Molecular structures of flavonoid co-formers for cocrystallization with carbamazepine

Lee, CheongCheon; Lim, Ju Hee; Cho, A Young; Yoon, Woojin; Yun, Hoseop; Kang, Jeong Won; Lee, Jonghwi

doi:10.1016/j.jiec.2022.11.015

Cited by 5 publications

(3 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…CBZ cocrystals have been reported with a wide range of coformers including p-benzoquinone, 19,29 formamide, 29 methylparaben, 87 hydroxyanisole, 87 mono-to tetra-carboxylic acids, 9,29,87−89 and a wide variety of flavonoid molecules. 90,91 The very many cocrystal structures of carbamazepine are instructive because Etter's rules 92 are not obeyed in around a quarter of cases as a result of the steric hindrance caused by the CBZ butterfly ring (dibenzazepine group). 9 Of all 69 unique cocrystals with a known crystal structure, 62% ( 43) are with coformers containing a carboxylic acid.…”

Section: Cocrystals Of Cbzmentioning

confidence: 99%

“…Considering all of the different subsets of multicomponent solids containing CBZ, CBZ cocrystals are the most abundant in the CSD (69 structures of cocrystals and their solvates and hydrates). CBZ cocrystals have been reported with a wide range of coformers including p -benzoquinone, , formamide, methylparaben, hydroxyanisole, mono- to tetra-carboxylic acids, ,,− and a wide variety of flavonoid molecules. , The very many cocrystal structures of carbamazepine are instructive because Etter’s rules are not obeyed in around a quarter of cases as a result of the steric hindrance caused by the CBZ butterfly ring (dibenzazepine group) …”

Section: What Do We Know About Carbamazepine Solid Forms?mentioning

confidence: 99%

See 1 more Smart Citation

What Has Carbamazepine Taught Crystal Engineers?

Hall,

Cruz-Cabeza,

Steed

2024

Crystal Growth & Design

View full text Add to dashboard Cite

The antiepilepsy drug carbamazepine is one of the most studied pharmaceuticals in the world. The rich story of its solid forms, cocrystals, and formulation is a microcosm of the topical world of pharmaceutical materials. Understanding carbamazepine has required time, money, and dedication from numerous researchers and pharmaceutical companies worldwide. This wealth of knowledge provides the opportunity to reflect on progress within the crystal engineering field in general. This Perspective covers the extensive solid form landscape of carbamazepine and applies these examples to discuss and answer fundamental questions in the discipline. The story encompasses screening methods, computational solid form discovery, the power and influence of crystal engineering in understanding and controlling crystals and the amorphous state, and the environmental legacy of modern pharmaceuticals. This broad but in-depth analysis of carbamazepine is a vehicle into modern crystal engineering, not only in its own right but across the spectrum of organic materials science and pharmaceutical formulation. Discoveries of carbamazepine demonstrate the potential richness in the materials chemistry of every drug.

show abstract

Section: Cocrystals Of Cbzmentioning

confidence: 99%

Section: What Do We Know About Carbamazepine Solid Forms?mentioning

confidence: 99%

What Has Carbamazepine Taught Crystal Engineers?

Hall,

Cruz-Cabeza,

Steed

2024

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

“…Consumers pay attention to the presence of functional components in their diet such as flavonoids (FLs) (Fu, Liu, et al, 2021). FLs are secondary polyphenolic plant metabolites (Dewanjee et al, 2023) and natural polyphenols that are not only pharmaceutically safe, but also beneficial to human health due to their antioxidant, anticancer, antibacterial, antiviral, and anti-inflammatory properties (Lee et al, 2023). A publication provided an idea for composable FL µPADs and the LODs for quercetin, morin, and dihydroquercetin were 0.12, 0.26, and 0.70 µg, respectively, in this study (Gutorova et al, 2021).…”

Section: Targetmentioning

confidence: 99%

Evaluation of food μPADs with the new tech perspectives and future prospects

Okutan Arslan,

Trabzon

2023

eFood

View full text Add to dashboard Cite

Food microfluidic paper‐based analytical devices (µPADs) are powerful tools to create total analysis systems and have long been demonstrated to be useful for safety and quality applications. Thanks to new technological innovations food µPADs offer exciting new possibilities. This review introduces how µPADs are obtained from chromatography, filter, or office papers and detect analytes from a food sample. We introduce the most current developments in the use of µPADs with an emphasis on paper types, adapted new technologies, and detection limits. Classifications are also made on food µPADs according to applied innovations and adapted novel technologies. In the first section, simple forms of µPADs for the detection of pathogen, mycotoxin, pesticides, and other food components are discussed with technical details. Then, we introduce multisensing approaches for high throughput analysis and a concise summary will be given. In the case of three‐dimensional (3D) µPADs, the use of 3D is discussed and compared to 2D µPADs in terms of its advantageous with the example of a food colorant test device. In the following section, smartphone adoption to µPADs is introduced in detail with eight different assay examples. Centrifugal platform for nickel assay is demonstrated as an enabling approach with shortened assay times by rotational velocity. The potential of user‐friendly hybrid devices is also summarized in the last part. Finally, we present an outlook to underline the opportunities created by smartphone‐based and intelligent µPADs for food safety and quality with real success perspectives

show abstract

Theoretical Study on Intramolecular Hydrogen Bonds of Flavonoid Cocrystals

Zhang,

Gao,

et al. 2024

ChemPhysChem

View full text Add to dashboard Cite

This study investigates the role of intramolecular hydrogen bonds in the formation of cocrystals involving flavonoid molecules, focusing on three active pharmaceutical ingredients (APIs): chrysin (CHR), isoliquiritigenin (ISO), and kaempferol (KAE). These APIs form cocrystals with different cocrystal formers (CCFs) through intramolecular hydrogen bonding. We found that disruption of these intramolecular hydrogen bonds leads to decreased stability compared to molecules with intact bonds. The extrema of molecular electrostatic potential surfaces (MEPS) show that flavonoid molecules with disrupted intramolecular hydrogen bonds have stronger hydrogen bond donors and acceptors than those with intact bonds. Using the artificial bee colony algorithm, dimeric structures of these flavonoid molecules were explored, representing early‐stage structures in cocrystal formation, including API‐API, API‐CCF, and CCF‐CCF dimers. It was observed that the number and strength of dimeric interactions significantly increased, and the types of interactions changed when intramolecular hydrogen bonds were disrupted. These findings suggest that disrupting intramolecular hydrogen bonds generally hinders the formation of cocrystals. This theoretical study provides deeper insight into the role of intramolecular hydrogen bonds in the cocrystal formation of flavonoids.

show abstract

Molecular structures of flavonoid co-formers for cocrystallization with carbamazepine

Cited by 5 publications

References 30 publications

What Has Carbamazepine Taught Crystal Engineers?

What Has Carbamazepine Taught Crystal Engineers?

Evaluation of food μPADs with the new tech perspectives and future prospects

Theoretical Study on Intramolecular Hydrogen Bonds of Flavonoid Cocrystals

Contact Info

Product

Resources

About