%0 Article
%A Samorodov, A.V., 
%A Yi, W., 
%A Kudlay, D.A., 
%A Smolyarchuk, E.A., 
%A Dobrynin, A.B., 
%A Khamatgalimov, A.R., 
%A Shchebneva, K., 
%A Kadomtseva, M., 
%A Komunarova, D., 
%A Strelnik, A.G., 
%T Phosphorus-Derived Isatin Hydrazones: Synthesis, Structure, Thromboelastography, Antiplatelet, and Anticoagulation Activity Evaluation
%D 2025
%R 10.3390/ijms26136147
%J INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
%X A series of new isatin hydrazones bearing phosphorus-containing moiety was synthesized through a simple, high-yield and easy work-up reaction of phosphine oxide
(Phosenazide) or phosphinate (2-chloroethyl (4-(dimethylamino)phenyl)(2-hydrazinyl-2-
oxoethyl)phosphinate, CAPAH) hydrazides with aryl-substituted isatins. The 31P NMR
technique showed that, in most cases, out of 12 examples in solution, the ratio of the
two spatial isomers varied from 1:1 to 1:3. Quantum chemical calculations confirmed the
predominance of Z,syn form both in the gas phase and in solution. According to X-ray
analysis data in crystals, they exist only in Z,syn form too. Most of the phosphine oxide
derivatives and 5-methoxy- and 5-bromoaryl phosphinate analogs exhibit anti-aggregant
activity at the level of acetylsalicylic acid but inhibit platelet activation processes more effectively. The 5-chloro type phosphinate derivative exhibits anti-aggregant properties more
effectively than acetylsalicylic acid under the conditions of the tissue factor (TF)-activated
thromboelastography (TEG) model, the ex vivo thrombosis model. Thus, all the obtained
results can become the basis for future pharmaceutical developments to create effective
anti-aggregation drugs with broad antithrombotic potential.
%U https://repo.bashgmu.ru/publication/5381