Syntheses of a New Series of N-Amino-N"-(benzenesulphonyl)guanidine Derivatives with Potential Antitumor Activity

• Autorzy: Sławiński J. , Bednarski P. , Grunert R. , Reszka P.
• Języki publikacji: EN

Abstrakty

EN

Syntheses of novel N-amino-N_-(benzenesulphonyl)guanidines (4a-h, 5a-g) from N- (benzenesulphonyl)cyanamide potassium salt and hydrazine derivatives are described. Compounds 4b, 5a-c and 5e were evaluated by in vitro assays of growth inhibition against several human tumor cell lines. The highest in vitro cytotoxic activities were found for 3-phenylamino-1-(2-benzylthio-4-chloro-5-methylbenzenesulphonyl)guanidine (5b) (IC50 = 2.35-8.14 _M) and 3-phenylamino-1-(4-chloro-2-ethoxycarbonylmethylthio- 5-methylbenzenesulphonyl)guanidine (5c) (IC50 = 2.74-10.6 _M), while other tested compounds (5a, 5e) showed the moderate cytotoxic activities.The molecular orbital calculation of the possible tautomeric forms of the benzenesulphonylguanidine derivatives were also presented.

Słowa kluczowe

EN

cyanamides; benzenesulphonylguanidines; tautomeric equilibria; cytotoxic activity; structure-activity relationship

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2003
• Tom: Vol. 77 / nr 1
• Strony: 53--64
• Opis fizyczny: Bibliogr. 19 poz., rys.

Twórcy

autor

Sławiński J.

• Department of Chemical Technology of Drugs, Medical University of Gdańsk, Al. Gen. J. Hallera 107, 80-416 Gdańsk, Poland

autor

Bednarski P.

• Department of Pharmaceutical and Medicinal Chemistry, Institute of Pharmacy, University of Greifswald, L.-John Str. 17, D-17487 Greifswald, Germany

autor

Grunert R.

• Department of Pharmaceutical and Medicinal Chemistry, Institute of Pharmacy, University of Greifswald, L.-John Str. 17, D-17487 Greifswald, Germany

autor

Reszka P.

• Department of Pharmaceutical and Medicinal Chemistry, Institute of Pharmacy, University of Greifswald, L.-John Str. 17, D-17487 Greifswald, Germany
• On leave from Medical University of Gdańsk

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