Microwave-assisted hydrodistillation, simultaneous distillation-solvent extraction, and supercritical fluid extraction, were used to isolate secondary metabolites from two Lippia origanoides chemotypes growing wild in Colombia. Compound identification was based on chromatographic and spectroscopic criteria. The main components identified in the essential oil of one chemotype were carvacrol (44.4-51.8%) and p-cymene (8.8-10.1%). Those of the other chemotype were p-cymene (11.3-15.7%) and 1,8-cineole (6.8-10.9%). The last one constitutes a new chemotype, characterized by its low thymol and carvacrol contents and very low antioxidant activity. The radical scavenging activity of the essential oil of the first chemotype was higher than that of butylated hydroxytoluene (BHT) and similar to that of α-tocopherol.
Determination of the corresponding bond dissociation enthalpy, ionization potential and proton affinity, dipole moment values, highest occupied molecular orbital eigenvalues, and spin density along with the bioactivity score is central to the antioxidant activity evaluation in this paper. Molecular geometries were optimized with DFT using B3LYP and UB3LYP for parent, ionic, and radical species and 6-311+G(d,p) basis set. Bioactivity, drug likeness, and drug scores were calculated using freely available cheminformatics programs for data visualization and analysis. Overall, the values revealed two structures as promising molecules because of good reaction enthalpies (ΔHr). Lipinski rules were fully satisfied for all molecules.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.