Exploring the Co-Crystallization of Kojic Acid with Silver(I), Copper(II), Zinc(II), and Gallium(III) for Potential Antibacterial Applications

Sun, Renren; Casali, Lucia; Turner, Raymond J.; Braga, Dario; Grepioni, Fabrizia

doi:10.3390/molecules28031244

Cited by 7 publications

(5 citation statements)

References 35 publications

(42 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For example, some of us have reported that the antibiotic activity of the well-known antibiotic ciprofloxacin can be strengthened via cocrystallization with the natural products carvacrol and thymol . Analogously, we have shown that the antimicrobial compound proflavine, and recently also kojic acid, can be cocrystallized with metal salts of silver, zinc, and gallium to increase the minimal inhibition concentration of the drug activity toward bacteria. − The preparation of cocrystals of known drugs, as well as the quest for new combinations of natural antibacterials, have been shown to be successful in the development of improved or novel drugs; extensive work of other research groups is well documented in a recent review by Nangia …”

Section: Discussionmentioning

confidence: 99%

Searching for Suitable Kojic Acid Coformers: From Cocrystals and Salt to Eutectics

Sun

Braun

Casali

et al. 2023

Crystal Growth & Design

Self Cite

View full text Add to dashboard Cite

The possibility of obtaining cocrystals of kojic acid with organic coformers has been investigated by both computational and experimental approaches. Cocrystallization attempts have been carried out with about 50 coformers, in different stoichiometric ratios, by solution, slurry, and mechanochemical methods. Cocrystals were obtained with 3-hydroxybenzoic acid, imidazole, 4-pyridone, DABCO, and urotropine, while piperazine yielded a salt with the kojiate anion; cocrystallization with theophylline and 4-aminopyridine resulted in stoichiometric crystalline complexes that could not be described with certainty as cocrystals or salts. In the cases of panthenol, nicotinamide, urea, and salicylic acid the eutectic systems with kojic acid were investigated via differential scanning calorimetry. In all other preparations the resulting materials were constituted of a mixture of the reactants. All compounds were investigated by powder X-ray diffraction; the five cocrystals and the salt were fully characterized via single crystal X-ray diffraction. The stability of the cocrystals and the intermolecular interactions in all characterized compounds have been investigated by computational methods based on the electronic structure and pairwise energy calculations, respectively.

show abstract

Section: Discussionmentioning

confidence: 99%

Searching for Suitable Kojic Acid Coformers: From Cocrystals and Salt to Eutectics

Sun

Braun

Casali

et al. 2023

Crystal Growth & Design

Self Cite

View full text Add to dashboard Cite

show abstract

“…For example, a study found that kojic acid and tea polyphenols had a strong synergistic antibacterial effect against spoilage bacteria in refrigerated sea bass fillets [20]. Another study investigated the potential antibacterial properties of kojic acid in conjunction with metal cations by cocrystallizing them and reported that co-crystallization of kojic acid with silver(I), copper (II), zinc (II), and gallium (III) demonstrated increased antibacterial activity [21]. Furthermore, kojic acid-grafted konjac glucomannan oligosaccharides were reported to have high antimicrobial effects against bacteria like S. aureus in a study [22].…”

Section: Synergistic Antibacterial Activitymentioning

confidence: 99%

Koji̇k Asi̇t İle Lavandula Angustifolia L. Uçucu Yağinin Anti̇mi̇krobi̇yal Kombi̇nasyonu

KIRCI,

ÖZŞEN BATUR,

DEMİRCİ

2023

Ankara Ecz. Fak. Derg.

View full text Add to dashboard Cite

Objective: Lavandula angustifolia L. (Lavender) is one of the most plants essential oils used in the cosmetic, food and biological activities. Kojic acid has been used in cosmetics for its whitening effect and pharmaceutical activity. The aim of this study to determine the composition of the Pharmacopoeia quality L. angustifolia essential oil (EO). Moreover, antimicrobial activities against skin pathogens and synergistic antibacterial activity were also examined of EO and kojic acid. Material and Method: In this work, chemical composition of the EO was defined. Linalyl acetate (43.3%) and linalool (38.6%) were determined as the major components by GC-MS and GC-FID, simultaneously. The antimicrobial activity was evaluated against Candida albicans, C. glabrata, Staphylococcus aureus and Salmonella typhimurium. Result and Discussion: EO and kojic acid showed weak antimicrobial effects. MIC values were determined as the EO 10 mg/ml and kojic acid 1.25 mg/ml against S. typhimurium. To assess the synergistic activity was evaluated by the checkerboard microdilution assay, EO was combined with kojic acid against S. typhimurium. Among the tested skin pathogen microorganisms, S. typhimurium was more sensitive to kojic acid. Therefore, synergic activity was investigated against S. typhimurium and found indifferent effect.

show abstract

“…Previous studies have shown that the response of gram‐positive Staphylococcus aureus appears to be different, with an observed minimum inhibitory concentration (MIC) of 1.5 mg/mL and minimum biocidal concentration (MBC) values exceeding 6.25 mg/mL [5]. This suggests that achieving a bactericidal effect against S. aureus within the tested concentration range may be limited.…”

Section: Introductionmentioning

confidence: 99%

Insights into the binding mechanism of 2,5‐substituted 4‐pyrone derivatives as therapeutic agents for fused dimeric interactions: A computational study using QTAIM, dynamics and docking simulations of protein–ligand complexes

Kubaib,

Afroze,

Imran

et al. 2024

Int J of Quantum Chemistry

View full text Add to dashboard Cite

The study is focused on examining 2,5‐Substituted 4‐Pyrone based compounds through quantum chemical and topological analysis techniques, evaluating the properties of these compounds, including their geometrical structure, intermolecular interactions and assess their possible applications. Additionally, the molecular stability, charge delocalization and UV‐Visible data was investigated and compared with the calculated energy and oscillator strength using the TD‐DFT approach. The researchers observed that charge transfer occurred within the molecule, indicated by the HOMO and LUMO energies. It was also found that the compound exhibited planarity and higher chemical reactivity. The calculated Mulliken charges and molecular electrostatic potential were used to interpret the Fukui index data that help predict reactive sites and understand the reactivity patterns of specific atoms in a compound. The study is aimed to understand the role of NCI in the molecule under investigation using electron localization functions and localized orbit locator methods. Molecular docking and ADMET studies were conducting involving a detailed MD simulation of a protein‐ligand complex using the OPLS3e force field and the SPC water model. These findings could prove to be beneficial in developing new therapeutic agents with various pharmacological effects and potential toxicities.

show abstract

Exploring the Co-Crystallization of Kojic Acid with Silver(I), Copper(II), Zinc(II), and Gallium(III) for Potential Antibacterial Applications

Cited by 7 publications

References 35 publications

Searching for Suitable Kojic Acid Coformers: From Cocrystals and Salt to Eutectics

Searching for Suitable Kojic Acid Coformers: From Cocrystals and Salt to Eutectics

Koji̇k Asi̇t İle Lavandula Angustifolia L. Uçucu Yağinin Anti̇mi̇krobi̇yal Kombi̇nasyonu

Insights into the binding mechanism of 2,5‐substituted 4‐pyrone derivatives as therapeutic agents for fused dimeric interactions: A computational study using QTAIM, dynamics and docking simulations of protein–ligand complexes

Contact Info

Product

Resources

About