPPH radical-scavenging activity.  J Braz Chem Soc. 2009;  20 1082-1088
    PubMedGoogle Scholar
  • 18 Ma C M, Hattori M, Daneshtalab M, Wang L. Chlorogenic acid derivatives with alkyl chains of different lengths and orientations: potent α-glucosidase inhibitors.  J Med Chem. 2008;  51 6188-6194
    CrossrefPubMedGoogle Scholar
  • 19 Hanozet G, Pircher H P, Vanni P, Oesch B, Semenza G. An example of enzyme hysteresis. The slow and tight interaction of some fully competitive inhibitors with small intestinal sucrose.  J Biol Chem. 1981;  256 3703-3711
    PubMedGoogle Scholar
  • 20 Li T, Zhang X D, Song Y W, Liu J W. A microplate-based screening method for α-glucosidase inhibitors.  Nat Prod Res Dev. 2005;  10 1128-1134
    PubMedGoogle Scholar
  • 21 Li H, Song F, Xing J, Tsao R, Liu Z, Liu S. Screening and structural characterization of α-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MSn and SORI-CID FTICR MS.  J Am Soc Mass Spectrom. 2009;  20 1496-1503
    CrossrefPubMedGoogle Scholar
  • 22 Aguilar-Santamaría L, Ramírez G, Nicasio P, Alegría-Reyes C, Herrera-Arellano A. Antidiabetic activities of Tecoma stans (L.) Juss. ex Kunth.  J Ethnopharmacol. 2009;  124 284-288
    CrossrefPubMedGoogle Scholar
  • 23 Heo S J, Hwang J Y, Choi J I, Han J S, Kim H J, Jeon Y J. Diphlorethohydroxycarmalol isolated from Ishige okamurae, a brown algae, a potent α-glucosidase and α-amylase inhibitor, alleviates postprandial hyperglycemia in diabetic mice.  Eur J Pharmacol. 2009;  615 252-256
    CrossrefPubMedGoogle Scholar
  • 24 Martins M R, Vieira A K G, Souza E P G, Moura A S. Early overnutrition impairs insulin signaling in the heart of adult Swiss mice.  J Endocrinol. 2008;  198 591-598
    CrossrefPubMedGoogle Scholar

Steyner F. Cortes

Department of Pharmacology
Instituto de Ciências Biológicas
Universidade Federal de Minas Gerais

Av. Antônio Carlos, 6627

31270-901, Belo Horizonte, MG

Brazil

Phone: +55 31 34 09 27 26

Fax: +55 31 34 09 26 95

Email: sfcortes@icb.ufmg.br

      >