Analysis of cytotoxic effects of 1,8-cineole derivatives

SGARIGILA, M. A.; PARRAVICINI, O; LOANDOS, M.H.; SOBERÓN, J.R.; VILLECCO, M.B.; VATTUONE, M.A.

Tafí del Vale - Tucumán

Congreso; XXXIII Annual Scientific Meeting of Tucuman Biology Society; 2016

Tucuman Biology Society

Introduction: 1,8-cineol is the main constituent of many essential oils, especially those produced by Eucalyptus spp. It is usually found in pharmaceutical preparations because of its biological properties. In order to find more active compounds or with a wider bioactivity range, mantaining the bicyclic ether structure of 1,8-cineole, we synthesized ten polyoxynegenated and nitrogen derivatives. Currently, the studied bioactivities have interesting fields of applications in the pharmaceutical and food industries. Aims: to determine the cytotoxic characteristics of 1,8-cineole derivatives on human a monocytic cell line as an in vitro model. Methodology: ten 1,8-cineole derivatives with keto, -OH, oxime, -OAc, epoxy and lactone functions were synthesized according to previously published techniques. The assayed concentration range was 10-500 μg/ml on cell line U937 (2.5X104) activated with LPS in complete RPMI1640 culture medium. Viability was determined after 24 h incubation at 37°C, 5% CO2, with Trypan blue by microscopy, and by formazan production (from MTT), which was detected at 570 nm. Results and conclusions: 1,8-cineole and its carbonyl derivatives showed >70% viability; monoacethylated derivatives and derivatives with ?OH and epoxy groups> 60%; lactone, oxime and di-acetate substituents decreased cell viabilitity between 40 and 60 %. The greatest cytotoxic effects were observed for compounds with highest number of oxygenated functions. Derivatives with ?OH, ?OAc and oxime substituents were more cytotoxic than carbonyl compounds.