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- Title
Synthesis, enzyme inhibition and anticancer investigations of unsymmetrical 1,3-disubstituted ureas.
- Authors
MUSTAFA, SANA; PERVEEN, SHAHNAZ; KHAN, AJMAL
- Abstract
In this study, seventeen urea derivatives, including the five new derivatives N-mesityl-N′-(3-methylphenyl)urea (2), N-(3-methoxyphenyl)-N′- -(3-methylphenyl)urea (4), N-mesityl-N′-(4-methylphenyl)urea (6), N-(1,3-benzothiazol- 2-yl)-N′-(3-methylphenyl)urea (9) and N-(2-methylphenyl)-2-oxo-1- -pyrrolidinecarboxamide (15), were synthesized by reacting ortho-, meta- and para-tolyl isocyanate with primary and secondary amines using a previously reported method. All the series 1-17 were subjected to urease, β-glucuronidase and snake venom phosphodiesterase enzyme inhibition assays. The ranges of inhibition of urease, β-glucuronidase and phosphodiesterase enzymes were 0.30-45.3, 4.9-44.9 and 1.2-46.4 %, respectively. Moreover, an effect of these compounds on a prostate cancer cell line was observed. The new compound N-(1,3-benzothiazol-2-yl)-N′-(3-methylphenyl)urea (9) showed in vitro anticancer activity with an IC50 value of 78.28±1.2 μM. All the compounds were characterized by state of art spectroscopic techniques.
- Subjects
CHEMICAL synthesis; ENZYME analysis; ANTINEOPLASTIC agents; UREA derivatives; ISOCYANATES; GLUCURONIDASE
- Publication
Journal of the Serbian Chemical Society, 2014, Vol 79, Issue 1, p1
- ISSN
0352-5139
- Publication type
Article
- DOI
10.2298/JSC121212076M