Planta Med 2012; 78(5): 409-414
DOI: 10.1055/s-0031-1298173
Biological and Pharmacological Activity
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

In Vitro and In Vivo Antitumor Effects of the Essential Oil from the Leaves of Guatteria friesiana

Anny C. S. Britto1 , Allan C. A. de Oliveira1 , Raissa M. Henriques1 , Gabriella M. B. Cardoso1 , Diogo S. Bomfim 1 , Adriana A. Carvalho2 , Manoel O. Moraes2 , Claudia Pessoa2 , Maria L. B. Pinheiro3 , Emmanoel V. Costa4 , Daniel P. Bezerra1
  • 1Department of Physiology, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil
  • 2Department of Physiology and Pharmacology, Federal University of Ceará, School of Medicine, Fortaleza, Ceará, Brazil
  • 3Department of Chemistry, Federal University of Amazonas, Manaus, Amazonas, Brazil
  • 4Department of Chemistry, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil
Further Information

Publication History

received Nov. 23, 2011 revised Dec. 9, 2011

accepted Dec. 19, 2011

Publication Date:
24 January 2012 (online)

Abstract

Guatteria friesiana (W. A. Rodrigues) Erkens & Maas (synonym Guatteriopsis friesiana W. A. Rodrigues), popularly known as “envireira”, is a medicinal plant found in the Brazilian and Colombian Amazon basin that is used in traditional medicine for various purposes. Recent studies on this species have demonstrated antimicrobial activity. In this study, the antitumor activity of the essential oil from the leaves of G. friesiana (EOGF) and its main components (α-, β-, and γ-eudesmol) were determined using experimental models. In the in vitro study, EOGF and its components α-, β-, and γ-eudesmol displayed cytotoxicity against tumor cell lines, showing IC50 values in the range of 1.7 to 9.4 µg/mL in the HCT-8 and HL-60 cell lines for EOGF, 5.7 to 19.4 µg/mL in the HL-60 and MDA-MB-435 cell lines for α-eudesmol, 24.1 to > 25 µg/mL in the SF-295 and MDA-MB-435 cell lines for β-eudesmol, and 7.1 to 20.6 µg/mL in the SF-295 and MDA-MB-435 cell lines for γ-eudesmol, respectively. In the in vivo study, the antitumor effect of EOGF was evaluated in mice inoculated with sarcoma 180 tumor cells. Tumor growth inhibition rates were 43.4–54.2 % and 6.6–42.8 % for the EOGF treatment by intraperitoneal (50 and 100 mg/kg/day) and oral (100 and 200 mg/kg/day) administration, respectively. The treatment with EOGF did not significantly affect body mass, macroscopy of the organs, or blood leukocyte counts. Based on these results, we can conclude that EOGF possesses significant antitumor activity and has only low systemic toxicity. These effects could be assigned to its components α-, β-, and γ-eudesmol.

References

  • 1 Cragg G M, Grothaus P G, Newman D J. Impact of natural products on developing new anti-cancer agents.  Chem Rev. 2009;  109 3012-3043
  • 2 Yue Q X, Liu X, Guo D A. Microtubule-binding natural products for cancer therapy.  Planta Med. 2010;  76 1037-1043
  • 3 Bailly C. Topoisomerase I poisons and suppressors as anticancer drugs.  Curr Med Chem. 2000;  7 39-58
  • 4 Corrêa M P. Dicionário das Plantas Úteis do Brasil e das Exóticas Cultivadas. Rio de Janeiro: IBDF; 1984
  • 5 Castedo L, Granja J A, Lera A R, Villaverde M C. Alkaloids from Guatteria goudotiana.  Phytochemistry. 1991;  30 2781-2783
  • 6 Boyom F F, Ngouana V, Zollo P H A, Menut C, Bessiere J M, Gut J, Rosenthal P J. Composition and anti-plasmodial activities of essential oils from some Cameroonian medicinal plants.  Phytochemistry. 2003;  64 1269-1275
  • 7 Costa E V, Teixeira S D, Marques F A, Duarte M C, Delarmelina C, Pinheiro M L, Trigo J R, Sales Maia B H. Chemical composition and antimicrobial activity of the essential oils of the Amazon Guatteriopsis species.  Phytochemistry. 2008;  69 1895-1899
  • 8 Costa E V, Marques F A, Pinheiro M L, Vaz N P, Duarte M C, Delarmelina C, Braga R M, Maia B H. 7,7-Dimethylaporphine alkaloids from the stem of Guatteriopsis friesiana.  J Nat Prod. 2009;  72 1516-1519
  • 9 Otoguro K, Iwatsuki M, Ishiyama A, Namatame M, Nishihara-Tukashima A, Kiyohara H, Hashimoto T, Asakawa Y, Omura S, Yamada H. In vitro antitrypanosomal activity of plant terpenes against Trypanosoma brucei.  Phytochemistry. 2011;  72 2024-2030
  • 10 Asakura K, Kanemasa T, Minagawa K, Kagawa K, Yagami T, Nakajima M, Ninomiya M. Alpha-eudesmol, a P/Q-type Ca(2+) channel blocker, inhibits neurogenic vasodilation and extravasation following electrical stimulation of trigeminal ganglion.  Brain Res. 2000;  873 94-101
  • 11 Asakura K, Matsuo Y, Oshima T, Kihara T, Minagawa K, Araki Y, Kagawa K, Kanemasa T, Ninomiya M. Omega-agatoxin IVA-sensitive Ca(2+) channel blocker, alpha-eudesmol, protects against brain injury after focal ischemia in rats.  Eur J Pharmacol. 2000;  394 57-65
  • 12 Horak S, Koschak A, Stuppner H, Striessnig J. Use-dependent block of voltage-gated Cav2.1 Ca2+ channels by petasins and eudesmol isomers.  J Pharmacol Exp Ther. 2009;  330 220-226
  • 13 Seo M J, Kim S J, Kang T H, Rim H K, Jeong H J, Um J Y, Hong S H, Kim H M. The regulatory mechanism of β-eudesmol is through the suppression of caspase-1 activation in mast cell-mediated inflammatory response.  Immunopharmacol Immunotoxicol. 2011;  33 178-185
  • 14 Aciole S D G, Piccoli C F, Duque L J E, Costa E V, Navarro-Silva M A, Marques F A, Maia B H L N S, Pinheiro M L B, Rebelo M T. Insecticidal activity of three species of Guatteria (Annonaceae) against Aedes aegypti (Diptera: Culicidae).  Rev Colomb Entomol. 2011;  37 262-268
  • 15 Adams R P. Identification of essential oil components by gas chromatography/quadrupole mass spectroscopy. Illinois: Allured Publishing Corporation; 2001
  • 16 van den Dool H, Kratz P D. A generalization of the retention index system including linear temperature programmed gas–liquid partition chromatography.  J Chromatogr A. 1963;  11 463-471
  • 17 Kusuma I W, Ogawa T, Itoh K, Tachibana S. Isolation and identification of an antifungal sesquiterpene alcohol from Amboyna wood.  Pak J Biol Sci. 2004;  7 1735-1740
  • 18 Raharivelomanana P, Bianchini J P, Cambon A, Azzaro M, Faure R. Two-dimensional NMR of sesquiterpenes.  Magn Reson Chem. 1995;  33 233-235
  • 19 van Beek T A, Kleis R, Posthumus M A, van Veldhuizen A. Essential oil of Amyris balsamifera.  Phytochemistry. 1989;  28 1909-1911
  • 20 Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays.  J Immunol Methods. 1983;  16 55-63
  • 21 Bezerra D P, Castro F O, Alves A P N N, Pessoa C, Moraes M O, Silveira E R, Lima M A S, Elmiro F J M, Costa-Lotufo L V. In vivo growth-inhibition of sarcoma 180 by piplartine and piperine, two alkaloid amides from Piper.  Braz J Med Biol Res. 2006;  39 801-807
  • 22 Bezerra D P, de Castro F O, Alves A P, Pessoa C, de Moraes M O, Silveira E R, Lima M A, Elmiro F J, de Alencar N M, Mesquita R O, Lima M W, Costa-Lotufo L V. In vitro and in vivo antitumor effect of 5-FU combined with piplartine and piperine.  J Appl Toxicol. 2008;  28 156-163
  • 23 Bezerra D P, Pessoa C, Moraes M O, Alencar N M, Mesquita R O, Lima M W, Alves A P, Pessoa O D, Chaves J H, Silveira E R, Costa-Lotufo L V. In vivo growth inhibition of sarcoma 180 by piperlonguminine, an alkaloid amide from the Piper species.  J Appl Toxicol. 2008;  28 599-607
  • 24 Suffness M, Pezzuto J M. Assays related to cancer drug discovery. In: Hostettmann K, editor Methods in plant biochemistry: assays for bioactivity. London: Academic Press; 1990: 71-133
  • 25 Pessoa C, Silveira E R, Lemos T L, Wetmore L A, Moraes M O, Leyva A. Antiproliferative effects of compounds derived from plants of Northeast Brazil.  Phytother Res. 2000;  14 187-191
  • 26 Costa-Lotufo L V, Silveira E R, Barros M C, Lima M A, De Moraes M E, De Moraes M O, Pessoa C. Antiproliferative effects of abietane diterpenes from Aegiphila lhotzkyana.  Planta Med. 2004;  70 180-182
  • 27 Bezerra D P, Marinho Filho J D, Alves A P, Pessoa C, de Moraes M O, Pessoa O D, Torres M C, Silveira E R, Viana F A, Costa-Lotufo L V. Antitumor activity of the essential oil from the leaves of Croton regelianus and its component ascaridole.  Chem Biodivers. 2009;  6 1224-1231
  • 28 Unlu M, Ergene E, Unlu G V, Zeytinoglu H S, Vural N. Composition, antimicrobial activity and in vitro cytotoxicity of essential oil from Cinnamomum zeylanicum Blume (Lauraceae).  Food Chem Toxicol. 2010;  48 3274-3280
  • 29 Zarai Z, Kadri A, Ben Chobba I, Ben Mansour R, Bekir A, Mejdoub H, Gharsallah N. The in-vitro evaluation of antibacterial, antifungal and cytotoxic properties of Marrubium vulgare L. essential oil grown in Tunisia.  Lipids Health Dis. 2011;  10 161-169
  • 30 Soeur J, Marrot L, Perez P, Iraqui I, Kienda G, Dardalhon M, Meunier J R, Averbeck D, Huang M E. Selective cytotoxicity of Aniba rosaeodora essential oil towards epidermoid cancer cells through induction of apoptosis.  Mutat Res. 2011;  718 24-32
  • 31 Hsieh T J, Chang F R, Chia Y C, Chen C Y, Chiu H F, Wu Y C. Cytotoxic constituents of the fruits of Cananga odorata.  J Nat Prod. 2001;  64 616-619
  • 32 Ben Sghaier M, Skandrani I, Nasr N, Franca M G, Chekir-Ghedira L, Ghedira K. Flavonoids and sesquiterpenes from Tecurium ramosissimum promote antiproliferation of human cancer cells and enhance antioxidant activity: a structure-activity relationship study.  Environ Toxicol Pharmacol. 2011;  32 336-348
  • 33 Tsuneki H, Ma E L, Kobayashi S, Sekizaki N, Maekawa K, Sasaoka T, Wang M W, Kimura I. Antiangiogenic activity of beta-eudesmol in vitro and in vivo.  Eur J Pharmacol. 2005;  512 105-115
  • 34 Ma E L, Li Y C, Tsuneki H, Xiao J F, Xia M Y, Wang M W, Kimura I. Beta-eudesmol suppresses tumour growth through inhibition of tumour neovascularisation and tumour cell proliferation.  J Asian Nat Prod Res. 2008;  10 159-167
  • 35 Ahmed A L, Bassem S E, Mohamed Y H, Gamila M W. Cytotoxic essential oil from Annona sengalensis Pers. leaves.  Pharmacognosy Res. 2010;  2 211-214
  • 36 Asekun O T, Adeniyi B A. Antimicrobial and cytotoxic activities of the fruit essential oil of Xylopia aethiopica from Nigeria.  Fitoterapia. 2004;  75 368-370
  • 37 Lee Y L, Kim H J, Lee M S, Kim J M, Han J S, Hong E K, Kwon M S, Lee M J. Oral administration of Agaricus blazei (H1 strain) inhibited tumor growth in a sarcoma 180 inoculation model.  Exp Anim. 2003;  52 371-375
  • 38 Katzung G B. Basic and clinical pharmacology, 9th edition. USA: McGraw-Hill Medical; 2003
  • 39 Takiguchi N, Saito N, Nunomura M, Kouda K, Oda K, Furuyama N, Nakajima N. Use of 5-FU plus hyperbaric oxygen for treating malignant tumors: evaluation of antitumor effect and measurement of 5-FU in individual organs.  Cancer Chemother Pharmacol. 2001;  47 11-14

Prof. Dr. Daniel P. Bezerra

Department of Physiology
Federal University of Sergipe

Av. Marechal Rondon, Jardim Rosa Elze

49100-000, São Cristóvão, Sergipe

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