Caryophyllane sesquiterpenes inhibit DNA-damage by tobacco smoke in bacterial and mammalian cells. (January 2018)

• Record Type: Journal Article
• Authors: Di Giacomo, Silvia; Abete, Lorena; Cocchiola, Rossana; Mazzanti, Gabriela; Eufemi, Margherita; Di Sotto, Antonella
• Is Part Of: Food and chemical toxicology. Volume 111(2018)
• Page Start: 393
• Page End: 404
• Publication Date: 2018-01
• Subjects: β-Caryophyllene -- β-Caryophyllene oxide -- Cigarette smoke condensed -- Antimutagenicity -- STAT3 pathway; Toxicology -- Periodicals; Food poisoning -- Periodicals; Food Poisoning -- Periodicals; Toxicology -- Periodicals; Toxicologie -- Périodiques; Intoxications alimentaires -- Périodiques; Food poisoning; Toxicology; Periodicals; Electronic journals; 615.9
• DOI: 10.1016/j.fct.2017.11.018
• Languages: English
• ISSNs: 0278-6915

Abstract

Abstract: In the present study, the ability of the natural sesquiterpene β-caryophyllene (CRY) and its metabolite β-caryophyllene oxide (CRYO) to inhibit the genotoxicity of a condensate of cigarette smoke (CSC) was evaluated both in bacterial and mammalian cells. Also, the inhibition of the CSC-mediated STAT3 phosphorylation and intracellular oxidative stress was evaluated as potential chemopreventive mechanism. Under our experimental conditions, both the sesquiterpenes exhibited antimutagenic properties, being CRY the most potent compound. The antimutagenicity was highlighted in all experimental protocols, being particularly strong in the co- and post-treatments. The test substances also reduced the micronuclei frequency induced by CSC, with a major effectiveness of CRY. CRY was also able to reduce the CSC-mediated increase of the Y705- pSTAT3 levels, in spite of a lacking effect of CRYO. Furthermore, the sesquiterpenes CRY and CRYO displayed a moderate antioxidant activity, with a 25 % and 40 % inhibition of the ROS-levels increased by CSC, respectively. On the basis of these results, CRY seems to be a multi-target chemopreventive agent, although the genoprotective and antioxidant effects of CRYO suggest that both compounds deserve to be deeply investigated for a possible application in the prevention and treatment of different smoke-related ailments. Graphical abstract: Highlights: Studying the chemopreventive properties of β-caryophyllene and β-caryophyllene oxide against the condensate smoke CSC. Multitargeted study: genoprotective and antioxidant effects, and interference with STAT3 activation. Both sesquiterpenes inhibited the CSC-mediated genotoxicity in bacteria and mammalian cells. The substances also reduced the ROS levels and STAT3 phosphorilation induced by CSC in HepG2 cells. CRY as a possible multi-target chemopreventive agent against smoke-related damages.