The Effect of the New Lupeol Derivatives on Human Skin Cells as Potential Agents in the Treatment of Wound Healing

Abstract

Skin barrier damage can be the result of various external factors including heat, radiation, chemicals and many others. Any interruption of the skin barrier integrity causes the exposure of the organism to harmful environmental factors. Therefore, there is an urgent need to develop novel therapeutics characterized by high bioavailability and effectiveness in skin damage recovery. Birch bark is known as a clinically proven, traditional medicinal remedy to accelerate wound healing. Lupeol, one of the main birch bark ingredients, shows a wide range of biological activity beneficial to the skin. The purpose of the research was to determine the influence of new lupeol derivatives on keratinocyte and fibroblast migration and proliferation, as well as to investigate various mechanisms of their antioxidant activity. The chemical modification of lupeol structure was intended to obtain more effective therapeutics characterized by higher bioavailability, permeability and safety of use. The novel triterpenes presented in this study were evaluated as the potential active ingredients preventing skin tissue degradation. Lupeol esters influence skin cells’ motility and proliferation. Importantly, they are able to reduce reactive oxygen species and act indirectly by protecting the skin protein structure from being oxidized by free radicals.

Isolation, characterization, and encapsulation of a lupeol-rich fraction obtained from the hexanic extract of Coccoloba uvifera L. leaves

“…A sextet of a proton was also observed at δ 2.37. The proton signal of carbinol was shown as a multiple at δ 3.2 and two proton signals at δ 4.50 and δ 4.70 characteristics of two similar protons [18].…”

Anti-elastase, anti-tyrosinase and anti-inflammatory activities of three compounds isolated from Psorospernum aurantiacum Engl. : in- silico and in- vitro assays

“…2C). In addition, pentacyclic triterpenes such as lupeol are recognized as elastase inhibitors (Malinowska et al, 2021). With regard to the transcription factor AP-1, the binding free-energy of the three molecules to this factor is almost identical, which would mean that the compounds have the same a nity for this factor.…”

“…The impressive increases in the aging population and the psychosocial impact of skin aging has created a need for effective therapeutics (Cruz et al, 2023). Several compounds such as ascorbic acid, arbutin, hydroquinone α-tocopherol and alpha-lipoic acid recognized as powerful antioxidants, anti-tyrosinase and replacing the extracellular matrix (collagen, elastin and hyaluronic acid) are generally used in skin-aging formulations, but have a limited spectrum of action and controversy in their e cacy has been raised due to their inability to penetrate the skin and their instability (Malinowska et al, 2021;Tao q et al, 2016). Therefore, the need for the discovery and the development of new strategies to halt skin aging has become a necessity Natural compounds of plant origin have been screened for their skin anti-aging abilities.…”

GC-ToF-MS Profiling and In Vitro Inhibitory Effects of Selected South African Plants against Important Mycotoxigenic Phytopathogens

“…Both B. galpinii and C. caffum exhibited the presence of lupeol at a % area of 2.99 and 3.96, respectively, while M. obtusifolia and M. undata contained phytol at a % area of 2.80 and 1.78, respectively. Besides its known antioxidant activity, Lupeol and its derivatives were reported to possess enormous anticancer, wound-healing, and anti-inflammatory activities [ 67 , 68 , 69 ]. Elsewhere, phytol was found to possess a notable immunostumulant and antimicrobial activity [ 70 ].…”