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An Efficient Synthesis and In vitro Cytostatic Activity of 5-Aminosulfonyl Uracil Derivatives

Ismaili, Hamit; Ban, Željka; Matić, Josipa; Saftić, Dijana; Jukić, Marijana; Glavaš-Obrovac, Ljubica; Žinić, Biserka (2019) An Efficient Synthesis and In vitro Cytostatic Activity of 5-Aminosulfonyl Uracil Derivatives. Croatica Chemica Acta, 92 (2). pp. 269-277. ISSN 0011-1643

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Abstract

Abstract: Efficient synthesis of 5-aminosulfonyl uracil derivatives 2−9 and results of their antiproliferative activity are provided. Sulfonylation of the amino group in 5-aminouracil 1 with selected arylsulfonyl chlorides occurs regioselectively when the reaction is carried out in pyridine at room temperature. Simple isolation of the products by recrystallization of the crude product mixture from aqueous methanol provides good to excellent yields. The prepared 5-aminosulfonyl uracil derivatives 2−9 were tested for the antiproliferative activity on a panel of seven tumor cell lines of different histological origin (HeLa, Caco-2, NCI-H358, Raji, HuT78, Jurkat, K562) and normal MDCK I cells. Derivatives 2−9 were found more efficient to lymphoma and leukemia cells compared to solid tumor and normal cells.

Item Type: Article
Uncontrolled Keywords: 5-aminouracil ; arylsulfonyl chlorides ; 5-aminosulfonyl uracil derivatives ; in vitro ; anticancer activity
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
UNSPECIFIEDUNSPECIFIEDVIF2017-MEFOS-8UNSPECIFIED
Mehanizam bioloških učinaka novih malih molekula na stanice tumora čovjeka-Ljubica Glavaš Obrovac219-0982914-2176MZOS
Višenamjensko očitavanje DNA / RNA sekundarne strukture molekularnim kemijskim senzorima-DNA/RNA-MolSenseIvo PiantanidaIP-2013-11-1477HRZZ
Sinteza novih biološki aktivnih derivata nukleobaza i nukleotida-Biserka Žinić098-0982914-2935MZOS
Depositing User: Dr. sc. Dijana Pavlović Saftić
Date Deposited: 11 Dec 2019 11:17
Last Modified: 11 Dec 2019 11:17
URI: http://fulir.irb.hr/id/eprint/5257
DOI: 10.5562/cca3567

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