title: Microwave-assisted synthesis and myorelaxant activity of 9-indolyl-1,8-acridinedione derivatives.
abstract: In this study a microwave-assisted method was applied for the synthesis of novel 9-(substituted indolyl)-3,4,6,7-tetrahydroacridine-1,8-(2H,5H,9H,10H)-dione derivatives. The structures of the compounds were confirmed by spectral methods including X-ray studies and elemental analysis. The Emax and pD2 values of the compounds and pinacidil were determined on noradrenaline precontracted tissues of isolated strips of rabbit gastric fundus smooth muscle. The obtained results indicated that some compounds and pinacidil produced concentration-dependent relaxation on the strips. The efficacy of compound 9 was higher than pinacidil. Docking studies were carried out to understand the interactions of the compounds with the active site of potassium channel. Methyl substituents on the acridine backbone and bromine atom on the indole ring led to more active compounds.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey. Electronic address: miyasegunduz@yahoo.com.
authors.forename: Miyase Gözde
authors.initials: MG
authors.lastname: Gündüz
authors.affiliation: Ministry of Health of Turkey General Directorate of Pharmaceuticals and Pharmacy, 06520 Ankara, Turkey.
authors.forename: Fatma
authors.initials: F
authors.lastname: Işli
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.
authors.forename: Ahmed
authors.initials: A
authors.lastname: El-Khouly
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Gazi University, 06560 Ankara, Turkey.
authors.forename: Seniz
authors.initials: S
authors.lastname: Yıldırım
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Gazi University, 06560 Ankara, Turkey.
authors.forename: Gökçe Sevim
authors.initials: GS
authors.lastname: Öztürk Fincan
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.
authors.forename: Rahime
authors.initials: R
authors.lastname: Şimşek
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.
authors.forename: Cihat
authors.initials: C
authors.lastname: Şafak
authors.affiliation: Department of Pharmacology, Faculty of Medicine, Gazi University, 06560 Ankara, Turkey.
authors.forename: Yusuf
authors.initials: Y
authors.lastname: Sarıoğlu
authors.affiliation: Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey; Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA.
authors.forename: Sema
authors.initials: S
authors.lastname: Öztürk Yıldırım
authors.affiliation: Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA.
authors.forename: Ray J
authors.initials: RJ
authors.lastname: Butcher
mesh_terms: D000166:Acridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D018360:Crystallography, X-Ray; D008872:Microwaves; D062105:Molecular Docking Simulation; D009126:Muscle Relaxation / Q000187:drug effects*; D009130:Muscle, Smooth / Q000187:drug effects* / Q000502:physiology*; D020110:Pinacidil / Q000494:pharmacology; D015221:Potassium Channels / Q000737:chemistry / Q000378:metabolism; D011817:Rabbits
chemical_list: C519070:1,8-acridinedione; D000166:Acridines; D015221:Potassium Channels; D020110:Pinacidil
keywords: Acridinedione; Myorelaxant activity; Pinacidil; Potassium channel