Trimolecular Co-crystals of Ciprofloxacin, p-Coumaric Acid, and Benzoic Acid or Salicylic Acid

Awwadi, Firas F.; Dahabiyeh, Lina A.; Hamdan, Imad I.

doi:10.1007/s10870-022-00925-5

Cited by 2 publications

(2 citation statements)

References 32 publications

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“…In conclusion, in silico studies may produce a more accurate, greener, and comprehensive analysis, as shown by fluoroquinolones' multi-component systems, regarding their reactions with NSAIDs [26,30,153], metals [29], and furosemide [138]. This modeling approach simplifies the conventional experimental process of selecting the coformer and method, determining the structure, and testing properties, resulting in a more efficient approach [154,155]. Moreover, it also can predict changes in potency, as widely reported in the current decades.…”

Section: Computational Approach and Modeling For Multi-component Soli...mentioning

confidence: 99%

The Benefits and Challenges of Antibiotics–Non-Steroidal Anti-Inflammatory Drugs Non-Covalent Reaction

2023

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Recently, non-covalent reactions have emerged as approaches to improve the physicochemical properties of active pharmaceutical ingredients (API), including antibiotics and non-steroidal anti-inflammatory drugs (NSAIDs). This review aimed to present and discuss the non-covalent reaction products of antibiotics, including salt and neutral multi-component solid forms, by framing their substituents and molar ratios, manufacturing techniques, characterization methods, benefits, potency changes, and toxicity, and is completed with an analysis of the development of computational models used in this field. Based on the data, NSAIDs are the most-developed drugs in multi-component system preparations, followed by antibiotics, i.e., antituberculosis and fluoroquinolones. They have reacted with inorganic elements, excipients, nutraceuticals, natural products, and other drugs. However, in terms of treatments for common infections, fluoroquinolones are more frequently used. Generally, NSAIDs are acquired on an over-the-counter basis, causing inappropriate medication. In addition, the pKa differences between the two groups of medicine offer the potential for them to react non-covalently. Hence, this review highlights fluoroquinolone–NSAID multi-component solid systems, which offer some benefits. These systems can increase patient compliance and promote the appropriate monitoring of drug usage; the dual drug multi-component solids have been proven to improve the physicochemical properties of one or both components, especially in terms of solubility and stability. In addition, some reports show an enhancement of the antibiotic activity of the products. However, it is important to consider the possibility of activity changes, interaction, and toxicity when using drug combinations. Hence, these aspects also are discussed in this review. Finally, we present computational modeling, which has been utilized broadly to support multi-component system designs, including coformer screening, preparation methods, and structural modeling, as well as to predict physicochemical properties, potency, and toxicity. This integrated review is expected to be useful for further antibiotic–NSAID multi-component system development.

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Section: Computational Approach and Modeling For Multi-component Soli...mentioning

confidence: 99%

The Benefits and Challenges of Antibiotics–Non-Steroidal Anti-Inflammatory Drugs Non-Covalent Reaction

2023

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“…To improve the aqueous solubility, many efforts have been made to synthesize crystalline salts or cocrystals of ciprofloxacin with carboxylic acids: linear dicarboxylic acids such as oxalic acid, 23,33,35,36 aromatic carboxylic acids such as benzoic acid derivatives. 24,25,28,37,38 Among these examples, five distinct solid forms composed of ciprofloxacin and salicylic acid were prepared through mechanochemical synthesis. 28 To study the influence of steric effect on the structures and physicochemical properties of ciprofloxacin benzenedicaboxylates, phthalic acid, isophthalic acid, terephthalic acid, and salicylic acid were selected as coformers, and tetrachloroterephthalic acid was selected to investigate the influence of the introduction of chlorine into the hydrogen-bonded interactions of the terephthalate skeleton (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

Ciprofloxacin salts of benzene mono/di-carboxylate: crystal structures and the improvement of solubility

Zhu,

Liu,

Wang

et al. 2024

CrystEngComm

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Trimolecular Co-crystals of Ciprofloxacin, p-Coumaric Acid, and Benzoic Acid or Salicylic Acid

Cited by 2 publications

References 32 publications

The Benefits and Challenges of Antibiotics–Non-Steroidal Anti-Inflammatory Drugs Non-Covalent Reaction

The Benefits and Challenges of Antibiotics–Non-Steroidal Anti-Inflammatory Drugs Non-Covalent Reaction

Ciprofloxacin salts of benzene mono/di-carboxylate: crystal structures and the improvement of solubility

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