3856-25-5

α-Copaene is a sesquiterpene found in a variety of plants, including Cannabis, that has antiproliferative and antioxidant properties. It inhibits proliferation of primary rat neurons and N2a rat neuroblastoma cells in a concentration-dependent manner and cultured human lymphocytes when used at concentrations greater than 100 mg/L. α-Copaene (25 mg/L) increases total antioxidant capacity in primary rat neurons and N2a neuroblastoma cells, as well as cultured human lymphocytes, when used at concentrations of 50 and 100 mg/L.

α-Copaene is a tricyclic?sesquiterpenes?and can be extracted from the oil of S. aethiopis. It also exhibit anti-plasmodial activity against?P. falciparum in culture.

ChEBI: A sesquiterpene that is tricyclo[4.4.0.02,7]dec-3-ene bearing an isopropyl substituent at position 8 and two methyl substituents at positions 1 and 3 (the 1S,6S,7S,8S- iastereomer).

Purify it by distillation, preferably under vacuum. [Heathcock J Am Chem Soc 88 4110 1966, Heathcock et al. J Am Chem Soc 89 4133 1967, Corey & Watt J Am Chem Soc 95 2303 1973, Beilstein 5 IV 1189.]

[1] MARIE MARCHINI . Multidimensional analysis of cannabis volatile constituents: Identification of 5,5-dimethyl-1-vinylbicyclo[2.1.1]hexane as a volatile marker of hashish, the resin of Cannabis sativa L.[J]. Journal of Chromatography A, 2014, 1370: Pages 200-215. DOI: 10.1016/j.chroma.2014.10.045
[2] HASAN TüRKEZ  Ba?ak T  Kübra Celik. Effects of copaene, a tricyclic sesquiterpene, on human lymphocytes cells in vitro.[J]. Cytotechnology, 2014, 66 4: 597-603. DOI: 10.1007/s10616-013-9611-1
[3] H. TURKEZ. Cytotoxic and cytogenetic effects of α-copaene on rat neuron and N2a neuroblastoma cell lines[J]. Biologia, 2014, 9 1: 936-942. DOI: 10.2478/s11756-014-0393-5