β-Bisabolene, a Sesquiterpene from the Essential Oil Extract of Opoponax (Commiphora guidottii), Exhibits Cytotoxicity in Breast Cancer Cell Lines

被引:92
作者
Yeo, Syn Kok [1 ]
Ali, Ahmed Y. [2 ]
Hayward, Olivia A. [1 ]
Turnham, Daniel [1 ]
Jackson, Troy [2 ]
Bowen, Ifor D. [2 ]
Clarkson, Richard [1 ]
机构
[1] Cardiff Univ, Sch Biosci, European Canc Stem Cell Res Inst, Hadyn Ellis Bldg,Maindy Rd, Cardiff CF24 4HQ, S Glam, Wales
[2] Cardiff Univ, Sch Biosci, Museum Ave, Cardiff CF10 3AX, S Glam, Wales
关键词
opoponax; scented myrrh; bisabolene; apoptosis; Commiphora guidottii; breast cancer; sesquiterpene; HISTONE DEACETYLASES HDAC1; SCENTED MYRRH; IN-VITRO; ALPHA-BISABOLOL; APOPTOSIS; EXPRESSION; INDUCTION; CARCINOMA; TUMORS; MICE;
D O I
10.1002/ptr.5543
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The essential oils from Commiphora species have for centuries been recognized to possess medicinal properties. Here, we performed gas chromatography-mass spectrometry on the essential oil from opoponax (Commiphora guidotti) and identified bisabolene isomers as the main constituents of this essential oil. Opoponax essential oil, a chemical component; -bisabolene and an alcoholic analogue, -bisabolol, were tested for their ability to selectively kill breast cancer cells. Only -bisabolene, a sesquiterpene constituting 5% of the essential oil, exhibited selective cytotoxic activity for mouse cells (IC50 in normal Eph4: >200 mu g/ml, MG1361: 65.49 mu g/ml, 4T1: 48.99 mu g/ml) and human breast cancer cells (IC50 in normal MCF-10A: 114.3 mu g/ml, MCF-7: 66.91 mu g/ml, MDA-MB-231: 98.39 mu g/ml, SKBR3: 70.62 mu g/ml and BT474: 74.3 mu g/ml). This loss of viability was because of the induction of apoptosis as shown by Annexin V-propidium iodide and caspase-3/7 activity assay. -bisabolene was also effective in reducing the growth of transplanted 4T1 mammary tumours in vivo (37.5% reduction in volume by endpoint). In summary, we have identified an anti-cancer agent from the essential oil of opoponax that exhibits specific cytotoxicity to both human and murine mammary tumour cells in vitro and in vivo, and this warrants further investigation into the use of -bisabolene in the treatment of breast cancers. Copyright (c) 2015 John Wiley & Sons, Ltd.
引用
收藏
页码:418 / 425
页数:8
相关论文
共 29 条
[1]   6-Acetoxy Cyperene, a Patchoulane-type Sesquiterpene Isolated from Cyperus rotundus Rhizomes Induces Caspase-dependent Apoptosis in Human Ovarian Cancer Cells [J].
Ahn, Ji-Hye ;
Lee, Tae-won ;
Kim, Ki-Hee ;
Byun, Hoyong ;
Ryu, Byeol ;
Lee, Kyung-Tae ;
Jang, Dae Sik ;
Choi, Jung-Hye .
PHYTOTHERAPY RESEARCH, 2015, 29 (09) :1330-1338
[2]   ANTICARCINOGENIC EFFECT OF COMMIPHORA MOLMOL ON SOLID TUMORS INDUCED BY EHRLICH CARCINOMA-CELLS IN MICE [J].
ALHARBI, MM ;
QURESHI, S ;
RAZA, M ;
AHMED, MM ;
GIANGRECO, AB ;
SHAH, AH .
CHEMOTHERAPY, 1994, 40 (05) :337-347
[3]   Minor components with smooth muscle relaxing properties from scented myrrh (Commiphora guidotti) [J].
Andersson, M ;
Bergendorff, O ;
Shan, RD ;
Zygmunt, P ;
Sterner, O .
PLANTA MEDICA, 1997, 63 (03) :251-254
[4]   Essential oils of some Boswellia spp., myrrh and opopanax [J].
Baser, KHC ;
Demirci, B ;
Dekebo, A ;
Dagne, E .
FLAVOUR AND FRAGRANCE JOURNAL, 2003, 18 (02) :153-156
[5]   α-bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells [J].
Cavalieri, E ;
Mariotto, S ;
Fabrizi, C ;
de Prati, AC ;
Gottardo, R ;
Leone, S ;
Berra, LV ;
Lauro, GM ;
Ciampa, AR ;
Suzuki, H .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2004, 315 (03) :589-594
[6]   T-CADINOL - A PHARMACOLOGICALLY ACTIVE CONSTITUENT OF SCENTED MYRRH - INTRODUCTORY PHARMACOLOGICAL CHARACTERIZATION AND HIGH-FIELD H-1-NMR AND C-13-NMR DATA [J].
CLAESON, P ;
ANDERSSON, R ;
SAMUELSSON, G .
PLANTA MEDICA, 1991, 57 (04) :352-356
[7]   In Vivo Effect of α-Bisabolol, a Nontoxic Sesquiterpene Alcohol, on the Induction of Spontaneous Mammary Tumors in HER-2/neu Transgenic Mice [J].
Costarelli, Laura ;
Malavolta, Marco ;
Giacconi, Robertina ;
Cipriano, Catia ;
Gasparini, Nazzarena ;
Tesei, Silvia ;
Pierpaoli, Sara ;
Orlando, Fiorenza ;
Suzuki, Hisanori ;
Perbellini, Luigi ;
Piacenza, Francesco ;
Emanuelli, Monica ;
Mocchegiani, Eugenio .
ONCOLOGY RESEARCH, 2010, 18 (09) :409-418
[8]   CONSTITUENTS OF ESSENTIAL OIL OF COMMIPHORA-GUIDOTTI [J].
CRAVEIRO, A ;
CORSANO, S ;
PROIETTI, G ;
STRAPPAGHETTI, G .
PLANTA MEDICA, 1983, 48 (02) :97-98
[9]  
da Rocha Adriana B., 2001, Current Opinion in Pharmacology, V1, P364
[10]   The additive and synergistic antimicrobial effects of select frankincense and myrrh oils - a combination from the pharaonic pharmacopoeia [J].
de Rapper, S. ;
Van Vuuren, S. F. ;
Kamatou, G. P. P. ;
Viljoen, A. M. ;
Dagne, E. .
LETTERS IN APPLIED MICROBIOLOGY, 2012, 54 (04) :352-358