Substitued (E)-β-(benzoyl)acrylic acids suppressed survival of neoplastic human hela cells

Abstract

The bacteriostatic activity of some of alkyl substituted (E)-?-(benzoyl)acrylic acids was shown earlier. The aim of this study was to investigate the antiproliferative action of 19 alkyl-, or halogeno-, or methoxy-, or acetamido-substituted (E)-?-(benzoyl)acrylic acids, against human cervix carcinoma, HeLa, cells. Target HeLa cells were continuously treated with increasing concentrations of substituted (E)-?-(benzoyl)acrylic acids during two days. The MTT test was used for assessment of the antiproliferative action of this group of compounds. Treatment of HeLa cells with 4-methyl-, 4-fluoro-, 4-chloro-, 4-bromo- and 4-methoxy- derivatives of (E)-?-(benzoyl) acrylic acid leads to the expression of cytostatic activity against HeLa cells (IC50 were in the range from 31.40 mM). Their antiproliferative action was less than that of the basic compound (E)-?-(benzoyl)acrylic acid whose IC50 was 28.5 mM. The 3,4-di-methyl-, 2,4-dimethyl- and 2,5-dimethyl-derivatives as well as the 4-ethyl- and 3,4-di-chloro- and 2,4-dichloro-derivatives, have stronger cytostatic activity than the correspoding monosubstituted and parent compound. Their IC50 were 18.5 mM; 17.5 mM; 17.0 mM; 17.5 mM; 22.0 mMand 18 mM, respectively. The 4-iso-propyl- and 4-n-butyl- derivatives exerted higher cytostatic activity than the compounds with a lower number of methylene -CH2. groups in the substitutent. Their IC50 were 14.5 mM and 6.5 mM respectively. The 2,5-di-iso-propyl- and 4-tert-butyl-derivatives expressed the most strong antiproliferative action against the investigated HeLa cells, IC50 being 4.5 mM and 5.5 mM, respectively. The investigated compounds affected the survival of HeLa cells, expressing a strong structure-activity relationship of the Hansch type.

Embracing ligands. Synthesis, characterisation and the correlation between59Co NMR and ligand field parameters of Co(iii) complexes with a new class of nitrogen–thioether multidentate ligand

“…9- 16 To allow for effects such as the extent of covalent bonding to be included into the correlation, the nephelauxetic ratio, β (= B/B o ), was incorporated. Thus, for a series of octahedral cobalt() complexes with both first-and second-row ligators {O 6 , N 6 , C 6 , S 6 , P 6 and Se 6 } a linear correlation between the 59 Co magnetogyric ratio and β(∆E ) Ϫ1 was observed.…”

“…Juranić also included structural correction factors to account for deviations from linearity. 16 Bramley et al investigated a series of orthoaxial and nonorthoaxial cobalt() complexes. 15 The 17 which describe trigonal complexes.…”

Syntheses of 1,5-Benzothiazepines: Part 48: Single Pot Syntheses and Antimicrobial Studies of 8-Substituted 4-(2,4/2,5-disubstituted aryl)-2,3-dihydro-1,5-benzothiazepine-2-carboxylic Acids

“…β-Aroyl acrylic acids have an antiproliferative action against the human cervix carcinoma (HeLa cells) [1], exhibit cytostatic activity which is used as an aid to study and determine factors affecting the human eye's UV filters [2], as Aspergillus controller [3] and inhibitors of phospholipase [4]. Moreover, they show a marked increase in in vitro activity against Grampositive bacteria [5] and cancer [6].…”

Facile synthesis of new fused and non-fused heterocyclic systems from a γ-ketoacid

“…4-Aryl-4-oxobut-2-enoic acids (also considered as β-aroylacrylic acids), their derivatives represent an important class of compounds with wide spectrum of biological activities including antibacterial activity [1][2][3][4][5], anti-ulcer and cytoprotective properties [6,7], kynurenine-3-hydroxylase [8] and antiproliferative activity toward Human cervix carcinoma (HeLa) [9,10]. Moreover, the β-aroylacrylic acids have been attracting increasing attention in view of their high reactivity as building blocks for the synthesis of wide variety of compounds of various classes due to their selective transformations with different reagents.…”