Enantiomerically Pure Phosphonated Carbocyclic  2'-Oxa-3'-Azanucleosides: Synthesis and Biological Evaluation

Romeo, Roberto; Carnovale, Caterina; Giofrè, Salvatore V.; Monciino, Giulia; Chiacchio, Maria Assunta; Sanfilippo, Claudia; Macchi, Beatrice

doi:10.3390/molecules190914406

Cited by 12 publications

(6 citation statements)

References 55 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To assess the metabolic activity of ADMSCs post-LA exposure, MTS colorimetric assays (Promega Corp., Madison, WI, USA) were performed at days 3 and 7 post-exposure. MTS assays ( 11 ) were evaluated using a Spectra Max plus Plate Reader (Molecular Devices, Sunnyvale, CA, USA) at a wavelength of 490 nm. The assay is based on the reduction of the levels of the MTS tetrazolium compound by viable cells to generate a colored formazan product that is soluble in cell culture media.…”

Section: Methodsmentioning

confidence: 99%

Cytotoxicity of local anesthetics on rabbit adipose‑derived mesenchymal stem cells during early chondrogenic differentiation

Shi

Song

et al. 2018

Exp Ther Med

View full text Add to dashboard Cite

Local anesthetics (LAs) are commonly used to provide peri-operative pain control in the peripheral joints. In the field of regenerative medicine, adipose-derived mesenchymal stem cells (ADMSCs) are gaining attention as a cellular source for repair and regeneration in degenerative diseases. However, previous studies have demonstrated that the commonly used drugs lidocaine, ropivacaine, bupivacaine and mepivacaine may be toxic to human chondrocytes, which has raised concerns over whether they exert similar negative effects on ADMSCs during early chondrogenic differentiation. In the present in vitro study, the cytotoxicity of different LAs to ADMSCs was determined during early chondrogenic differentiation. At concentrations similar to those after physiological dilution once injected into the degenerative tissues, LAs (1% lidocaine, 0.5% bupivacaine, 0.5% ropivacaine or 2% mepivacaine) and PBS (control group) were incubated with rabbit ADMSCs (rADMSCs) for 60 min. Following further culture for 3 or 7 days, the cell viability, apoptosis and morphological alterations of chondrogenic differentiation were measured by determining the mitochondrial activity, by flow cytometric analysis, Safranine Fast Green double staining and reverse transcription-quantitative polymerase chain reaction of chondrogenesis-associated genes. The results indicated that the mitochondrial activity in rADMSC was decreased and the apoptotic rate was increased, following treatment with LAs (P<0.05). Lidocaine (1%) was less cytotoxic to rADMSCs during early chondrogenesis compared with other LAs. The expression levels of chondrogenesis-associated markers, including collagen I, collagen III and sex-determining region Y box 9 were all decreased at day 3 following exposure to LAs compared with the control group (P<0.05). The expression levels of these chondrogenesis-associated genes began to increase on day 7 following exposure but remained lower compared with the control group (P<0.05). Of note, 2% mepivacaine and 1% lidocaine exhibited a less pronounced negative effect on chondrogenesis-associated gene expression compared with other LAs. Therefore, the present study concluded that LAs are cytotoxic to rADMSCs during early chondrogenesis. Attention should be paid to the different types of LA selected in conjunction with ADMSC injection therapy.

show abstract

Section: Methodsmentioning

confidence: 99%

Cytotoxicity of local anesthetics on rabbit adipose‑derived mesenchymal stem cells during early chondrogenic differentiation

Shi

Song

et al. 2018

Exp Ther Med

View full text Add to dashboard Cite

show abstract

“…It is a key analytical test used for detecting physical changes in an active pharmaceutical ingredient (API) and the formulated product. At the early stages of development, in vitro dissolution testing guides the optimization of drug release from formulations [28][29][30][31]. The dissolution studies for rilpivirine and its prepared nanoparticles were performed using a USP paddle apparatus.…”

Section: Differential Scanning Calorimetry (Dsc)mentioning

confidence: 99%

Design and Development of Rilpivirine Nanoparticle Containing Chitosan Using Ionic Gelation Method for Hiv Infections

Patel

2020

Int J Pharm Pharm Sci

View full text Add to dashboard Cite

Objective: The primary objective of the current research was to prepare rilpivirine loaded Nanoparticles containing Chitosan using the ionic gelation method for HIV infections. Methods: The nanoparticles of rilpivirine were prepared using the ionic gelation technique. Further, nanoparticles were characterized by Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), scanning electron microscopy (SEM) and in vitro drug release. Results: The optimized nanoparticles were found with a particle size of 130.30±5.29 nm (mean±SD) and entrapment efficiency (% EE) of 77.10±0.50%. Scanning electron microscopy technique exposed spherical particles with uniform size. It was observed that the nanoparticles created showed the absence of the crystalline nature of the drug and its switch to the amorphous state. Results showed that more than 45% of the pure drug is released in 50 min and after 90 min almost about 95% of the drug is released. Conclusion: The research study concluded that the in vitro release profile of nanoparticles was found to be sustained up to 24 hr. Sustained release of the rilpivirine could improve patient obedience to drug regimens, growing action effectiveness.

show abstract

“…As part of ongoing efforts to identify new antiviral/antitumor agents, we were interested in the investigation of N,O -nucleosides, where the ribose moiety has been replaced by an isoxazolidine system, as mimetic of the sugar unit [ 19 , 20 , 21 , 22 , 23 ]. Phosphonated carbocyclic 2'-oxa-3'-azanucleosides 1 have shown to be potent inhibitors of RT of different retroviruses, following incubation with human PBMCs crude extract [ 24 , 25 , 26 ]; truncated phosphonated azanucleosides 2 are able to inhibit HIV and HTLV-1 viruses at concentration in the nanomolar range [ 27 ]; truncated phosphonated N,O -psiconucleosides 3 inhibit HIV in vitro infection with low or absent cytotoxicity ( Figure 2 ) [ 28 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Properties of 5-(1H-1,2,3-Triazol-4-yl)isoxazolidines: A New Class of C-Nucleosides

et al. 2015

Self Cite

View full text Add to dashboard Cite

A novel series of C-nucleosides, featuring the presence of a 1,2,3-triazole ring linked to an isoxazolidine system, has been designed as mimetics of the pyrimidine nucleobases. An antiproliferative effect was observed for compounds 17a and 17b: the growth inhibitory effect reaches the 50% in HepG2 and HT-29 cells and increases up to 56% in the SH-SY5Y cell line after 72 h of incubation at a 100 µM concentration.

show abstract

Enantiomerically Pure Phosphonated Carbocyclic 2'-Oxa-3'-Azanucleosides: Synthesis and Biological Evaluation

Cited by 12 publications

References 55 publications

Cytotoxicity of local anesthetics on rabbit adipose‑derived mesenchymal stem cells during early chondrogenic differentiation

Cytotoxicity of local anesthetics on rabbit adipose‑derived mesenchymal stem cells during early chondrogenic differentiation

Design and Development of Rilpivirine Nanoparticle Containing Chitosan Using Ionic Gelation Method for Hiv Infections

Synthesis and Biological Properties of 5-(1H-1,2,3-Triazol-4-yl)isoxazolidines: A New Class of C-Nucleosides

Contact Info

Product

Resources

About