betadex and alpha-pinene

Annona vepretorum Mart. (Annonaceae), popularly known as 'bruteira', has nutritional and medicinal uses. This study investigated the chemical composition and antitumour potential of the essential oil of A. vepretorum leaf alone and complexed with β-cyclodextrin in a microencapsulation. The essential oil was obtained by hydrodistillation using a Clevenger-type apparatus and analysed using GC-MS and GC-FID. In vitro cytotoxicity of the essential oil and some of its major constituents in tumour cell lines from different histotypes was evaluated using the alamar blue assay. Furthermore, the in vivo efficacy of essential oil was demonstrated in mice inoculated with B16-F10 mouse melanoma. The essential oil included bicyclogermacrene (35.71%), spathulenol (18.89%), (E)-β-ocimene (12.46%), α-phellandrene (8.08%), o-cymene (6.24%), germacrene D (3.27%) and α-pinene (2.18%) as major constituents. The essential oil and spathulenol exhibited promising cytotoxicity. In vivo tumour growth was inhibited by the treatment with the essential oil (inhibition of 34.46%). Importantly, microencapsulation of the essential oil increased in vivo tumour growth inhibition (inhibition of 62.66%).

Topics: Acyclic Monoterpenes; Adult; Alkenes; Animals; Annona; Antineoplastic Agents, Phytogenic; beta-Cyclodextrins; Bicyclic Monoterpenes; Cell Line, Tumor; Cyclohexane Monoterpenes; Cyclohexanones; Disease Models, Animal; Drug Compounding; Gas Chromatography-Mass Spectrometry; Hep G2 Cells; Humans; Inhibitory Concentration 50; Male; Melanoma, Experimental; Mice; Mice, Inbred C57BL; Monoterpenes; Oils, Volatile; Plant Leaves; Sesquiterpenes; Sesquiterpenes, Germacrane; Terpenes; Young Adult

The inclusion complexes of cyclomaltoheptaose (beta CD) and heptakis(2,3,6-tri-O-methyl)cyclomaltoheptaose (TM-beta CD) with the four major components of the pheromone of the olive fruit fly (Dacus oleae), namely 1,7-dioxaspiro[5.5]undecane, (-)-alpha-pinene, nonanal, and ethyl dodecanoate, and the complex of heptakis(2,6-di-O-methyl)cyclomaltoheptaose (DM-beta CD) with 1,7-dioxaspiro[5.5]undecane were studied. The complexes were characterised in the solid state by differential scanning calorimetry and X-ray powder diffraction. In aqueous solution, the structure of the complexes was investigated by 1H NMR spectroscopy. In solution, 1,7-dioxaspiro[5.5]undecane, (-)-alpha-pinene, and nonanal enter the cavity of the cyclo-oligosaccharides. Association constants for some of these complexes were also measured. The complexes of ethyl dodecanoate did not provide evidence of their structure in solution. This was attributed to the existence of negligible amounts of these complexes in water due to the combined effects of low solubility and low association constant.

Topics: Aldehydes; Alkanes; Animals; beta-Cyclodextrins; Bicyclic Monoterpenes; Calorimetry, Differential Scanning; Cyclodextrins; Diptera; Laurates; Magnetic Resonance Spectroscopy; Monoterpenes; Sex Attractants; Solutions; Terpenes