Background/Objectives: The extraction and encapsulation of Tanacetum parthenium L. (feverfew) represent highly relevant approaches for maximizing the recovery and protection of its bioactive phytocomplexes, particularly the main active compound, parthenolide (PAR). The present study aimed to develop and optimize a cyclodextrin-based extraction and encapsulation method for T. parthenium to improve the chemical and physicochemical properties and biological activity of bioactive-rich phytocomplexes. Methods: The extraction process was optimized by comparing conventional maceration (ME) and ultrasound-assisted extraction (UE), using different ethanol–water mixtures as extractants, with and without hydroxypropyl-β-cyclodextrin (CD) as an extraction enhancer. The highest PAR yield (approximately 6.3 mg/g dried biomass), combined with enhanced total polyphenol and flavonoid contents, was achieved using 50% (v/v) ethanol with 0.5% CD under UE. The optimized extract was spray-dried to produce powder formulations, with or without carrier material, which have been characterized for their technological, chemical, physicochemical, structural, and biological properties. Results: The inclusion of CD significantly improved process yield (approximately 65% compared to 47% for the non-encapsulated extract) and reduced residual moisture content, indicating enhanced drying efficiency and improved powder stability. Furthermore, the encapsulated formulation demonstrated preserved antioxidant and anti-inflammatory activity in cell-based assays. Conclusions: The developed CD-based encapsulation method represents a promising strategy for stabilizing feverfew bioactives and enhancing their potential applicability in pharmaceutical and dermo-cosmetic formulations.

Background/Objectives: Vitis vinifera is a rich source of polyphenolic compounds that are known for their benefits on skin health, including antioxidant, anti-inflammatory, and photoprotective effects. Red wines have shown a positive impact on cardiovascular disease, diabetes, and cancer prevention; however, evidence regarding their effects on skin biology remains scarce. This study evaluated red wine concentrates obtained from Cabernet Sauvignon and Merlot varieties, selected based on their previously demonstrated biological activities, to identify the samples with the highest potential for skin health applications by assessing their inhibitory activity against skin-related enzymes (tyrosinase, elastase, and collagenase), along with their effects on HaCaT cells, including cytotoxic, antioxidant, anti-inflammatory, and wound healing activities. Methods: Enzyme inhibition studies were based on spectrophotometric methods; the MTT and CV assays were carried out to test the cytotoxicity, and the DCFH-DA assay was employed to evaluate the antioxidant activity of the wine concentrates; wound healing potential was examined by the cell scratch assay, and anti-inflammatory activity was investigated using ELISA and qPCR analyses. PCA of the samples and their biological activity was performed as well. Results: Examined red wine concentrates exhibited significant enzyme inhibitory activity and showed no cytotoxicity on HaCaT cells up to the concentration of 50 μg/mL; the samples stimulated cell migration, inhibited intracellular ROS production in AAPH-stressed keratinocytes, and selectively modulated TNF-α-induced inflammatory responses, reducing IL-8 secretion while enhancing certain cytokine transcripts, underscoring the complexity of their bioactive effects. Conclusions: Red wine concentrates showed significant potential as skin-beneficial agents, demonstrating strong antiaging, marked cellular antioxidant effects and wound healing activity when applied at non-cytotoxic concentrations. Multivariate analysis revealed distinct bioactivity profiles among the wine concentrates.