ABSTRACT
AIM: 6,7-dehydroroyleanone (DHR) is a cytotoxic abietane present in the essential oil of Plectranthus madagascariensis. METHODS/RESULTS: Different extraction parameters were tested, and its extraction optimization was accomplished with a Clevenger apparatus-based hydrodistillation. After isolation, its effect on microtubules, P-glycoprotein and caspases was assessed on several cell lines and the compound was coupled with hybrid nanoparticles. The results show that DHR does not interfere with microtubule formation, but evades the resistance mechanisms of P-glycoprotein. Strong activation of caspases-3 and -9 indicates that DHR is able to induce apoptosis by triggering the intrinsic cell death pathway. Moreover, the assembly of DHR with hybrid nanoparticles was able to potentiate the effect of DHR in cancer cells. CONCLUSION: DHR seems to be a promising starting material with anticancer properties to further be explored.
Subject(s)
Abietanes/chemistry , Antineoplastic Agents, Phytogenic/chemistry , ATP Binding Cassette Transporter, Subfamily B/chemistry , ATP Binding Cassette Transporter, Subfamily B/metabolism , Abietanes/isolation & purification , Abietanes/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Apoptosis/drug effects , Caspases/metabolism , Cell Line, Tumor , Cell Proliferation/drug effects , Humans , Nanoparticles/chemistry , Oils, Volatile/chemistry , Plant Extracts/chemistry , Plectranthus/chemistry , Plectranthus/metabolismABSTRACT
Ionic liquids enclose a large number of molecular structures consisting of a cation and an anion. Their physical state and their chemical properties can be tuned by different combination of the ions and a large number of ionic liquids have already been reported. Toxicity of ionic liquids is a subject of great importance concerning their likely use as greener solvents and new materials for a broad number of potential applications. This review provides relevant toxicological data published so far about this topic and includes a large range of ionic liquids based on different cations (imidazolium, pyridinium, pyrrolidinium, quaternary ammonium, quaternary phosphonium and guanidinium) and anions (halogens-Br, Cl, bis (trifluoromethyl)sulfonylamide, tetrafluoroborate, hexafluorophosphate, dicyanamide, acesulfame and saccharin, amongst others). In general, toxicity of ionic liquids depends on both ions and the effect of the cation alkyl chain length is very pronounced although the type of anion also exerts impact on the overall toxicity.