A new family of hydroxytyrosol phenolipids for the antioxidant protection of liposomal systems

Lopes, Ricardo Ladeiras; Ferreira, Mariana; Gameiro, Paula; Paiva‐Martins, Fátima

doi:10.1016/j.bbamem.2020.183505

Cited by 10 publications

(7 citation statements)

References 30 publications

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“…Benzene [149,415,417], Hexane [415] Other Lauryl Ether Sulfate [532], Dodecyl Sulfate [533], CyMe4-BTPhen [534], Acetone [420], DMSO [417,420,535], bis-(3-hydroxy-4-pyridinonato) zinc(II) complex [536], calix [4], resorcinarenes [537], dihydropyrimidine analogues [538], Choline carboxylates [539], Synthetic xanthophylls [540], Triton X-100 [541,542], Benzoic acid [284,287,387], Methane [379], Borneol [282,543], Osthole [282,543], Isopulegol [544], Benzylpiperidine [545], Benzimidazole derivatives [546], Aldehydes [547] Inorganic…”

Section: Application Xenobioticmentioning

confidence: 99%

Mechanistic Understanding from Molecular Dynamics in Pharmaceutical Research 2: Lipid Membrane in Drug Design

2021

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We review the use of molecular dynamics (MD) simulation as a drug design tool in the context of the role that the lipid membrane can play in drug action, i.e., the interaction between candidate drug molecules and lipid membranes. In the standard “lock and key” paradigm, only the interaction between the drug and a specific active site of a specific protein is considered; the environment in which the drug acts is, from a biophysical perspective, far more complex than this. The possible mechanisms though which a drug can be designed to tinker with physiological processes are significantly broader than merely fitting to a single active site of a single protein. In this paper, we focus on the role of the lipid membrane, arguably the most important element outside the proteins themselves, as a case study. We discuss work that has been carried out, using MD simulation, concerning the transfection of drugs through membranes that act as biological barriers in the path of the drugs, the behavior of drug molecules within membranes, how their collective behavior can affect the structure and properties of the membrane and, finally, the role lipid membranes, to which the vast majority of drug target proteins are associated, can play in mediating the interaction between drug and target protein. This review paper is the second in a two-part series covering MD simulation as a tool in pharmaceutical research; both are designed as pedagogical review papers aimed at both pharmaceutical scientists interested in exploring how the tool of MD simulation can be applied to their research and computational scientists interested in exploring the possibility of a pharmaceutical context for their research.

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Section: Application Xenobioticmentioning

confidence: 99%

Mechanistic Understanding from Molecular Dynamics in Pharmaceutical Research 2: Lipid Membrane in Drug Design

2021

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“…A study even tested the possibility to render lipophilic HTyr in order to protect biomembranes from oxidation, since HTyr, being hydrophilic, is scarcely soluble in lipids. Two HTyr ester moieties were separated by a lipophilic alkyl spacer of different lengths, and the bis-ester derivatives resulted all able to protect liposome from induced oxidation, thus showing the potential to stabilize biomembranes in a free radical environment [ 262 ]. See Table 3 .…”

Section: Neuroprotective Effects Exerted By Htyr In Vitro In Vivo And...mentioning

confidence: 99%

Role of Hydroxytyrosol and Oleuropein in the Prevention of Aging and Related Disorders: Focus on Neurodegeneration, Skeletal Muscle Dysfunction and Gut Microbiota

et al. 2023

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Aging is a multi-faceted process caused by the accumulation of cellular damage over time, associated with a gradual reduction of physiological activities in cells and organs. This degeneration results in a reduced ability to adapt to homeostasis perturbations and an increased incidence of illnesses such as cognitive decline, neurodegenerative and cardiovascular diseases, cancer, diabetes, and skeletal muscle pathologies. Key features of aging include a chronic low-grade inflammation state and a decrease of the autophagic process. The Mediterranean diet has been associated with longevity and ability to counteract the onset of age-related disorders. Extra virgin olive oil, a fundamental component of this diet, contains bioactive polyphenolic compounds as hydroxytyrosol (HTyr) and oleuropein (OLE), known for their antioxidant, anti-inflammatory, and neuroprotective properties. This review is focused on brain, skeletal muscle, and gut microbiota, as these systems are known to interact at several levels. After the description of the chemistry and pharmacokinetics of HTyr and OLE, we summarize studies reporting their effects in in vivo and in vitro models of neurodegenerative diseases of the central/peripheral nervous system, adult neurogenesis and depression, senescence and lifespan, and age-related skeletal muscle disorders, as well as their impact on the composition of the gut microbiota.

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“…As matter of fact, HYT esters can be designed for the protection of liposomal systems. Other research has addressed this issue and evaluated the antioxidant activity of formulations against the oxidation induced by 2,2′-azobis(2-amidinopropane) hydrochloride [ 103 ] ( Figure 3 ).…”

Section: Phenolic Compoundsmentioning

confidence: 99%

Section: Figures Schemes and Tablesmentioning

confidence: 99%

Progress in Colloid Delivery Systems for Protection and Delivery of Phenolic Bioactive Compounds: Two Study Cases—Hydroxytyrosol and Curcumin

et al. 2022

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Insufficient intake of beneficial food components into the human body is a major issue for many people. Among the strategies proposed to overcome this complication, colloid systems have been proven to offer successful solutions in many cases. The scientific community agrees that the production of colloid delivery systems is a good way to adequately protect and deliver nutritional components. In this review, we present the recent advances on bioactive phenolic compounds delivery mediated by colloid systems. As we are aware that this field is constantly evolving, we have focused our attention on the progress made in recent years in this specific field. To achieve this goal, structural and dynamic aspects of different colloid delivery systems, and the various interactions with two bioactive constituents, are presented and discussed. The choice of the appropriate delivery system for a given molecule depends on whether the drug is incorporated in an aqueous or hydrophobic environment. With this in mind, the aim of this evaluation was focused on two case studies, one representative of hydrophobic phenolic compounds and the other of hydrophilic ones. In particular, hydroxytyrosol was selected as a bioactive phenol with a hydrophilic character, while curcumin was selected as typical representative hydrophobic molecules.

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A new family of hydroxytyrosol phenolipids for the antioxidant protection of liposomal systems

Cited by 10 publications

References 30 publications

Mechanistic Understanding from Molecular Dynamics in Pharmaceutical Research 2: Lipid Membrane in Drug Design

Mechanistic Understanding from Molecular Dynamics in Pharmaceutical Research 2: Lipid Membrane in Drug Design

Role of Hydroxytyrosol and Oleuropein in the Prevention of Aging and Related Disorders: Focus on Neurodegeneration, Skeletal Muscle Dysfunction and Gut Microbiota

Progress in Colloid Delivery Systems for Protection and Delivery of Phenolic Bioactive Compounds: Two Study Cases—Hydroxytyrosol and Curcumin

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