Synthesis of Substituted Thieno[2,3-d]pyrimidin-4-ones and Their Testing for Evaluation of Cytotoxic Activity on Mammalian Cell Models

Abstract

From 2-amino-3-ethoxycarbonyl-4,5-dimethyl-, -polymethylenethiophenes (1-4) were synthesized 2,3-disubstituted thieno[2,3-d]dihydropyrrolo-, tetrahydropyrido-, and tetrahydroazepino[1,2-a]pyrimidin-4-ones (5-16) for pharmacological investigations. The 12 compounds (5-16) were individually evaluated for their antiproliferative activities on mammalian cancer cell models. All tested compounds showed weak affection on human cervix adenocarcinoma cells (HeLa) whereas some of the tested compounds exhibited more consistent inhibition of cell growth on murine myeloma cells (P3X). In both cases some compounds enhanced cell proliferation.

Synthesis and anticancer activity of ethyl 5‐amino‐1‐N‐substituted‐imidazole‐4‐carboxylate building blocks

“…The activity of the synthesized 5‐amino‐imidazoles 5a – ah , at a concentration of 20 μM, was evaluated against a panel of human cancer cell lines, including HeLa (cervical), HT‐29, HCT‐15 (colon), A549 (lung), and MDA‐MB‐231 (breast) cells, using the 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyl tetrazolium bromide (MTT) assay. [ 12 ] On the basis of our preliminary screening results, several derivatives containing an alkyl chain at N‐1 of the imidazole core demonstrated a certain inhibitory effect on the growth and proliferation of selected cell lines, with an inhibition rate of over 50%. In particular, derivatives 5e – h exhibited an inhibitory effect toward HeLa and HT‐29 cell lines, with inhibition rates of 68–85% (Table 1).…”

Thieno[2,3-d]Pyrimidin-4-Ones. Part 3.* Electrophilic Ipso-Substitution Reactions of Methyl and Methoxycarbonyl Groups

“…Additionally, starting compounds (5-7) were individually evaluated for their antiproliferative activities on mammalian cancer cell models. The tested compounds showed weak affection on human cervix adenocarcinoma cells (HeLa) whereas some of the tested compounds exhibited more consistent inhibition of cell growth on murine myeloma cells (P3X) [10]. New compounds (11)(12)(13)(14)(15)(16)(17)(18)(19), which are synthesized in this work, are derivatives of starting compounds 5-7.…”

“…Pyrimidin-4-ones [3,4], and compounds, containing pyrimidine ring -thieno- [5,6] and benzopyrimidin-4-ones (quinazolin-4-ones) [7][8][9] are widely distributed in quickly developing heterocyclic systems. Because condensed pyrimidin-4-ones and their derivatives show plural reaction ability and have various biological and pharmacological activities [10][11][12][13][14][15][16][17][18][19].…”

Biological Activity of Endophytic Fungi from the Roots of the Medicinal Plant Vernonia anthelmintica

“…The [3-(4,5-dimethylthiazolyl)-diphenyl tetrazolium bromide] (MTT) assay was performed using the method of Bozorov et al [33][34][35]. A stock solution of ethyl acetate extract of the fungus solution was prepared in 50 mg/mL DMSO.…”