title: Pentamidine congeners. 3. Crystal structure and molecular modeling studies of trans-1,4-bis(4-amidinophenoxy)-2-butene.
abstract: X-ray diffraction was used to confirm the geometry of trans-1,4-bis(4-amidinophenoxy)-2-butene dihydrochloride dihydrate (trans-butenamidine). trans-Butenamidine is a semirigid analogue of pentamidine that has demonstrated good anti-Pneumocystis carinii activity in rats. Molecular modeling studies revealed that unlike pentamidine or propamidine, trans-butenamidine does not discriminate between AT and TA sequences in its binding to the minor groove of DNA. Crystal data: [C18H22N4O2(2+)][Cl(-)]2[H2O]2, triclinic space group, P1, a = 9.443(1) A, b = 11.400(1) A, c = 11.919(1) A, alpha = 62.19(1) degree, beta = 81.10(1) degree, gamma = 72.19(1) degree, V = 1080.3(3) A3, Z = 2, R = 0.054 for 1149 observed reflections with I > 3 sigma (1).
authors.affiliation: College of Pharmacy, University of Tennessee Health Science Center, Memphis 38163, USA.
authors.forename: I O
authors.initials: IO
authors.lastname: Donkor
authors.forename: C L
authors.initials: CL
authors.lastname: Klein
authors.forename: L
authors.initials: L
authors.lastname: Liang
authors.forename: G C
authors.initials: GC
authors.lastname: Hill
mesh_terms: D001483:Base Sequence; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008969:Molecular Sequence Data; D010419:Pentamidine / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: C094923:butenamidine; D010419:Pentamidine