Apigenin-oxymatrine binary co-amorphous mixture: Enhanced solubility, bioavailability, and anti-inflammatory effect

Li, Bin; Hu, Yi; Wu, Ting; Feng, Ying; Jiang, Cuiping; Lu, Shan

doi:10.1016/j.foodchem.2021.131485

Cited by 41 publications

(26 citation statements)

References 39 publications

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“…In contrast, in water-soluble and ethanol-soluble systems, it is more likely that EGC could combined with 5-HMF through non-covalent interaction such as hydrogen bonds, hydrophobic interactions, etc. This phenomenon was also observed in Apigenin-oxymatrine binary co-amorphous mixture by Li et al [14]. Therefore, it is convincible that EGC and 5-HMF formed co-amorphous complexes through intermolecular hydrogen bonds, which was consistent with the XRD and DSC results.…”

Section: Ftir Results Analysissupporting

confidence: 88%

“…6. The g(r) peak of the co-amorphous systems at equilibrium were within 3.5 Å, indicating that there were some O-H•••O hydrogen bonds formed between EGC and 5-HMF [14]. The MD simulation results are consistent with the spectral results.…”

Section: Simulation Results Analysissupporting

confidence: 74%

“…The preparation process of the complexes of EGC and 5-HMF was slightly modi ed according to the literature [14]. Speci cally, the complexes of EGC and 5-HMF were prepared by solvent evaporation in two systems (water-soluble and ethanol-soluble).…”

Section: Preparation Of Egc-5-hmf Complexesmentioning

confidence: 99%

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Section: Ftir Results Analysissupporting

confidence: 88%

Section: Simulation Results Analysissupporting

confidence: 74%

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“…Therefore, we reasoned that there might be a distinct release mechanism of the three matrine-type alkaloids in their co-amorphous systems ( Figure 6 ). The slow-release behavior due to gel formation has been studied in (co)-amorphous lurasidone hydrochloride, indomethacin/paracetamol, sinomenine with phenolic acids, and nonsteroidal anti-inflammatory drugs [ 28 , 32 , 33 ]. Qian and co-workers proposed that the gel formation was mediated by charge-assisted hydrogen bond formation [ 30 ].…”

Section: Resultsmentioning

confidence: 99%

“…Drug co-amorphization is an emerging technology to improve the physicochemical properties of oral drugs [ 25 ], which is a single-phase amorphous system formed between an active pharmaceutical ingredient and one or more low molecular weight compounds named co-formers [ 26 ]. For example, it may improve the bioavailability of poorly water-soluble drugs by increasing their solubilities, such as indomethacin and apigenin [ 27 , 28 ]. However, co-amorphization of drugs would not always enhance their solubilities or dissolution rates.…”

Section: Introductionmentioning

confidence: 99%

Sustained Release of Co-Amorphous Matrine-Type Alkaloids and Resveratrol with Anti-COVID-19 Potential

Chen

et al. 2022

Pharmaceutics

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Matrine (MAR), oxymatrine (OMAR), and sophoridine (SPD) are natural alkaloids with varying biological activities; matrine was recently used for the treatment of coronavirus disease 2019 (COVID-19). However, the short half-lives and rapid elimination of these matrine-type alkaloids would lead to low oral bioavailability and serious side effects. Herein, resveratrol (RES) was selected as a co-former to prepare their co-amorphous systems to improve the therapeutic index. The formation of co-amorphous MAR-RES, OMAR-RES, and SPD-RES was established through powder X-ray diffraction and modulated temperature differential scanning calorimetry. Furthermore, Fourier transform infrared spectroscopy and NMR studies revealed the strong molecular interactions between resveratrol and these alkaloids, especially OMAR-RES. Matrine, oxymatrine, and sophoridine in the co-amorphous systems showed sustained release behaviors in the dissolution experiments, due to the recrystallization of resveratrol on the surface of co-amorphous drugs. The three co-amorphous systems exhibited excellent physicochemical stability under high relative humidity conditions. Our study not only showed that minor structural changes of active pharmaceutical ingredients may have distinct molecular interactions with the co-former, but also discovered a new type of sustained release mechanism for co-amorphous drugs. This promising co-amorphous drug approach may present a unique opportunity for repurposing these very promising drugs against COVID-19.

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A comprehensive view on the apigenin impact on colorectal cancer: Focusing on cellular and molecular mechanisms

Daneshvar,

Zamanian,

Ivraghi

et al. 2023

Food Science & Nutrition

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Colon cancer (CC) is one of the most common and deadly cancers worldwide. Oncologists are facing challenges such as development of drug resistance and lack of suitable drug options for CC treatment. Flavonoids are a group of natural compounds found in fruits, vegetables, and other plant‐based foods. According to research, they have a potential role in the prevention and treatment of cancer. Apigenin is a flavonoid that is present in many fruits and vegetables. It has been used as a natural antioxidant for a long time and has been considered due to its anticancer effects and low toxicity. The results of this review study show that apigenin has potential anticancer effects on CC cells through various mechanisms. In this comprehensive review, we present the cellular targets and signaling pathways of apigenin indicated to date in in vivo and in vitro CC models. Among the most important modulated pathways, Wnt/β‐catenin, PI3K/AKT/mTOR, MAPK/ERK, JNK, STAT3, Bcl‐xL and Mcl‐1, PKM2, and NF‐kB have been described. Furthermore, apigenin suppresses the cell cycle in G2/M phase in CC cells. In CC cells, apigenin‐induced apoptosis is increased by inhibiting the formation of autophagy. According to the results of this study, apigenin appears to have the potential to be a promising agent for CC therapy, but more research is required in the field of pharmacology and pharmacokinetics to establish the apigenin effects and its dosage for clinical studies.

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Apigenin-oxymatrine binary co-amorphous mixture: Enhanced solubility, bioavailability, and anti-inflammatory effect

Cited by 41 publications

References 39 publications

The Formation Mechanism of Epigallocatechin - 5-Hydroxymethylfurfural C Omplex Es By Molecular Simulation Combined with S Pectroscopy Techniques

The Formation Mechanism of Epigallocatechin - 5-Hydroxymethylfurfural C Omplex Es By Molecular Simulation Combined with S Pectroscopy Techniques

Sustained Release of Co-Amorphous Matrine-Type Alkaloids and Resveratrol with Anti-COVID-19 Potential

A comprehensive view on the apigenin impact on colorectal cancer: Focusing on cellular and molecular mechanisms

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