118578-89-5Relevant articles and documents
Cyclodextrin complexation of a stilbene and the self-assembly of a simple molecular device
Lock, Julia S.,May, Bruce L.,Clements, Philip,Lincoln, Stephen F.,Easton, Christopher J.
, p. 337 - 344 (2004)
(E)-4-tert-Butyl-4′-oxystilbene, 1-, is thermally stable as the (E)-1- isomer but may be photoisomerized to the (Z)-1- isomer as shown by UV-vis and 1H NMR studies in aqueous solution. When (E)-1- is complexed by αCD two inclusion isomers (includomers) form in which αCD assumes either of the two possible orientations about the axis of (E)-1- in αCD·(E)-1- for which 1H NMR studies yield the parameters: k1(298 K) = 12.3 ± 0.6 s-1, ΔH1? = 94.3 ± 4.7 kJ mol-1, ΔS1? = 92.0 ± 5.0 J K-1 mol-1, and k2(298 K) = 10.7 ± 0.5 s-1, ΔH2? = 93.1 ± 4.7 kJ mol-1, ΔS2? = 87.3 ± 5.0 J K-1 mol-1 for the minor and major includomers, respectively. The βCD·(E)-1- complex either forms a single includomer or its includomers interchange at the fast exchange limit of the 1H NMR timescale. Complexation of 1- by N-(6A-deoxy-α-cyclodextrin-6A-yl)-N′- (6A-deoxy-β-cyclodextrin-6A-yl) urea, 2, results in the binary complexes 2·(E)-1- in which both CD component annuli are occupied by (E)-1- and which exists exclusively in darkness and 2·(Z)-1- in which only one CD component is occupied by (Z)-1- and exists exclusively in daylight at λ ≥ 300 nm. Irradiation of solutions of the binary complexes at 300 and 355 nm results in photostationary states dominated by 2·(E)-1- and 2·(Z)-1-, respectively. In the presence of 4-methylbenzoate, 4-, 2·(Z)-1- forms the ternary complex 2·(Z)-1-·4- where 4- occupies the second CD annulus. Interconversion occurs between 2·(Z)-1-·4- and 2·(E)-1- + 4- under the same conditions as for the binary complexes alone. Similar interactions occur in the presence of 4-methylphenolate and 4-methylphenylsulfonate. The two isomers of each of these systems represent different states of a molecular device, as do the analogous binary complexes of N,N-bis(6A-deoxy-β-cyclodextrin-6A-yl)urea, 3,3·(E)-1- and 3·(Z)-1-, where the latter also forms a ternary complex with 4-.
Negative inotropic activity of para-substituted diethyl benzylphosphonates related to fostedil
Bellucci, Christina,Gualtieri, Fulvio,Chiarini, Alberto
, p. 473 - 478 (2007/10/02)
Several para-substituted diethyl benzylphosphonates related to the calcium antagonist diethyl 4-(2-benzothiazolyl)benzylphosphonate (fostedil) have been studied.They produce a dose-dependent negative inotropic effect on left atrial muscle isolated from guinea pig heart.Some of the compounds are equipotent or slightly more potent than fostedil and diltiazem taken as reference drugs.Structure-activity relationships are discussed.Keywords: calcium antagonists / p-substituted diethyl benzylphosphonates / cardiodepressant activity
