Preparation and Physiochemical Analysis of Novel Ciprofloxacin / Dicarboxylic Acid Salts

Hibbard, Thomas; Nyambura, Bildad; Scholes, P.; Totolici, Mihaela; Shankland, Kenneth; Al-Obaidi, Hisham

doi:10.1016/j.xphs.2022.08.008

Cited by 6 publications

(4 citation statements)

References 39 publications

(34 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the training set, 65 systems which successfully formed multicomponent crystals were defined as positive samples, and 36 systems which unsuccessfully formed multicomponent crystals were defined as negative samples. The samples in the training set include the systems of abiraterone acetate, carbamazepine, − ciprofloxacin, ,− ,− clotrimazole, ibuprofen, ,, levofloxacin, 2-amino-4,6-dimethoxypyrimidine (MOP) ,− and zaltoprofen . Pearson’s correlation coefficient analysis was performed for the parameters of the 101 samples in the training set, Figure shows the results which indicate that significant correlations are generally found among the six prediction parameters.…”

Section: Resultsmentioning

confidence: 99%

Co-Former Screening Method for Multicomponent Crystals Based on Partial Least Squares Regression: A Case Study of Ciprofloxacin

Zheng

Deng

Xie

et al. 2023

Crystal Growth & Design

View full text Add to dashboard Cite

Multicomponent crystal is an effective way to improve the physicochemical properties of drugs. However, screening for co-formers that form multicomponent crystals with active pharmaceutical ingredients is still a challenge. In this study, a co-former prediction method based on partial least squares (PLS) regression was developed. First, 101 positive and negative samples reported were traced from the literature as a training set, based on which seven prediction models were built. Ciprofloxacin (CIP) was selected as the model drug, and the prediction models developed were adopted to predict co-formers which might form multicomponent crystals with CIP. Seven CIP multicomponent crystal systems were successfully prepared experimentally, six of which were hit by the two-parameter prediction model with the Hansen solubility parameter and the conductor-like screening model for real solvents, which achieved an overall accuracy and positive accuracy of 85 and 75%, respectively, higher than those of other models. All seven multicomponent crystal systems showed an increase in process solubility in pH 6.8 phosphate buffer solution (1.06–3.92-fold) and exhibited two different types of dissolution behaviors, wherein three samples exhibited a supersaturated peak in the dissolution process, while the other four did not. This difference was mainly due to the different rates of CIP trihydrate precipitation. The hygroscopic stability of all multicomponent crystals at room temperature and 95% relative humidity was substantially improved compared to raw CIP. This study provides a simple and effective strategy for the predictive screening of multicomponent crystal systems.

show abstract

Section: Resultsmentioning

confidence: 99%

Co-Former Screening Method for Multicomponent Crystals Based on Partial Least Squares Regression: A Case Study of Ciprofloxacin

Zheng

Deng

Xie

et al. 2023

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

“…A visual hole allows the researcher to observe the solid-state changes. Multi-component systems show a different thermal profile than the single component and may have a lower [18,28] or higher melting point. This method is environmentally friendly as it requires no solvents, is low cost and easy to perform [6,7].…”

Section: Conventional and Semimanual Thermal Analysismentioning

confidence: 99%

“…On the other hand, levofloxacin salts, as yielded from reactions with citric acid [6] and dihydroxybenzoic acid [7], have higher melting points than those of the starting materials. In addition, levofloxacin salts are thermolabile and exhibit a degradation profile before melting, which is similar to the single antibiotic but at different temperatures [6,7,21,28].…”

Section: Modern Calorimetry: Dsc and Dta/tgmentioning

confidence: 99%

See 1 more Smart Citation

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

2023

View full text Add to dashboard Cite

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.

show abstract

Preparation and formulation of progesterone para-aminobenzoic acid co-crystals with improved dissolution and stability

Hibbard,

Shankland,

Al-Obaidi

2024

European Journal of Pharmaceutics and Biopharmaceutics

View full text Add to dashboard Cite

Preparation and Physiochemical Analysis of Novel Ciprofloxacin / Dicarboxylic Acid Salts

Cited by 6 publications

References 39 publications

Co-Former Screening Method for Multicomponent Crystals Based on Partial Least Squares Regression: A Case Study of Ciprofloxacin

Co-Former Screening Method for Multicomponent Crystals Based on Partial Least Squares Regression: A Case Study of Ciprofloxacin

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

Preparation and formulation of progesterone para-aminobenzoic acid co-crystals with improved dissolution and stability

Contact Info

Product

Resources

About