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

Phytotherapy Research

Volumn 30, Issue 3, 2016, Pages 418-425

  Yeo, Syn Kok ^a   Ali, Ahmed Y ^a   Hayward, Olivia A ^a   Turnham, Daniel ^a   Jackson, Troy ^a   Bowen, Ifor D ^a   Clarkson, Richard ^a  

^a CARDIFF UNIVERSITY   (United Kingdom)

Author keywords

apoptosis; bisabolene; breast cancer; Commiphora guidottii; opoponax; scented myrrh; sesquiterpene

Indexed keywords

ALPHA BISABOLENE; BETA BISABOLENE; CASPASE 3; CASPASE 7; ESSENTIAL OIL; LIPOCORTIN 5; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; BETA-BISABOLENE; BISABOLOL; CASPASE; PLANT EXTRACT; SESQUITERPENE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BREAST CANCER; BREAST CANCER CELL LINE; CANCER INHIBITION; CELL VIABILITY; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG STRUCTURE; ENZYME ACTIVITY; FEMALE; IC50; IN VITRO STUDY; IN VIVO STUDY; MASS FRAGMENTOGRAPHY; MOUSE; NONHUMAN; ANIMAL; BREAST NEOPLASMS; CHEMISTRY; COMMIPHORA; DRUG EFFECTS; HUMAN; MCF-7 CELL LINE; METABOLISM; PHYTOTHERAPY;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; APOPTOSIS; BREAST NEOPLASMS; CASPASES; COMMIPHORA; FEMALE; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; MCF-7 CELLS; MICE; OILS, VOLATILE; PHYTOTHERAPY; PLANT EXTRACTS; SESQUITERPENES;

EID: 84959472988     PISSN: 0951418X     EISSN: 10991573     Source Type: Journal    
DOI: 10.1002/ptr.5543     Document Type: Article

References (29)

1. Ahn JH, Lee TW, Kim KH, et al., 2015. 6-Acetoxy cyperene, a patchoulane-type sesquiterpene isolated from cyperus rotundus rhizomes induces caspase-dependent apoptosis in human ovarian cancer cells. Phytother Res 29 (9): 1330-1338.
2. Al-Harbi M, Qureshi S, Raza M, Ahmed M, Giangreco A, Shah A,. 1994. Anticarcinogenic effect of Commiphora molmol on solid tumors induced by Ehrlich carcinoma cells in mice. Chemotherapy 40 (5): 337-347.
3. Andersson M, Bergendorff O, Shan R, Zygmunt P, Sterner O,. 1997. Minor components with smooth muscle relaxing properties from scented myrrh (Commiphora guidotti). Planta Med 63 (3): 251-254.
4. Baser K, Demirci B, Debeko A, Dagne E,. 2003. Essential oils of some Boswellia spp., myrrh and opoponax. Flavour Fragr J 18: 153-156.
5. Cavalieri E, Mariotto S, Fabrizi C, et al., 2004. α-Bisabolol, a nontoxic natural compound, strongly induces apoptosis in glioma cells. Biochem Biophys Res Commun 315: 589-594.
6. Claeson P, Andersson R, Samuelsson G,. 1991. T-cadinol: a pharmacologically active constituent of scented myrrh: introductory pharmacological characterization and high field 1H- and 13C-NMR data. Planta Med 57 (4): 352-356.
7. Costarelli L, Malavolta M, Giacconi R, et al., 2010. In vivo effect of alpha-bisabolol, a nontoxic sesquiterpene alcohol, on the induction of spontaneous mammary tumors in HER-2/neu transgenic mice. Oncol Res 18 (9): 409-418.
8. Craveiro A, Corsano S, Proietti G, Strappaghetti G,. 1983. Constituents of essential oil of Commiphora guidotti. Planta Med 48 (2): 97-98.
9. Da Rocha A, Lopes R, Schwartsmann G,. 2001. Natural products in anticancer therapy. Curr Opin Pharmacol 1: 364-369.
10. de Rapper S, Van Vuuren SF, Kamatou GP, Viljoen AM, Dagne E,. 2012. The additive and synergistic antimicrobial effects of select frankincense and myrrh oils-a combination from the pharaonic pharmacopoeia. Lett Appl Microbiol 54 (4): 352-358.
11. Han J, Bae SY, Oh SJ, et al., 2014. Zerumbone suppresses IL-1β-induced cell migration and invasion by inhibiting IL-8 and MMP-3 expression in human triple-negative breast cancer cells. Phytother Res 28 (11): 1654-1660.
12. Harms KL, Chen X,. 2007. Histone deacetylase 2 modulates p53 transcriptional activities through regulation of p53-DNA binding activity. Cancer Res 67 (7): 3145-3152.
13. Hoffman-LaRoche I,. 1967. Acute toxicity, eye and skin irritation tests on aromatic compounds.
14. Ishwar C, Levi L,. 1966. Essential oils and their constituents: XXXII. Gas chromatography of sesquiterpene hydrocarbons. J Chromatogr A 23: 217-226.
15. Jou YJ, Chen CJ, Liu YC, et al., 2015. Quantitative phosphoproteomic analysis reveals γ-bisabolene inducing p53-mediated apoptosis of human oral squamous cell carcinoma via HDAC2 inhibition and ERK1/2 activation. Proteomics 15 (19): 3296-3309.
16. Liu W, Furuta E, Shindo K, et al., 2011. Cacalol, a natural sesquiterpene, induces apoptosis in breast cancer cells by modulating Akt-SREBP-FAS signaling pathway. Breast Cancer Res Treat 128 (1): 57-68.
17. Martins A, Mignon R, Bastos M, et al., 2014. In vitro antitumoral activity of compounds isolated from Artemisia gorgonum Webb. Phytother Res 28 (9): 1329-1334.
18. Mazzio E, Soliman K,. 2009. In vitro screening for the tumoricidal properties of international medicinal herbs. Phytother Res 23 (3): 385-398.
19. Moreno O,. 1974. Report to RIFM.
20. Müller BM, Jana L, Kasajima A, et al., 2013. Differential expression of histone deacetylases HDAC1, 2 and 3 in human breast cancer-overexpression of HDAC2 and HDAC3 is associated with clinicopathological indicators of disease progression. BMC Cancer 13: 215.
21. Pitchai D, Roy A, Banu S,. 2014. In vitro and in silico evaluation of NF-κB targeted costunolide action on estrogen receptor-negative breast cancer cells-a comparison with normal breast cells. Phytother Res 28 (10): 1499-1505.
22. Rodrigues AC, Bomfim LM, Neves SP, et al., 2015. Antitumor properties of the essential oil from the leaves of Duguetia gardneriana. Planta Med 81 (10): 798-803.
23. Roy SS, Gonugunta VK, Bandyopadhyay A, et al., 2014. Significance of PELP1/HDAC2/miR-200 regulatory network in EMT and metastasis of breast cancer. Oncogene 33 (28): 3707-3716.
24. Seo J, Min SK, Park HR, et al., 2014. Expression of histone deacetylases HDAC1, HDAC2, HDAC3, and HDAC6 in invasive ductal carcinomas of the breast. J Breast Cancer 17 (4): 323-331.
25. Thulin M,. 1999. Flora of Somalia. Royal botanic gardens: Kent.
26. Thulin M, Claeson P,. 1991. The botanical origin of scented myrrh (bissabol or habak hadi). Econ Bot 45: 487-494.
27. Tian J, Shi S,. 1996. Studies on the constituents of essential oil of imported Myrrh and gum opoponax. Zhongguo Zhong Yao Za Zhi 21: 235-237.
28. Wang G, Li X, Huang F, et al., 2005. Antitumor effect of beta-elemene in non-small-cell lung cancer cells is mediated via induction of cell cycle arrest and apoptotic cell death. Cell Mol Life Sci 62 (7-8): 881-893.
29. Wani M, Taylor H, Wall M, Coggon P, McPhail A,. 1971. Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J Am Chem Soc 93: 2325-2327.