Abstract
The novel 2-aminothiophene derivative 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (6CN) has shown potential anti-proliferative activity in human cancer cell lines. However, the poor aqueous solubility of 6CN impairs its clinical use. This work aimed to develop binary 6CN-β-cyclodextrin (βCD) systems with the purpose of increasing 6CN solubility in water and therefore, to improve its pharmacological activity. The 6CN-βCD binary systems were prepared by physical mixing, kneading and rotary evaporation methods and further characterized by FTIR, XRD, DSC, TG and SEM. In addition, molecular modeling and phase solubility studies were performed. Finally, MTT assays were performed to investigate the cytostatic and anti-proliferative effects of 6CN-βCD binary systems. The characterization results show evident changes in the physicochemical properties of 6CN after the formation of the binary systems with βCD. In addition, 6CN was associated with βCD in aqueous solution and the solid state, which was confirmed by molecular modeling and the aforementioned characterization techniques. Phase solubility studies indicated that βCD forms stable 1:1 complexes with 6CN. The MTT assay demonstrated the cytostatic and anti-proliferative activities of 6CN-βCD binary systems and therefore, these might be considered as promising candidates for new anticancer drugs.
Highlights
ThiophenesThiophenes belong belong to a group of aromatic heterocyclic compounds compounds that occupy a special position among among the new chemical entities entities due to the innovations in their synthesis in addition to their chemical stability and structural simplicity
The molecular docking performed through Autodock 4.2 indicates that 6CN forms a stable association with βCD, referred as the binary system
Our findings indicate that the Fourier Transform Infrared (FTIR) spectra of 6CN-βCD binary system resembles that of βCD and it seems to indicate that 6CN has been associated with βCD, which is corroborated by the disappearance of some of the bands attributed to 6CN
Summary
Thiophenes belong belong to a group of aromatic heterocyclic compounds compounds that occupy a special position among among the new chemical entities entities due to the innovations in their synthesis in addition to their chemical stability and structural simplicity. Thiophenes thiophenes have a wide wide spectrum spectrum of of pharmacological pharmacological properties that include antimicrobial, anti-inflammatory, anti-inflammatory, antifungal, antifungal, antioxidant, antiplatelet [1] and antileishmanial activities [2]. Recent reports reports have shown that 2-aminothiophene. 2-aminothiophene derivatives have anti-proliferative activity against human and pancreatic cervical cells and might act as cytostatic agents. The potential application of 2-aminothiophene derivatives derivatives in cancer therapy is of great clinical interest interest and and they theymay maybe beconsidered consideredpromising promisinganticancer anticanceragents agents[1]. Figure1)1)isisaa new new prototype prototype that amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile Figure belongs to the class of 2-aminothiophene derivatives.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
