title: Studies on the inclusion behavior of 9-Aminoacridine into cyclodextrins: spectroscopic and theoretical evidences.
abstract: 9-Aminoacridine (9-AA) is an important attractive pharmaceutical drug employed as chemotheraptic agent for wound dressings. However, 9-AA possesses limited solubility and rapid metabolic decomposition renders this potential drug to limit its applications. Here we propose cyclodextrins (CDs) as a drug carrier to improve the bioavailability, solubility of 9-AA. The interaction between 9-AA and CDs (α-CD and β-CD) has been studied using UV-Vis absorption, steady state time resolved fluorescence, (1)H NMR and FT-IR spectroscopy techniques. The spectroscopic measurements show that 9-AA does not form stable complex with α-CD and also confirmed by DFT calculations. On the other hand, 9-AA forms inclusion complex with β-CD in a 1:1 stoichiometry ratio. Our DFT results suggest that 9-AA stabilizes inside the CD environment through hydrogen bonding that has unambiguously confirmed by AIM analysis. Thus our studies provide a useful insights in the development of Aminoacridine based drugs & its delivery through a suitable carrier like CDs.
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, India.
authors.forename: C
authors.initials: C
authors.lastname: Manivannan
authors.forename: R
authors.initials: R
authors.lastname: Vijay Solomon
authors.forename: P
authors.initials: P
authors.lastname: Venuvanalingam
authors.forename: R
authors.initials: R
authors.lastname: Renganathan
mesh_terms: D000585:Aminacrine / Q000008:administration & dosage* / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000008:administration & dosage* / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D004337:Drug Carriers / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D012995:Solubility; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000900:Anti-Bacterial Agents; D003505:Cyclodextrins; D004337:Drug Carriers; D000585:Aminacrine