scholarly journals α-Mangostin/γ-Cyclodextrin Inclusion Complex: Formation and Thermodynamic Study

Polymers ◽  
2021 ◽  
Vol 13 (17) ◽  
pp. 2890
Author(s):  
Ine Suharyani ◽  
Muchtaridi Muchtaridi ◽  
Ahmed Fouad Abdelwahab Mohammed ◽  
Khaled M. Elamin ◽  
Nasrul Wathoni ◽  
...  
Keyword(s):  
Complex Formation ◽  
Inclusion Complex ◽  
Biological Activities ◽  
Entrapment Efficiency ◽  
Thermodynamic Study ◽  
Solubility In Water ◽  
Solubility Improvement ◽  
Poorly Soluble ◽  
Anti Fungal ◽  
Low Solubility

α-Mangostin (α-M) has various biological activities, such as anti-cancer, antibacterial, anti-fungal, anti-tyrosin, anti-tuberculosis, anti-inflammatory, and antioxidant. However, it has very low solubility in water. The formulation of this compound requires high amounts of solubilizers, which limits its clinical application. In addition, its low solubility in water is a barrier to the distribution of this drug, thus affecting its potency. Cyclodextrin (CD) is widely used as a solubility enhancer of poorly soluble drugs. This study aimed to increase the solubility of α-M in water through complex formation with CD. The complex of α-Mangostin and γ-Cyclodextrin (α-M/γ-CD CX) was prepared by the solubilization method, resulting in a solubility improvement of α-M in water. Characterization of α-M/γ-CD CX by using FTIR-Spectrometry, XRD, H-, C-, and HMBC-NMR showed that α-M was able to form an inclusion complex with γ-CD. The complex yielded an entrapment efficiency of 84.25 and the thermodynamic study showed that the α-M/γ-CD CX was formed spontaneously, based on the negative values of Gibbs energy and ΔH. Interestingly, the solubility of α-M/γ-CD CX significantly increased by 31.74-fold compared with α-M. These results suggest that α-M/γ-CD CX has the potential in the formulation of water-based preparation for clinical applications.

scholarly journals Preparation, characterization and featuring of an inclusion complex of nerol with β-cyclodextrin

2017 ◽  
Vol 5 (2) ◽  
pp. 195
Author(s):  
Mayara Coêlho ◽  
Herlane Da Silva ◽  
Muhammad Islam ◽  
Vicente Viana ◽  
Ana Amélia Melo-Cavalcante
Keyword(s):  
Inclusion Complex ◽  
Inclusion Complexes ◽  
Biological Activities ◽  
Aqueous Media ◽  
Limiting Factor ◽  
Thermo Gravimetric ◽  
Drug Molecules ◽  
Complex Cavity ◽  
Nonpolar Molecules ◽  
Low Solubility

Nerol is an acyclic type monoterpene with important biological activities. However, the low solubility in aqueous media is a limiting factor for its user. Cyclodextrins have been widely used in order to improve the solubility, stability and bioavailability of nonpolar molecules through the formation of inclusion complexes. Thus, the present study consists in the development of nerol inclusion complex in combination with the β-cyclodextrin (β-CD) followed by characterizing by thermal analysis and spectrophotometric absorption in the infrared (FTIR). The results suggest a complexation of nerol with β-CD having detours and changed the intensity of various bands. The thermo gravimetric curve of CI found to indicate an output of solvating water molecules from the complex cavity formed for replacement of drug molecules probably included. Thus, it is concluded a possibility to obtain inclusion complexes of nerol monoterpene with β-CD, which will increase its solubility and facilitate delivery process.

scholarly journals Plant-based nanoparticles prepared from protein containing tribenuron-methyl: fabrication, characterization, and application

2021 ◽  
Vol 8 (1) ◽  
Author(s):  
Moslem Heydari ◽  
Ali Reza Yousefi ◽  
Nasser Nikfarjam ◽  
Abbas Rahdar ◽  
George Z. Kyzas ◽  
...  
Keyword(s):  
Entrapment Efficiency ◽  
Acetolactate Synthase ◽  
Dry Weight ◽  
Convolvulus Arvensis ◽  
Solubility In Water ◽  
Broad Leaf ◽  
And Performance ◽  
Average Size ◽  
Low Solubility ◽  
Tribenuron Methyl

Abstract Background Tribenuron-methyl is a registered herbicide for broad-leaf weed control in wheat, however, low solubility in water and reacting with hard water's ions could substantially decrease its efficacy. The present work aimed to enhance the dispersing and bioactivity of this herbicide by developing nanoparticles using zein as a promising nano-delivery system and to assess the effects of nanoparticles on the efficacy of tribenuron-methyl in the suppression of Convolvulus arvensis as a problematic weed in wheat fields. Results Based on SEM analyses nanoparticles sizes were 80–120 nm. DLS results showed an average size of 170 nm for tribenuron-methyl zein-based nanoparticles (TMZNP-5). The entrapment efficiency (EE%) of tribenuron-methyl inside the zein nanoparticles was ca. 81% ± 3. Five-week after application of tribenuron-methyl nanoparticles on C. arvensis, it was able to reduce the dry weight (53%), acetolactate synthase (ALS) enzyme activity (82%), and plant height (77%) of C. arvensis as compared with untreated plants. Additionally, tribenuron-methyl used in nanoparticles at the half rate of the recommended dose had the same efficacy as commercial tribenuron-methyl. Conclusion Based on these results, zein nanoparticles can be potentially utilized as nanocarriers for enhancing the solubility of tribenuron-methyl to further enhance its bioavailability and performance on sensitive weeds. Graphic abstract

scholarly journals Co-solvation effect on the binding mode of the α-mangostin/β-cyclodextrin inclusion complex

2015 ◽  
Vol 11 ◽  
pp. 2306-2317 ◽  
Author(s):  
Chompoonut Rungnim ◽  
Sarunya Phunpee ◽  
Manaschai Kunaseth ◽  
Supawadee Namuangruk ◽  
Kanin Rungsardthong ◽  
...  
Keyword(s):  
Complex Formation ◽  
Inclusion Complex ◽  
Binding Mode ◽  
Phase Solubility ◽  
Binary Complex ◽  
Experimental Phase ◽  
Drug Molecules ◽  
Poorly Soluble ◽  
Experimental And Theoretical Studies ◽  
Solvent Complex

Cyclodextrins (CDs) have been extensively utilized as host molecules to enhance the solubility, stability and bioavailability of hydrophobic drug molecules through the formation of inclusion complexes. It was previously reported that the use of co-solvents in such studies may result in ternary (host:guest:co-solvent) complex formation. The objective of this work was to investigate the effect of ethanol as a co-solvent on the inclusion complex formation between α-mangostin (α-MGS) and β-CD, using both experimental and theoretical studies. Experimental phase-solubility studies were carried out in order to assess complex formation, with the mechanism of association being probed using a mathematical model. It was found that α-MGS was poorly soluble at low ethanol concentrations (0–10% v/v), but higher concentrations (10–40% v/v) resulted in better α-MGS solubility at all β-CD concentrations studied (0–10 mM). From the equilibrium constant calculation, the inclusion complex is still a binary complex (1:1), even in the presence of ethanol. The results from our theoretical study confirm that the binding mode is binary complex and the presence of ethanol as co-solvent enhances the solubility of α-MGS with some effects on the binding affinity with β-CD, depending on the concentration employed.

scholarly journals Synthesis of morpholinium salts based on chloroacylated derivatives of dihydroquercetin

2019 ◽  
Vol 59 (7) ◽  
pp. 37-42
Author(s):  
Anton O. Pozdeev ◽  
◽  
Alexander M. Koroteev ◽  
Sofia N. Pimankina ◽  
Mikhail P. Koroteev ◽  
...  
Keyword(s):  
Water Solubility ◽  
Biological Activities ◽  
High Water ◽  
Water Soluble ◽  
Synthetic Approach ◽  
Solubility In Water ◽  
Natural Amino Acids ◽  
Synthetic Approaches ◽  
Derivatives Of ◽  
Low Solubility

The flavonoid dihydroquercetin and its esterified derivatives possess various biological activities and are widely used as dietary supplements and in pharmacology. A significant disadvantage of this flavonoid is its low solubility in water at ordinary temperatures of up to 0.03%, which negatively affects its biological activity. Nature overcomes this problem by glycosylation, sulfation, and phosphorylation. In chemistry and pharmacology to overcome this problem, there are several synthetic approaches. For dihydroquercetin (DHQ) is the inclusion of DHQ in the cyclodextrin matrix or the formation of a complex of DHQ with basic natural amino acids. In this paper, a method is proposed for obtaining water-soluble morpholinium salts based on chloroacylated derivatives of DHQ. The acylation reaction was carried out in dioxane, pyridine was used as an acceptor of choric hydrogen. The target compounds were obtained with a yield of 68-79%. As a result, chlorinated derivatives based on DHQ and its acyl and benzyl derivatives were synthesized. These derivatives in the interaction with morpholine form its salts, which, as it turned out, have a high water solubility. Pentamorpholine salt of DHQ had the highest solubility in water, up to 6.5% at room temperature, which is 200 times more soluble than the original DHQ. The proposed synthetic approach to increase the water solubility of acyl derivatives of DHQ can be extended using other nitrogenous bases and other haloacyl derivatives of DHQ.

Improved Water-Solubility of Phytosterol by Hydroxypropyl-β-Cyclodextrin

2012 ◽  
Vol 554-556 ◽  
pp. 922-925
Author(s):  
Xiao Yan Zhang ◽  
Yong Peng ◽  
Guo Qing He
Keyword(s):  
Complex Formation ◽  
Dissolution Rate ◽  
Inclusion Complexes ◽  
Water Solubility ◽  
Phase Solubility ◽  
Solubility In Water ◽  
Solubility Study ◽  
Phase Solubility Study ◽  
Low Solubility ◽  
Initial Dissolution Rate

Phytosterol has been shown to lower the serum cholesterol concentrations, but its low solubility in water restricts its application. In this study, hydroxypropyl-β-cyclodextrin was used to improve the water-solubility of phytosterol. Phase solubility study pointed out the formation of 1:1 inclusion complexes between phytosterol and hydroxypropyl-β-cyclodextrin. The initial dissolution rate was remarkedly improved in the first two minutes. The suitable solvent and temperature for complex formation was n-butanol and 40°C.

Inclusion complex formation of α- and β-cyclodextrins with riboflavin and alloxazine in aqueous solution: thermodynamic study

2010 ◽  
Vol 69 (1-2) ◽  
pp. 167-172 ◽  
Author(s):  
Irina V. Terekhova ◽  
Marina N. Tikhova ◽  
Tatyana V. Volkova ◽  
Roman S. Kumeev ◽  
German L. Perlovich
Keyword(s):  
Aqueous Solution ◽  
Complex Formation ◽  
Inclusion Complex ◽  
Thermodynamic Study ◽  
Inclusion Complex Formation

Solubility Enhancement of Poorly Soluble Drug Simvastatin by Solid Dispersion Technique

2016 ◽  
Vol 2 (2) ◽  
pp. 91-95
Author(s):  
Neelima Rani T ◽  
Pavani A ◽  
Sobhita Rani P ◽  
Srilakshmi N
Keyword(s):  
Dissolution Rate ◽  
Drug Carrier ◽  
Solid Dispersions ◽  
Aqueous Solubility ◽  
Onset Of Action ◽  
Kneading Method ◽  
Wetting Property ◽  
Poorly Soluble ◽  
Dispersion Technique ◽  
Low Solubility

This study aims to formulate solid dispersions (SDs) of Simvastatin (SIM) to improve the aqueous solubility, dissolution rate and to facilitate faster onset of action. Simvastatin is a BCS class II drug having low solubility & therefore low oral bioavailability. In the present study, SDs of simvastatin different drug-carrier ratios were prepared by kneading method. The results showed that simvastatin solubility & dissolution rate enhanced with polymer SSG in the ratio 1:7 due to increase in wetting property or possibly may be due to change in crystallinity of the drug.

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