Planta Med 2011; 77(16): 1852-1854
DOI: 10.1055/s-0030-1271154
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

A New Cytotoxic β-Carboline Alkaloid from Galianthe thalictroides

Patrícia O. Figueiredo1 , Fernanda R. Garcez1 , Maria de Fátima C. Matos2 , Renata T. Perdomo2 , Lyara M. M. Queiroz2 , Arnildo Pott3 , Airton J. S. Garcez4 , Walmir S. Garcez1
  • 1Departamento de Química, Universidade Federal de Mato Grosso do Sul, Campo Grande, MS, Brazil
  • 2Departamento de Farmácia-Bioquímica, Universidade Federal de Mato Grosso do Sul, Campo Grande, MS, Brazil
  • 3Departamento de Biologia, Universidade Federal de Mato Grosso do Sul, Campo Grande, MS, Brazil
  • 4Agência de Desenvolvimento Agrário e Extensão Rural, Campo Grande, MS, Brazil
Further Information

Publication History

received December 16, 2010 revised April 1, 2011

accepted May 3, 2011

Publication Date:
01 June 2011 (online)

Abstract

A cytotoxicity-guided fractionation of the roots of Galianthe thalictroides afforded a new β-carboline alkaloid, 1-(hydroxymethyl)-3-(2-hydroxypropan-2-yl)-2-(5-methoxy-9H-β-carbolin-1-yl)cyclopentanol, which exhibited strong cytotoxic activity against three human cancer cell lines (MCF-7, 786-0, and UACC62). Its structure was established on the basis of 1D- and 2D-NMR spectroscopic techniques supported by HRMS data.

Supporting Information

References

  • 1 Cabral E L. Revisión sinóptica de Galianthe Subgen. Galianthe (Rubiaceae: Spermacoceae) con una sección nueva.  Ann Mo Bot Gard. 2009;  96 27-60
  • 2 Moura V M, Santos D P, Oliveira S M, Carvalho J E, Foglio M A. Constituintes químicos de Galianthe brasiliensis (Rubiaceae).  Quim Nova. 2006;  29 452-455
  • 3 Garcez F R, Silva A F G, Garcez W S, Linck G, Matos M F C, Santos E C S, Queiroz L M M. Cytotoxic aporphine alkaloids from Ocotea acutifolia.  Planta Med. advance online publication 2010;  DOI: 10.1055/s-0030-1250401
  • 4 Garcez F R, Garcez W S, Martins M, Matos M F C, Guterres Z R, Mantovani M S, Misu C K, Nakashita S T. Cytotoxic and genotoxic butanolides and lignans from Aiouea trinervis.  Planta Med. 2005;  71 923-927
  • 5 Garcez F R, Garcez W S, Martins M, Cruz A C. A bioctive lactone from Nectandra gardneri.  Planta Med. 1999;  65 775
  • 6 Eshimbetov A G, Tulyaganov T S. Theoretical and UV spectral study of isomeric 1-(quinolinyl)-β-carbolines conformations.  Spectrochim Acta A. 2007;  67 1139-1143
  • 7 Phuong N M, Sung T V, Porzel A, Schmidt J, Adam G. Two new β-carboline alkaloids from Hedyotis capitellata var. mollis.  Planta Med. 1999;  65 761-762
  • 8 Peng J N, Feng X Z, Zheng Q T, Liang X T. A β-carboline alkaloid from Hedyotis chrysotricha.  Phytochemistry. 1997;  46 1119-1121
  • 9 Kan-Fan C, Zuanazzi J A, Quirion J C, Husson H P, Henriques A. Deppeaninol, a new β-carboline alkaloid from Deppea blumenaviensis (Rubiaceae).  Nat Prod Res. 1995;  7 317-321
  • 10 Monks A, Scudiero D, Skehan P, Shoemaker R, Paull K, Vistica D, Hose C, Langley J, Cronise P, Vaigro-Wolff A, Gray-Goodrich M, Campbell H, Mayo J, Boyd M. Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines.  J Natl Cancer Inst. 1991;  83 757-766
  • 11 Houghton P, Fang R, Techatanawat I, Steventon G, Hylands P J, Lee C C. The sulphorhodamine (SRB) assay and other approaches to testing plant extracts and derived compounds for activities related to reputed anticancer activity.  Methods. 2007;  42 377-387

Dr. Walmir Silva Garcez

CCET, Departamento de Química
Universidade Federal de Mato Grosso do Sul

Av. Senador Filinto Muller 1555

Campo Grande, MS 79074-460

Brazil

Phone: +55 67 33 45 35 79

Fax: +55 67 33 45 35 52

Email: walmir.garcez@ufms.br

>