Synthesis of novel anti-inflammatory usnic acid-based imidazolium salts

Somasekhar, Tiruveedhula; Javadi, M; Sistla, Ramakrishna; Mallavadhani, Uppuluri Venkata

doi:10.17628/ecb.2021.10.67-72

Cited by 3 publications

(1 citation statement)

References 15 publications

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“…Furthermore, the axial strain vibrations at 2924 cm −1 due to primary or secondary C-H vibrations and the angular strains at 1033 to 1146 cm −1 are equivalent to the C-O bonds of primary and tertiary alcohol, respectively. It was also observed that there was a band shift in Lipo-CAZ-UA-Chi from 1637 to 1642 cm −1 and 1100 to 1099 cm −1 , as well as a shift from 1637 to 1644 cm −1 for Lipo-CAZ-Chi + Lipo-UA-Chi [ 72 ].…”

Section: Resultsmentioning

confidence: 99%

Ceftazidime and Usnic Acid Encapsulated in Chitosan-Coated Liposomes for Oral Administration against Colorectal Cancer-Inducing Escherichia coli

de Souza,

de Lacerda Coriolano,

dos Santos Silva

et al. 2024

Pharmaceuticals

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Escherichia coli has been associated with the induction of colorectal cancer (CRC). Thus, combined therapy incorporating usnic acid (UA) and antibiotics such as ceftazidime (CAZ), co-encapsulated in liposomes, could be an alternative. Coating the liposomes with chitosan (Chi) could facilitate the oral administration of this nanocarrier. Liposomes were prepared using the lipid film hydration method, followed by sonication and chitosan coating via the drip technique. Characterization included particle size, polydispersity index, zeta potential, pH, encapsulation efficiency, and physicochemical analyses. The minimum inhibitory concentration and minimum bactericidal concentration were determined against E. coli ATCC 25922, NCTC 13846, and H10407 using the microdilution method. Antibiofilm assays were conducted using the crystal violet method. The liposomes exhibited sizes ranging from 116.5 ± 5.3 to 240.3 ± 3.5 nm and zeta potentials between +16.4 ± 0.6 and +28 ± 0.8 mV. The encapsulation efficiencies were 51.5 ± 0.2% for CAZ and 99.94 ± 0.1% for UA. Lipo-CAZ-Chi and Lipo-UA-Chi exhibited antibacterial activity, inhibited biofilm formation, and preformed biofilms of E. coli. The Lipo-CAZ-UA-Chi and Lipo-CAZ-Chi + Lipo-UA-Chi formulations showed enhanced activities, potentially due to co-encapsulation or combination effects. These findings suggest potential for in vivo oral administration in future antibacterial and antibiofilm therapies against CRC-inducing bacteria.

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Section: Resultsmentioning

confidence: 99%

Ceftazidime and Usnic Acid Encapsulated in Chitosan-Coated Liposomes for Oral Administration against Colorectal Cancer-Inducing Escherichia coli

de Souza,

de Lacerda Coriolano,

dos Santos Silva

et al. 2024

Pharmaceuticals

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Bioactivities and Structure-Activity Relationships of Usnic Acid Derivatives: A Review

Nie,

Shen,

Quan

et al. 2024

MRMC

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Usnic acid has a variety of biological activities, and has been widely studied in the fields of antibacterial, immune stimulation, antiviral, antifungal, anti-inflammatory and antiparasitic. Based on this, usnic acid is used as the lead compound for structural modification. In order to enhance the biological activity and solubility of usnic acid, scholars have carried out a large number of structural modifications, and found some usnic acid derivatives to be of more potential research value. In this paper, the structural modification, biological activity and structure-activity relationship of usnic acid were reviewed to provide reference for the development of usnic acid derivatives.

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Critical Assessment of the Anti-Inflammatory Potential of Usnic Acid and Its Derivatives—A Review

Paździora

Podolak

Grudzińska

et al. 2023

Life

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Inflammation is a response of the organism to an external factor that disrupts its natural homeostasis, and it helps to eliminate the cause of tissue injury. However, sometimes the body’s response is highly inadequate and the inflammation may become chronic. Thus, the search for novel anti-inflammatory agents is still needed. One of the groups of natural compounds that attract interest in this context is lichen metabolites, with usnic acid (UA) as the most promising candidate. The compound reveals a broad spectrum of pharmacological properties, among which anti-inflammatory properties have been studied both in vitro and in vivo. The aim of this review was to gather and critically evaluate the results of the so-far published data on the anti-inflammatory properties of UA. Despite some limitations and shortcomings of the studies included in this review, it can be concluded that UA has interesting anti-inflammatory potential. Further research should be directed at the (i) elucidation of the molecular mechanism of UA; (ii) verification of its safety; (iii) comparison of the efficacy and toxicity of UA enantiomers; (iv) design of UA derivatives with improved physicochemical properties and pharmacological activity; and (v) use of certain forms or delivery carriers of UA, especially in its topical application.

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Synthesis of novel anti-inflammatory usnic acid-based imidazolium salts

Cited by 3 publications

References 15 publications

Ceftazidime and Usnic Acid Encapsulated in Chitosan-Coated Liposomes for Oral Administration against Colorectal Cancer-Inducing Escherichia coli

Ceftazidime and Usnic Acid Encapsulated in Chitosan-Coated Liposomes for Oral Administration against Colorectal Cancer-Inducing Escherichia coli

Bioactivities and Structure-Activity Relationships of Usnic Acid Derivatives: A Review

Critical Assessment of the Anti-Inflammatory Potential of Usnic Acid and Its Derivatives—A Review

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