Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen

Khan, Khalid M.; Badshah, Syed Lal; Ahmad, Nasir; Rashid, Haroon Ur; Mabkhot, Yahia N.

doi:10.3390/molecules22050783

Cited by 14 publications

(10 citation statements)

References 32 publications

(34 reference statements)

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“…Density functional theory calculations showed that the hydroxyl group on one side and the carboxyl group oxygen on the other side are the centers of the electron density localization and the hydrogen atoms are the most electropositive in its structure [ 35 ]. Calixarenes is one of the best examples of such carriers compounds that is enormously used in medicinal chemistry [ 34 , 36 , 37 , 38 , 39 , 40 ]. The synthesis of isosteviol based cages as a drug carrier needs to be explored as they are suitable carrier molecules.…”

Section: Chemistry Of Stevia Glycosidesmentioning

confidence: 99%

“…The use of conjugation of two or more compounds has increased recently for potency and better solubility. They are either placed in a large carrier molecule through non-covalent interaction or through covalent conjugation of the known drugs to other biologically active compounds and cell-penetrating carrier compounds [ 39 , 40 ]. The same approach is used when conjugates of diterpenoid isosteviol and drug dimephosphon (1,1-dimethyl-3-oxobutylphosphonic acid dimethyl ester) are synthesized [ 129 , 130 ].…”

Section: Pharmacological Activities Of Isosteviol Derivativesmentioning

confidence: 99%

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Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

et al. 2019

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Steviosides, rebaudiosides and their analogues constitute a major class of naturally occurring biologically active diterpene compounds. The wide spectrum of pharmacological activity of this group of compounds has developed an interest among medicinal chemists to synthesize, purify, and analyze more selective and potent isosteviol derivatives. It has potential biological applications and improves the field of medicinal chemistry by designing novel drugs with the ability to cope against resistance developing diseases. The outstanding advancement in the design and synthesis of isosteviol and its derivative has proved its effectiveness and importance in the field of medicinal chemical research. The present review is an effort to integrate recently developed novel drugs syntheses from isosteviol and potentially active pharmacological importance of the isosteviol derivatives covering the recent advances.

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Section: Chemistry Of Stevia Glycosidesmentioning

confidence: 99%

Section: Pharmacological Activities Of Isosteviol Derivativesmentioning

confidence: 99%

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

et al. 2019

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“…[73] This type of fluorescence spectra was observed in compounds containing naproxen moiety, which is also present in the ligand and complex 1. [74] Upon exciting the complex at 510 nm in buffer medium in the absence of ct-DNA, an emission band at 595 nm has been observed. With an increase in the concentration of the complex, the fluorescence intensity at 626-nm increases.…”

Section: Fluorescence Titration Methodsmentioning

confidence: 99%

A trinuclear copper (II) complex of naproxen‐appended salicylhydrazide: Synthesis, crystal structure, DNA binding and molecular docking study

Bhattacherjee

Roy

Naskar

et al. 2021

Applied Organom Chemis

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A trinuclear copper complex [Cu 3 (napxshz) 2 (phen) 2 ] has been synthesised using a tribasic naproxen-appended ligand [propanoyl) benzohydrazide] and 1,10-phenanthroline. The complex was characterised by different spectroscopic methods such as Fouriertransform infrared (FT-IR), ultraviolet-visible (UV-Vis) and electrospray ionisation (ESI)-mass spectroscopy. The solid-state structure of the ligand and complex 1 was established by single-crystal X-ray diffraction analysis. The interaction of the complex and the ligand with DNA was investigated by UV-visible spectroscopy and fluorometric titrations. The calculated binding constants (K b ) of the complex and the ligand with ct-DNA show that the complex has a higher binding affinity than the ligand H 3 napxshz. Quantum chemical calculations were performed to understand the structural aspects of the complex and its interactions with DNA. The molecular docking study reveals the interaction between DNA, and the complex is in intercalative mode.

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“…Moreover, the synthesis of novel nonionic amphiphilic dendro-calix [4] arene compounds, which increased the solubility of hydrophobic drugs such as naproxen and ibuprofen, has been reported. Thus, it has been shown that the length of the alkyl chain and the intrinsic cyclic nature of the calixarene structure particularly affect the solubility of the drugs tested [ 39 ]. It is important to consider also that the solubility of the macrocycle, according to Lipinski’s rule of five, can increase the bioavailability of the drug [ 40 ].…”

Section: Calixarene: Structure and Applicationsmentioning

confidence: 99%

Role of Calixarene in Chemotherapy Delivery Strategies

et al. 2021

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Since cancer is a multifactorial disease with a high mortality rate, the study of new therapeutic strategies is one of the main objectives in modern research. Numerous chemotherapeutic agents, although widely used, have the disadvantage of being not very soluble in water or selective towards cancerous cells, with consequent side effects. Therefore, in recent years, a greater interest has emerged in innovative drug delivery systems (DDSs) such as calixarene, a third-generation supramolecular compound. Calixarene and its water-soluble derivatives show good biocompatibility and have low cytotoxicity. Thanks to their chemical–physical characteristics, calixarenes can be easily functionalized, and by itself can encapsulate host molecules forming nanostructures capable of releasing drugs in a controlled way. The encapsulation of anticancer drugs in a calixarene derivate improves their bioavailability and efficacy. Thus, the use of calixarenes as carriers of anticancer drugs could reduce their side effects and increase their affinity towards the target. This review summarizes the numerous research advances regarding the development of calixarene nanoparticles capable of encapsulating various anticancer drugs.

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Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen

Cited by 14 publications

References 32 publications

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

Bioactivity Profile of the Diterpene Isosteviol and its Derivatives

A trinuclear copper (II) complex of naproxen‐appended salicylhydrazide: Synthesis, crystal structure, DNA binding and molecular docking study

Role of Calixarene in Chemotherapy Delivery Strategies

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