Synthesis and Antioxidant and Antitumor Activity of Novel Pyridine, Chromene, Thiophene and Thiazole Derivatives

Abstract

2-Tosylacetonitrile (1) when reacted with α,β-unsaturated nitriles 2a-c or a mixture of formaldehyde and 3-amino-2-substituted-pent-2-endinitriles 6a,b yielded pyridine derivatives 3a-c and 9a,b, respectively, while when subjected to react with salicylaldehyde yielded chromene derivatives 4 and 5, subsequently. The behavior of thiocarbamoyl derivative 10 derived from 1 towards some α-halogenated compounds have been investigated as well as its behavior towards elemental sulfur and phenyl isothiocyanate. Newly synthesized compounds were screened for their antioxidant activity, erythrocytes haemolysis and bleomycin-independent DNA damage. Some of the tested compounds exhibited promising activities.

Crystal structure of 3-amino-8-methoxy-1-(4-methoxy phenyl)-1H-benzo[f]chromene-2-carbonitrile, C22H18N2O3

“…Literature reveals that chromenes and benzochromenes are an important chemical synthon, associated with a broad range of pharmacological activities such as antimicrobial [2][3][4][5], anticancer agent [6] hypolipidemic [7], antioxidant [8,9], analgesic [10], antileishmanial [11,12], vascular-disrupting activity [13], estrogenic anticoagulant and antispasmolytic [14], blood platelet antiaggregating [15] effects and activities. As part of our programmed aim to develop new methodologies for the preparation of 1H-benzo[f ]chromene derivatives [16][17][18], we have synthesized the title compound under microwave irradiation conditions.…”

Studies on Inhibition of H2O2 Induced TGF–β1 Expression in Peripheral Blood Mononuclear Cells by Novel Pyridine Appended Lutein Derivative

“…Pyridine derivatives are also shown to possess significant DPPH radical scavenging activity [34,35]. Thus chemical synthesis of such derivatives has shown to possess better biological activity.…”

Design and Synthesis of Arylthiophene-2-Carbaldehydes via Suzuki-Miyaura Reactions and Their Biological Evaluation

“…The antioxidant activity of various thiophene derivatives has been reported in the literature and it has also been observed that compounds with high antioxidant activity served as antitumor agents [26]. The newly synthesized compounds reacted directly with nitric oxide and inhibited nitrite formation in an excellent way.…”