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β-2-himachalen-6-ol: A novel anticancer sesquiterpene unique to the Lebanese wild carrot.
J Ethnopharmacol. 2016 Aug 22; 190:59-67.JE

Abstract

Daucus carota ssp. carota, also known as wild carrot, is a commonly used herb in Lebanese folk medicine to treat several ailments including cancer. Previous studies in our laboratories showed that the Daucus carota oil extract (DCOE) and subsequent fractions exhibit antioxidant, anti-inflammatory and anti-cancer activities. In this study, we report the isolation and identification of the major compound responsible for the anti-cancer activity of DCOE along with the mechanism of action involved. GC-MS and NMR spectroscopy revealed the identity of the major compound as β-2-himachalen-6-ol, a novel sesquiterpene unique to the Lebanese wild carrot. β-2-Himachalen-6-ol demonstrated potent anti-cancer activity against B16F-10, Caco-2, MB-MDA-231, A549 and SF-268 cancer cells (IC50 13-4µg/ml; 58-18µM), with SF-268 cells being the most sensitive. The sesquiterpene was shown to induce cell death through apoptosis (flow cytometry), decrease 2D cell motility (wound healing assay) and 3D invasion, as well as increase cell adhesion in SF-268 cells. Additionally, β-2-himachalen-6-ol showed very low toxicity in mice with an LD50>6000mg/kg body weight. In conclusion, the present data demonstrate that β-2-himachalen-6-ol is a potential multi-mechanistic chemotherapeutic drug with high potency and safety.

Authors+Show Affiliations

Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon. Electronic address: robin.taleb@lau.edu.lb.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.Department of Natural Sciences, Lebanese American University, Byblos 1102 2801, Lebanon.School of Pharmacy, Lebanese American University, Byblos 1102 2801, Lebanon.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27240746

Citation

Taleb, Robin I., et al. "Β-2-himachalen-6-ol: a Novel Anticancer Sesquiterpene Unique to the Lebanese Wild Carrot." Journal of Ethnopharmacology, vol. 190, 2016, pp. 59-67.
Taleb RI, Najm P, Shebaby W, et al. Β-2-himachalen-6-ol: A novel anticancer sesquiterpene unique to the Lebanese wild carrot. J Ethnopharmacol. 2016;190:59-67.
Taleb, R. I., Najm, P., Shebaby, W., Boulos, J. C., Demirdjian, S., Hariri, E., El-Sibai, M., Daher, C., & Mroueh, M. (2016). Β-2-himachalen-6-ol: A novel anticancer sesquiterpene unique to the Lebanese wild carrot. Journal of Ethnopharmacology, 190, 59-67. https://doi.org/10.1016/j.jep.2016.05.053
Taleb RI, et al. Β-2-himachalen-6-ol: a Novel Anticancer Sesquiterpene Unique to the Lebanese Wild Carrot. J Ethnopharmacol. 2016 Aug 22;190:59-67. PubMed PMID: 27240746.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - β-2-himachalen-6-ol: A novel anticancer sesquiterpene unique to the Lebanese wild carrot. AU - Taleb,Robin I, AU - Najm,Paul, AU - Shebaby,Wassim, AU - Boulos,Joelle C, AU - Demirdjian,Sally, AU - Hariri,Essa, AU - El-Sibai,Mirvat, AU - Daher,Costantine, AU - Mroueh,Mohamad, Y1 - 2016/05/27/ PY - 2016/01/20/received PY - 2016/03/03/revised PY - 2016/05/21/accepted PY - 2016/6/1/entrez PY - 2016/6/1/pubmed PY - 2017/4/19/medline KW - 2-himachalen-6-ol (PubChem CID: 10537025) KW - Cancer KW - Cell invasion KW - Cytotoxicity KW - Daucus carota KW - Wound healing KW - β-2-himachalen-6-ol KW - β-2-himachalen-6-ol (PubChem CID: n/a) SP - 59 EP - 67 JF - Journal of ethnopharmacology JO - J Ethnopharmacol VL - 190 N2 - Daucus carota ssp. carota, also known as wild carrot, is a commonly used herb in Lebanese folk medicine to treat several ailments including cancer. Previous studies in our laboratories showed that the Daucus carota oil extract (DCOE) and subsequent fractions exhibit antioxidant, anti-inflammatory and anti-cancer activities. In this study, we report the isolation and identification of the major compound responsible for the anti-cancer activity of DCOE along with the mechanism of action involved. GC-MS and NMR spectroscopy revealed the identity of the major compound as β-2-himachalen-6-ol, a novel sesquiterpene unique to the Lebanese wild carrot. β-2-Himachalen-6-ol demonstrated potent anti-cancer activity against B16F-10, Caco-2, MB-MDA-231, A549 and SF-268 cancer cells (IC50 13-4µg/ml; 58-18µM), with SF-268 cells being the most sensitive. The sesquiterpene was shown to induce cell death through apoptosis (flow cytometry), decrease 2D cell motility (wound healing assay) and 3D invasion, as well as increase cell adhesion in SF-268 cells. Additionally, β-2-himachalen-6-ol showed very low toxicity in mice with an LD50>6000mg/kg body weight. In conclusion, the present data demonstrate that β-2-himachalen-6-ol is a potential multi-mechanistic chemotherapeutic drug with high potency and safety. SN - 1872-7573 UR - https://www.unboundmedicine.com/medline/citation/27240746/β_2_himachalen_6_ol:_A_novel_anticancer_sesquiterpene_unique_to_the_Lebanese_wild_carrot_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0378-8741(16)30333-6 DB - PRIME DP - Unbound Medicine ER -