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Synthesis of Novel Indane-1,3-dione Derivatives and Their Biological Evaluation as Anticoagulant Agents

Katarzyna Mitka ; Institute of Organic Chemistry and Technology, Cracow University of Technology, 24 Warszawska St., 31-155 Kraków, Poland
Piotr Kowalski ; Institute of Organic Chemistry and Technology, Cracow University of Technology, 24 Warszawska St., 31-155 Kraków, Poland
Dariusz Pawelec ; Pharmaceutical Company Adamed Ltd, Pieńków 149, 05-152 Czosnów, Poland
Zbigniew Majka ; Pharmaceutical Company Adamed Ltd, Pieńków 149, 05-152 Czosnów, Poland

Sažetak

2-Substituted derivatives of indane-1,3-dione 3a–f , 5a–g, 6a–g were synthesized and investigated as anticoagulant agents. 2-Arylindane-1,3-diones (3) were obtained in the reaction of phthalide with appropriate arylaldehydes. 2-Arylmethyleneindane-1,3-diones (5) were prepared by condensation of indane-1,3-dione with the corresponding arylaldehydes. The compounds 5 were converted into their methyl analogues 6 by reduction with sodium tetrahydroborate. All of the compounds studied were screened for the anticoagulant activity. The highest prothrombin time was established for 2-[4-(methyl-sulfanyl)phenyl]indane-1,3-dione (3c) (PT = 33.71(±26.01) s), which was very close to PT of the drug anisindione (PT = 36.0(±26.42) s).

Ključne riječi

indane-1,3-dione; 2-arylindane-1,3-dione; 2-arylmethyleneindane-1,3-dione; 2 arylmethyl-indane-1,3-dione; anticoagulant activity

Hrčak ID:

45453

URI

https://hrcak.srce.hr/45453

Datum izdavanja:

11.12.2009.

Posjeta: 3.593 *