Advances in Isofuranodiene Extraction from Smyrnium olusatrum L.: Supercritical Carbon Dioxide Extraction.

Supercritical CO2 (S-CO2) extraction is one of the most employed techniques for the extraction of bioactive compounds for its safety, effectiveness, cost-efficiency, and good environmental compliance. Smyrnium olusatrum L. (Apiaceae) is an aromatic plant of great interest due to its potential applications in pharmaceutical, agrochemical, and oleochemical fields. Its bioactivity is caused by furanosesquiterpenes, mainly represented by isofuranodiene (IFD). The extraction of this compound is usually achieved through Soxhlet or hydrodistillation. However, the latter usually leads to the thermal Cope rearrangement of IFD into its isomer curzerene, resulting in low recovery. This study reported for the first time the optimization of S-CO2 extraction of IFD from S. olusatrum schizocarps. Pressure (MPa), extraction time (min), and static mode (%) were varied while the temperature was maintained at 45 °C to avoid IFD thermal degradation. The optimized process (50 MPa, 60 min, 25% static mode) provided an extraction yield and an IFD recovery of 8.50 and 0.94% and avoided the thermal degradation of the compound. This study demonstrated that S-CO2 extraction is a valuable alternative to conventional hydrodistillation (extraction yield and IFD recovery of 2.64 and 0.77%) and Soxhlet (extraction yield and IFD recovery of 9.49 and 0.85%) to recover IFD from S. olusatrum.