Complexation of chlorpropham with hydroxypropyl-β-cyclodextrin and its application in potato sprout inhibition

Huang, Zheng; Tian, Shilong; Ge, Xin; Zhang, Jun; Li, Shouqiang; Li, Mei; Cheng, Jun; Zheng, Huaiwen

doi:10.1016/j.carbpol.2014.02.072

Cited by 32 publications

(11 citation statements)

References 24 publications

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“…CDs exhibit an important function in the field of supramolecular chemistry, as many types of guest molecules can be accommodated into their cavities (16,17). In addition, CDs have been widely used as encapsulating agents to improve the solubility, dissolution rate, stability, and bioavailability of drug molecules (18,19). Especially, in the cyclodextrins, 2,6-di-O-methyl-β-cyclodextrin (DM-β-CD) shows two obvious advantages than the others: the higher water solubility which can get the better solubilization effect, Electronic supplementary material The online version of this article (doi:10.1208/s12249-016-0497-z) contains supplementary material, which is available to authorized users.…”

Section: Introductionmentioning

confidence: 99%

Characterization and In Vitro Evaluation of the Complexes of Posaconazole with β- and 2,6-di-O-methyl-β-cyclodextrin

Tang

Wang²,

et al. 2016

AAPS PharmSciTech

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Abstract. Posaconazole is a triazole antifungal drug that with extremely poor aqueous solubility. Up to now, this drug can be administered via intravenous injection and oral suspension. However, its oral bioavailability is greatly limited by the dissolution rate of the drug. This study aimed to improve water solubility and dissolution of posaconazole through characterizing the inclusion complexes of posaconazole with β-cyclodextrin (β-CD) and 2,6-di-O-methyl-β-cyclodextrin (DM-β-CD). Phase solubility studies were performed to calculate the stability constants in solution. The results of FT-IR, PXRD, 1 H and ROESY 2D NMR, and DSC all verified the formation of the complexes in solid state. The complexes showed remarkably improved water solubility and dissolution rate than pure posaconazole. Especially, the aqueous solubility of the DM-β-CD complex is nine times higher than that of the β-CD complex. Preliminary in vitro antifungal susceptibility tests showed that the two inclusion complexes maintained high antifungal activities. These results indicated that the DM-β-CD complexes have great potential for application in the delivery of poorly water-soluble antifungal agents, such as posaconazole.

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Section: Introductionmentioning

confidence: 99%

Characterization and In Vitro Evaluation of the Complexes of Posaconazole with β- and 2,6-di-O-methyl-β-cyclodextrin

Tang

Wang²,

et al. 2016

AAPS PharmSciTech

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“…When the CIPC content was less than 20 ppm, the potato germinated, but when the tubers were retreated with CIPC before the CIPC content was less than 20 ppm, the tubers remained dormant. Huang Z et al found that the inclusion complex CIPC•HPβCD exhibited different properties from CIPC, and the complex displayed a better effect on sprout inhibition [21]. However, eventually, all tubers germinated, indicating that potato tubers treated with different concentrations of CIPC could all germinate.…”

Section: Discussionmentioning

confidence: 99%

Plant Growth Regulators Affect Germination and Main Carbon-Nitrogen Metabolites of Potato Tubers

Zhong¹

2019

AJAF

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Assessing the effects of different growth regulators on sprout growth and tuber carbon-nitrogen metabolism during the storage of potato tubers is helpful to understand the physiological changes of dormancy in potatoes. In this study, a major potato cultivar 'Chuanyu-117' of Southwestern China was used as the experimental material. The tubers were immersed in sprouting inhibitors chlorpropham (CIPC), abscisic acid (ABA), and gibberellin A 3 (GA 3) to study sprout growth and changes in the carbon-nitrogen metabolism during tuber storage. The results showed that GA 3 treatment shortened the dormancy intensity and amplitude by 17 days and 11 days, respectively, and that the sprouts grew faster after germination. Compared to the control treatment, ABA prolonged dormancy and increased its intensity by 6 days but shortened the amplitude by 11 days. After dormancy, the sprouts grew rapidly and uniformly. The CIPC treatment had a more significant dormancy prolonging effect. The stems germinated 70 days post treatment, and the germination period was extended by at least 40 days compared with the control. Tubers treated with different growth regulators showed similar carbon-nitrogen metabolism during the storage period. However, the rate of variation was significantly different. After 12 weeks, the starch content of tubers treated with GA 3 , ABA, and CIPC decreased by 13.36%, 11.30%, and 5.93%, respectively, while soluble sugar content decreased by 48.3%, 58.9%, and 56.1%, respectively. Soluble protein and crude protein content in the treated tubers first increased and then decreased. Soluble protein content in the tubers treated with GA 3 , ABA, and CIPC increased during storage but decreased in the later period. Crude protein content also increased the first time, and then decreased in the later period. Changes in the carbon-nitrogen ratio of tubers in different treatments during storage were also different. The carbon-nitrogen ratio of tubers treated with sprouting promotors was high, while that of the tubers treated with sprouting inhibitors was low and showed a gradual decreasing trend.

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“…Cyclodextrins and their derivatives show low toxicity, high biocompatibility and excellent inclusion capability with a variety of drug-dye molecules, which make them attractive for uses in several drug formulations and many biomedical applications. 23 Miyake, et al have also reported that the drug rutin shows increased bioavailability in a formulation made with HPbCD compared to that made with bCD. For example, hydroxypropyl-b-cyclodextrin (HPbCD; Scheme 1) shows dramatically increased water solubility and much-enhanced binding interactions in comparison to parent CDs and thus can largely improve the bioavailability of the drugs.…”

Section: Introductionmentioning

confidence: 99%

pH-Assisted control over the binding and relocation of an acridine guest between a macrocyclic nanocarrier and natural DNA

Sayed

Pal

2015

Phys. Chem. Chem. Phys.

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The differential binding affinity of the hydroxypropyl-β-cyclodextrin (HPβCD) macrocycle, a drug delivery vehicle, towards the protonated and deprotonated forms of the well-known DNA binder and model anticancer drug acridine has been exploited as a strategy for dye-drug transportation and pH-responsive delivery to a natural DNA target. From pH-sensitive changes in the ground state absorption and steady-state fluorescence characteristics of the studied acridine dye-HPβCD-DNA ternary system and strongly supported by fluorescence lifetime, fluorescence anisotropy, Job's plots, (1)H NMR and circular dichroism results, it is revealed that in a moderately alkaline solution (pH ∼ 8.5), the dye can be predominantly bound to the HPβCD macrocycle and when the pH is lowered to a moderately acidic region (pH ∼ 4), the dye efficiently detaches from the HPβCD cavity and almost exclusively binds to DNA. In the present study we are thus able to construct a pH-sensitive supramolecular assembly where pH acts as a simple stimulus for controlled uptake and targeted release of the dye-drug. As pH is an essential and sensitive factor in various biological processes, a simple yet reliable pH-sensitive model such as is demonstrated here can have promising applications in the host-assisted delivery of prodrug to the target sites, such as cancer or tumour microenvironments, with an enhanced stability, bioavailability and activity, and also in the design of new fluorescent probes, sensors and smart materials for applications in nano-science.

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Complexation of chlorpropham with hydroxypropyl-β-cyclodextrin and its application in potato sprout inhibition

Cited by 32 publications

References 24 publications

Characterization and In Vitro Evaluation of the Complexes of Posaconazole with β- and 2,6-di-O-methyl-β-cyclodextrin

Characterization and In Vitro Evaluation of the Complexes of Posaconazole with β- and 2,6-di-O-methyl-β-cyclodextrin

Plant Growth Regulators Affect Germination and Main Carbon-Nitrogen Metabolites of Potato Tubers

pH-Assisted control over the binding and relocation of an acridine guest between a macrocyclic nanocarrier and natural DNA

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