RT - Article
SR - Electronic
T1 - Phosphorus-Derived Isatin Hydrazones: Synthesis, Structure, Thromboelastography, Antiplatelet, and Anticoagulation Activity Evaluation
JF - INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
SP - 2026-05-21
DO - 10.3390/ijms26136147
A1 - Samorodov, A.V., 
A1 - Yi, W., 
A1 - Kudlay, D.A., 
A1 - Smolyarchuk, E.A., 
A1 - Dobrynin, A.B., 
A1 - Khamatgalimov, A.R., 
A1 - Shchebneva, K., 
A1 - Kadomtseva, M., 
A1 - Komunarova, D., 
A1 - Strelnik, A.G., 
YR - 2025
UL - https://repo.bashgmu.ru/publication/5381
AB - 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.