+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Isolation, Characterization and Anticancer Potential of Cytotoxic Triterpenes from Betula utilis Bark



Isolation, Characterization and Anticancer Potential of Cytotoxic Triterpenes from Betula utilis Bark



Plos one 11(7): E0159430



Betula utilis, also known as Himalayan silver birch has been used as a traditional medicine for many health ailments like inflammatation, HIV, renal and bladder disorders as well as many cancers from ages. Here, we performed bio-guided fractionation of Betula utilis Bark (BUB), in which it was extracted in methanol and fractionated with hexane, ethyl acetate, chloroform, n-butanol and water. All six fractions were evaluated for their in-vitro anticancer activity in nine different cancer cell lines and ethyl acetate fraction was found to be one of the most potent fractions in terms of inducing cytotoxic activity against various cancer cell lines. By utilizing column chromatography, six triterpenes namely betulin, betulinic acid, lupeol, ursolic acid (UA), oleanolic acid and β-amyrin have been isolated from the ethyl acetate extract of BUB and structures of these compounds were unraveled by spectroscopic methods. β-amyrin and UA were isolated for the first time from Betula utilis. Isolated triterpenes were tested for in-vitro cytotoxic activity against six different cancer cell lines where UA was found to be selective for breast cancer cells over non-tumorigenic breast epithelial cells (MCF 10A). Tumor cell selective apoptotic action of UA was mainly attributed due to the activation of extrinsic apoptosis pathway via up regulation of DR4, DR5 and PARP cleavage in MCF-7 cells over non-tumorigenic MCF-10A cells. Moreover, UA mediated intracellular ROS generation and mitochondrial membrane potential disruption also play a key role for its anti cancer effect. UA also inhibits breast cancer migration. Altogether, we discovered novel source of UA having potent tumor cell specific cytotoxic property, indicating its therapeutic potential against breast cancer.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 058175887

Download citation: RISBibTeXText

PMID: 27453990

DOI: 10.1371/journal.pone.0159430


Related references

Triterpenes of Betula pendula Roth and Betula pubescens Ehrh. Comparative study of the bark. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft 299(5): 422-428, 1966

Triterpenes from the outer bark of Betula nigra. Journal of wood chemistry and technology1(4): 503-516, 1991

The isolation of lupeol from the bark of Heritiera utilis (Tarrietia utilis). Phytochemistry 9 (3) 671, 1970

Isolation and characterization of a cellulose from the inner bark of White Birch (Betula papyrifera). Canad. J. Chem, 38: 7, 1191-8, 1960

New oleanene and fernane-type triterpenes from the stem bark of Betula pendula roth. Die Pharmazie 58(9): 671-673, 2003

Use of evaporative light scattering mass detection in high performance liquid chromatography of triterpenes in the bark resin of betula species. Phytochemical Analysis 2(2): 84-86, 1991

Cytotoxic triterpenes from stem bark of Physocarpus intermedius. Planta Medica 66(5): 485-486, 2000

Tri terpenoid from betula utilis isolation and structure of karachic acid. Pakistan Journal of Scientific & Industrial Research 17(6): 195-197, 1974

Simultaneous quantification of five marker compounds of Betula utilis stem bark using a validated high-performance thin-layer chromatography method. Journal of Separation Science 35(3): 392-399, 2012

Anticancer diarylheptanoid glycosides from the inner bark of Betula papyrifera. Phytochemistry 68(20): 2531-2536, 2007

Triterpenes from the stem bark of Mitragyna diversifolia and their cytotoxic activity. Chinese Journal of Natural Medicines 12(8): 628-631, 2014

Plant anticancer agents, L. cytotoxic triterpenes from Sandoricum koetjape stems. Journal of Natural Products 55(5): 654-659, 1992

Isolation of a new resorcinolic lipid from Mangifera zeylanica Hook.f. bark and its cytotoxic and apoptotic potential. Biomedicine and PharmacoTherapy 89: 194-200, 2017

A study of the potential anticancer activity of Mangifera zeylanica bark: Evaluation of cytotoxic and apoptotic effects of the hexane extract and bioassay-guided fractionation to identify phytochemical constituents. Oncology Letters 11(2): 1335-1344, 2016

Identification and isolation of pharmacologically active triterpenes in Betuale cortex, Betula pendula Roth., Betulaceae. Bosnian Journal of Basic Medical Sciences 9(1): 31-38, 2009