Bixa orellana L. by-products’ fractions from an industrial process: antiproliferative activity on tumor cells and chemical profile

Abstract This study evaluated the phytochemical characterization of Bixa orellana (BO extract) unsaponifiable extract and resulting fractions (F fraction - FF, Geranyl fraction – GF and R fraction- RF) obtained as by-products of an industrial process investigating in vitro antiproliferative activities in human tumoral cells. The main compounds identified by GC-MS for BO extract were Geranylgeraniol (61.51%); for FF: Geranylgeraniol (70.23%); for GF: Geranylgeraniol (78.92%) and for RF: β-cubebene (27.75%). Quantifications of geranylgeraniol by GC-FID presented the percentage content: BO 27.52%; FF 38.52%; GF 51.44% and RF 1.81%. BO extract showed a significant antiproliferative activity, with GI50 up to 4 µg/mL. All fractions had a remarkably similar antiproliferative activity profile (GI50 27-47 µg/mL). Data reported herein showed an important cytostatic effect for BO extract, nevertheless this activity is not attributed exclusively to geranylgeraniol. In conclusion, this by-product becomes of great value, being a potential candidate for development of new anti-tumor ingredients.

[1]  R. Grougnet,et al.  Bixin, an apocarotenoid isolated from Bixa orellana L., sensitizes human melanoma cells to dacarbazine-induced apoptosis through ROS-mediated cytotoxicity. , 2019, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[2]  Muhammed Erkan Karabekmez,et al.  Doxorubicin induces an extensive transcriptional and metabolic rewiring in yeast cells , 2018, Scientific Reports.

[3]  J. A. Teixeira da Silva,et al.  The biotechnology (genetic transformation and molecular biology) of Bixa orellana L. (achiote) , 2018, Planta.

[4]  P. Oliveira,et al.  Altered mitochondrial epigenetics associated with subchronic doxorubicin cardiotoxicity. , 2017, Toxicology.

[5]  F. Carrari,et al.  Achiote (Bixa orellana L.): a natural source of pigment and vitamin E , 2017, Journal of Food Science and Technology.

[6]  Shahid-ul-Islam,et al.  Phytochemistry, biological activities and potential of annatto in natural colorant production for industrial applications - A review. , 2016, Journal of advanced research.

[7]  L. Antunes,et al.  Effect of bixin on DNA damage and cell death induced by doxorubicin in HL60 cell line , 2016, Human & experimental toxicology.

[8]  C. Perou,et al.  Pharmacokinetics and Efficacy of PEGylated Liposomal Doxorubicin in an Intracranial Model of Breast Cancer , 2013, PloS one.

[9]  C. Barja-Fidalgo,et al.  Terpenic fraction of Pterodon pubescens inhibits nuclear factor kappa B and extracellular signal-regulated protein Kinase 1/2 activation and deregulates gene expression in leukemia cells , 2012, BMC Complementary and Alternative Medicine.

[10]  W. Wätjen,et al.  Dose- and time-dependent effects of doxorubicin on cytotoxicity, cell cycle and apoptotic cell death in human colon cancer cells. , 2010, Toxicology.

[11]  A. Bishayee,et al.  Terpenoids and breast cancer chemoprevention , 2009, Breast Cancer Research and Treatment.

[12]  A. Mercadante,et al.  Characterization of different annatto extracts based on antioxidant and colour properties , 2008 .

[13]  M. Campos,et al.  Double-blind randomized placebo-controlled study of Bixa orellana in patients with lower urinary tract symptoms associated to benign prostatic hyperplasia. , 2007, International braz j urol : official journal of the Brazilian Society of Urology.

[14]  M. Sporn,et al.  Triterpenoids and rexinoids as multifunctional agents for the prevention and treatment of cancer , 2007, Nature Reviews Cancer.

[15]  R. Siva,et al.  Induction of apoptosis by apocarotenoids in B16 melanoma cells through ROS-mediated mitochondrial-dependent pathway , 2016 .

[16]  R. Bell.  Prevention and Treatment of Cancer , 1996 .