Vigorita M G, Previtera T, Basile M, Fenech G, Costa De Pasquale R, Occhiuto F, Circosta C
Farmaco Sci. 1984 Dec;39(12):1008-23.
The two configurational isomers, d1, and meso, of some 2,2'-diaryl-[3,3'-bi-1,3-thiazolidine]-4,4'-dione derivatives have been obtained and characterized. The 1H-N.M.R. spectra of both stereoisomers in DMSO-d6 solution are temperature-dependent and their dynamic behaviour has been related to the hindered rotation of the N--N bond. Evidence for an orthogonal disposition of the two heterocyclic rings, in the ground state, is presented. These new bicyclic compounds possess interesting antiinflammatory, analgesic and antipyretic activities as well as low acute toxicity and ulcerogenicity. The antiinflammatory effect, which in some compounds is higher than that of indomethacin and phenylbutazone, appears to be a function of the relative disposition of the substituents at position 2 and 2': generally the meso isomers are more active than the d1 ones. The lipophilicity of the tested compounds was determined by reversed-phase thin-layer chromatography.
已获得并表征了一些2,2'-二芳基-[3,3'-联-1,3-噻唑烷]-4,4'-二酮衍生物的两种构型异构体，即d1和内消旋体。两种立体异构体在DMSO-d6溶液中的1H-N.M.R.光谱与温度有关，其动态行为与N-N键的受阻旋转有关。文中给出了在基态下两个杂环呈正交排列的证据。这些新型双环化合物具有有趣的抗炎、镇痛和解热活性，以及低急性毒性和致溃疡性。在某些化合物中，其抗炎作用高于吲哚美辛和保泰松，似乎是2位和2'位取代基相对排列的函数：一般来说，内消旋异构体比d1异构体更具活性。通过反相薄层色谱法测定了受试化合物的亲脂性。
