Log P Determines Licorice Flavonoids Release Behaviors and Classification from CARBOMER Cross-Linked Hydrogel

Wang, Zhuxian; Hu, Yi; Xue, Yi; Zhu, Zhaoming; Wu, Yufan; Zeng, Quanfu; Wang, Yuan; Shen, Chunyan; Shen, Qun; Jiang, Cuiping; Liu, Li; Zhu, Hongxia; Liu, Qiang

doi:10.3390/pharmaceutics14071333

Cited by 9 publications

(3 citation statements)

References 44 publications

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“…This anti-inflammatory activity is scientifically proven and has been shown to be efficient for healing skin wounds, making it ideal to be used as a bandage. This study confirms the importance of the hydrogel matrix as a release mechanism [ 59 ], for drug substances, extracts [ 60 ] and liposomes loaded with resveratrol [ 61 ]. There is a possible application of this release mechanism in the pharmaceutical and cosmetic areas.…”

Section: Resultssupporting

confidence: 81%

Polyacrylamide Hydrogel Containing Calendula Extract as a Wound Healing Bandage: In Vivo Test

Ferreira

Bandeira

Gomes

et al. 2023

IJMS

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Hydrogel is a biomaterial widely used in several areas of industry due to its great biocompatibility and adaptability to biological tissues. In Brazil, the Calendula plant is approved by the Ministry of Health as a medicinal herb. It was chosen to be incorporated in the hydrogel formulation because of its anti-inflammatory, antiseptic and healing effects. This study synthesized polyacrylamide hydrogel containing calendula extract and evaluated its efficiency as a bandage for wound healing. The hydrogels were prepared using free radical polymerization and characterized by Scanning Electron Microscopy, swelling analysis and mechanical properties by texturometer. The morphology of the matrices showed large pores and foliaceous structure. In vivo testing, as well as the evaluation of acute dermal toxicity, was conducted using male Wistar rats. The tests indicated efficient collagen fiber production, improved skin repair and no signs of dermal toxicity. Thus, the hydrogel presents compatible properties for the controlled release of calendula extract used as a bandage to promote cicatrization.

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Section: Resultssupporting

confidence: 81%

Polyacrylamide Hydrogel Containing Calendula Extract as a Wound Healing Bandage: In Vivo Test

Ferreira

Bandeira

Gomes

et al. 2023

IJMS

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“…The flavonoid compounds Carbomer hydrogels were prepared according to the previous study, , respectively. First, the safety of the hydrogels was investigated by cell adhesion test (Method S5).…”

Section: Methodsmentioning

confidence: 99%

4′-OH as the Action Site of Lipids and MRP1 for Enhanced Transdermal Delivery of Flavonoids

Wang

Xue

et al. 2023

ACS Appl. Mater. Interfaces

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To date, the transdermal delivery study mainly focused on the drug delivery systems' design and efficacy evaluation. Few studies reported the structure− affinity relationship of the drug with the skin, further revealing the action sites of the drugs for enhanced permeation. Flavonoids attained a considerable interest in transdermal administration. The aim is to develop a systematic approach to evaluate the substructures that were favorable for flavonoid delivery into the skin and understand how these action sites interacted with lipids and bound to multidrug resistance protein 1 (MRP1) for enhanced transdermal delivery. First, we investigated the permeation properties of various flavonoids on the porcine skin or rat skin. We found that 4′-OH (hydroxyl group on the carbon 4′ position) rather than 7-OH on the flavonoids was the key group for flavonoid permeation and retention, while 4′-OCH 3 and −CH 2 �CH 2 − CH−(CH 3 ) 2 were unfavorable for drug delivery. 4′-OH could decrease flavonoids' lipophilicity to an appropriate log P and polarizability for better transdermal drug delivery. In the stratum corneum, flavonoids used 4′-OH as a hand to specifically grab the C�O group of the ceramide NS (Cer), which increased the miscibility of flavonoids and Cer and then disturbed the lipid arrangement of Cer, thereby facilitating their penetration. Subsequently, we constructed overexpressed MRP1 HaCaT/MRP1 cells by permanent transfection of human MRP1 cDNA in wild HaCaT cells. In the dermis, we observed that 4′-OH, 7-OH, and 6-OCH 3 substructures were involved in H-bond formation within MRP1, which increased the flavonoid affinity with MRP1 and flavonoid efflux transport. Moreover, the expression of MRP1 was significantly enhanced after the treatment of flavonoids on the rat skin. Collectively, 4′-OH served as the action site for increased lipid disruption and enhanced affinity for MRP1, which facilitate the transdermal delivery of flavonoids, providing valuable guidelines for molecular modification and drug design of flavonoids.

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“…The animal experiments complied with the animal care and experimental procedures of ARRIVE guidelines. Firstly, the Carbomer hydrogels with or without enhancers were prepared as the previous study 10,40 . Subsequently, all mouse were anesthetized by intraperitoneal injection of pentobarbital sodium and a fur removal area of approximately 3.0×3.0 cm 2 of each mouse was done.…”

Section: Animal Testing and Tewl Measurementsmentioning

confidence: 99%

The implications of lipids mobility, drug-enhancers (surfactants)-skin interaction and TRPV1 on licorice flavonoids permeability

Wang,

Hu,

Xue

et al. 2023

Preprint

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Licorice flavonoids (LFs) attained a considerable interest in cosmetic and skin ailments treatments, however, their lipophilic nature restricts their application. In this paper, we systematically investigated the enhancement efficacy and mechanisms of different penetration enhancers (surfactants) on ten LFs compounds. Herein, the aim was to unveil how seven different enhancers modified the stratum corneum (SC) surface and influence the drug-enhancers-skin interaction, and to relate these effects to permeation enhancing effects of ten LFs compounds in the liquids. The enhancing efficacy was evaluated by ERpermeation, ERretention and ERcom, which was conducted on the porcine skin. It was summarized that heat capsaicin (CaP) and lipophilic Plurol® Oleique CC 497 (POCC) caused the most significance of SC lipids fluidity, SC water loss and surface structures alterations, thereby resulting in a higher permeation enhancing effects than other surfactants. Moreover, CaP could completely occupied drug-skin interaction sites, while POCC only occupied most drug-skin interactions. The enhancing efficacy of both POCC and capsaicin was dependent on the log P values of LFs. For impervious LFs with low drug solubility, enhancing their drug solubility helped them permeate into the SC interface. For high-permeation LFs, their permeation was hardly enhanced or inhibited ascribed to the strong drug-enhancer-skin strength in the SC. More importantly, drug-surfactant-skin energy possessed a good negative correlation with the LFs permeation amount for most LFs molecules. Additionally, transient receptor potential vanilloid 1 (TRPV1) rather than transient receptor potential melastatin 8 (TRPM8) mediated LFs permeation enhancement by capsaicin. The study provided novel insights for drug permeation enhancement from the viewpoint of molecular pharmaceutics, as well as the scientific utilization of LFs compounds and surfactants in topical or transdermal formulations.

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Log P Determines Licorice Flavonoids Release Behaviors and Classification from CARBOMER Cross-Linked Hydrogel

Cited by 9 publications

References 44 publications

Polyacrylamide Hydrogel Containing Calendula Extract as a Wound Healing Bandage: In Vivo Test

Polyacrylamide Hydrogel Containing Calendula Extract as a Wound Healing Bandage: In Vivo Test

4′-OH as the Action Site of Lipids and MRP1 for Enhanced Transdermal Delivery of Flavonoids

The implications of lipids mobility, drug-enhancers (surfactants)-skin interaction and TRPV1 on licorice flavonoids permeability

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