Synthesis, Cytotoxicity, and Phase-Solubility Study of Cyclodextrin Click Clusters

Lê, Hòa; Jeon, Hosang; Lim, Choon Woo; Kim, Tae Woo

doi:10.1002/jps.24107

Cited by 9 publications

(6 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This enhancement was due to modification of interactions such as hydrophobic and Van der Waals forces between CMN and the carriers. The slope of the PS curve (usually less than 1) in all carriers revealed a 1:1 stoichiometry complex and A Ltype phase solubility profiles were reported by Le et al 28 , and Bandari et al 29 The apparent rate constant (K 1:1 ) was calculated from the intrinsic intercept and slope value of solubility curves obtained by plotting the concentration of soluble CMN (% w/v) against the concentration of the carrier (% w/v), as shown in Figure 1.…”

Section: Outcome Of Ps Studysupporting

confidence: 76%

<p>Stoichiometrically Governed Curcumin Solid Dispersion and Its Cytotoxic Evaluation on Colorectal Adenocarcinoma Cells</p>

Mohamed¹,

Alqahtani²,

Ahmad³

et al. 2020

DDDT

View full text Add to dashboard Cite

Background Colorectal cancer (CRC) is the third most commonly occurring cancer in men and the second most commonly occurring cancer in women. Curcumin (CMN) is obtained from a natural source and has no toxicity, even at high doses (8,000 mg/kg body weight in 24 hours) and was determined to have anticancer potency on several kinds of carcinoma. However, its medical applications were limited because of its low solubility and poor bioavailability. Materials and Methods To improve the medical applications of CMN, various hydrophilic carriers such as poloxamer 407 (PMX-407), poloxamer 188 (PMX-188), Gelucire 50/13 (Gel-50/13), and mannitol (MNL) were used to prepare a binary complex solid dispersion (SD). These binary SDs were characterized for aqueous solubility in various solvents. Physical stability, thermal behaviors, and morphology were determined by Fourier transform infrared spectrophotometric analysis, powder X-ray diffraction analysis, thermogravimetric analysis, differential scanning calorimetric analysis, scanning electron microscopy, dynamic light scattering study, and the novel dyeing test. In vitro drug release was determined by dissolution study. Based on the characterization, the better SD complex was optimized using Box-Behnken design (BBD). The cytotoxicity and apoptosis study of prepared CMN (C-SD) were used to test for colorectal adenocarcinoma cell lines. Results These results showed that the solubility of CMN is greatly improved after complexation with PXM-407 in SD. CMN is practically insoluble in water at acidic and neutral pH; however, the SD of CMN with PXM-407 produced significant improvement in solubility (1.266±0.0242 mg/mL) and dissolution (91.36±0.431% at 30 minutes); similarly, these data fit with a phase solubility study and in silico molecular modeling. Moreover, the solid-state characterization revealed that the SD complex exhibits the intermolecular hydrogen bond with drug and carrier. Also, the complex does not undergo any chemical modification owing to the amorphous form, and the dye test showed better coloring impact indicating the solubility of CMN. The cell cycle arrest confirmed at G2/M phase from flow cytometry analysis, and Western blot investigation was recognized molecular level cell death and the complex induced more exploit DNA during apoptosis. Conclusion This study confirmed that the ideal stoichiometric ratio of CMN with carrier to enhance its solubility was 1:1. This molecular complex of PXM-407 was found to be more effective against colorectal cancer (CRC) than pure CMN.

show abstract

Section: Outcome Of Ps Studysupporting

confidence: 76%

<p>Stoichiometrically Governed Curcumin Solid Dispersion and Its Cytotoxic Evaluation on Colorectal Adenocarcinoma Cells</p>

Mohamed¹,

Alqahtani²,

Ahmad³

et al. 2020

DDDT

View full text Add to dashboard Cite

show abstract

“…With increasing concentration of carrier and temperature, the solubility of CMN increased progressively due to modification of interactions such as hydrophobic and Van der Waals forces between CMN and the carriers. The slope of the PS curve (usually <1) in all carriers revealed a 1:1 stoichiometry complex and A L ‐type phase solubility profile (Bandari et al., 2014; Le et al., 2014). The apparent rate constant ( K 1:1 ) was calculated from the intrinsic intercept and slope value of solubility curves obtained by plotting the concentration of soluble CMN (% w/v) against the concentration of the carrier (% w/v) as shown in Figure 1.…”

Section: Resultsmentioning

confidence: 99%

“…A standard linear curve was obtained in the concentration ranges from 5.97 × 10 −5 to 2.04 × 10 −4 mM and 8.14 × 10 −5 to 2.12 × 10 −4 mM for CMN at 25 and 37°C, respectively ( Table 2). (Bandari et al, 2014;Le et al, 2014).…”

Section: Outcomes Of Ps Studymentioning

confidence: 99%

Application of the Box–Behnken design for the production of soluble curcumin: Skimmed milk powder inclusion complex for improving the treatment of colorectal cancer

Mohamed

Alqahtani

Venkatesan

et al. 2020

Food Science & Nutrition

View full text Add to dashboard Cite

show abstract

“…Click conjugations between alkyne and azido groups are widely used to prepare star polymers [36,44]. Herein, via a click conjugation method between alkyne-SS-Dex and ((N 3 ) 7 -βCD-(PCL) 14 ) to obtain the star polymer, (Dex-SS) n -βCD-(PCL) 14 was produced.…”

Section: Synthesis Of Star Polymer (Dex-ss) N -βCd-(pcl) 14 By Click ...mentioning

confidence: 99%

Folic Acid-Decorated β-Cyclodextrin-Based Poly(ε-caprolactone)-dextran Star Polymer with Disulfide Bond-Linker as Theranostic Nanoparticle for Tumor-Targeted MRI and Chemotherapy

et al. 2021

View full text Add to dashboard Cite

β-cyclodextrin(βCD)-based star polymers have attracted much interest because of their unique structures and potential biomedical and biological applications. Herein, a well-defined folic acid (FA)-conjugated and disulfide bond-linked star polymer ((FA-Dex-SS)-βCD-(PCL)14) was synthesized via a couple reaction between βCD-based 14 arms poly(ε-caprolactone) (βCD-(PCL)14) and disulfide-containing α-alkyne dextran (alkyne-SS-Dex), and acted as theranostic nanoparticles for tumor-targeted MRI and chemotherapy. Theranostic nanoparticles were obtained by loading doxorubicin (DOX), and superparamagnetic iron oxide (SPIO) particles were loaded into the star polymer nanoparticles to obtain ((FA-Dex-SS)-βCD-(PCL)14@DOX-SPIO) theranostic nanoparticles. In vitro drug release studies showed that approximately 100% of the DOX was released from disulfide bond-linked theranostic nanoparticles within 24 h under a reducing environment in the presence of 10.0 mM GSH. DOX and SPIO could be delivered into HepG2 cells efficiently, owing to the folate receptor-mediated endocytosis process of the nanoparticles and glutathione (GSH), which triggered disulfide-bonds cleaving. Moreover, (FA-Dex-SS)-βCD-(PCL)14@DOX-SPIO showed strong MRI contrast enhancement properties. In conclusion, folic acid-decorated reduction-sensitive star polymeric nanoparticles are a potential theranostic nanoparticle candidate for tumor-targeted MRI and chemotherapy.

show abstract

Synthesis, Cytotoxicity, and Phase-Solubility Study of Cyclodextrin Click Clusters

Cited by 9 publications

References 39 publications

<p>Stoichiometrically Governed Curcumin Solid Dispersion and Its Cytotoxic Evaluation on Colorectal Adenocarcinoma Cells</p>

<p>Stoichiometrically Governed Curcumin Solid Dispersion and Its Cytotoxic Evaluation on Colorectal Adenocarcinoma Cells</p>

Application of the Box–Behnken design for the production of soluble curcumin: Skimmed milk powder inclusion complex for improving the treatment of colorectal cancer

Folic Acid-Decorated β-Cyclodextrin-Based Poly(ε-caprolactone)-dextran Star Polymer with Disulfide Bond-Linker as Theranostic Nanoparticle for Tumor-Targeted MRI and Chemotherapy

Contact Info

Product

Resources

About