Selenium‐Containing Heterocycles: Synthesis and Pharmacological Activities of Some New 4‐Methylquinoline‐2(1H) Selenone Derivatives

Abstract

Several selenolo[2,3-b]quinolines and pyrimido[4',5':4,5]selenolo[2,3-b]quinolines were prepared by annulations via reaction of NaSeH with 2-chloro-3-cyano-4-methylquinoline 1 followed by reactions with aromatic aldehydes, cycloalkanones, and acetic anhydride. Spectroscopic (IR, 1H-NMR, and MS) properties of the synthesized compounds are reported. Some selected compounds 5a, 7b, 7c, 8b-d, 9a, 11b, and 11d were investigated for their anti-inflammatory and analgesic activities; in addition, the most active compounds were tested for their ulcerogenicity and acute toxicity. Moreover, some of the test compounds 7c, 9a, 11b, and 11d were screened for their antibacterial and antifungal activities.

Synthesis, reactions and pharmacological studies of new series of selenolo [2,3-b]tetrahydroquinoline

“…The tested synthesized compounds (5a-c, 7, 9, 11a-c, [12][13][14] were tested for their analgesic properties relative to acetyl salicylic acid as reference drug at a dose level of 0.028 mol/kg according to the reported procedures [14]. The results are given in (Table 4).…”

“…The anti-inflammatory of eleven synthesized compounds (5a-c,7,9,11a-c, [12][13][14] were evaluated according to the method described by Winter et al [13], where a pedal inflammation in rat paws induced by sub-plantar injection of 0.2 ml carrageenan (0.2%) suspension into the right hind of the rats. Male adult albino rats (100-130g) were divided into twelve groups, each of five animals.…”

“…While pyrazolo [3,4-b]quinoline derivatives are used as pharmaceutical agents and as inhibitors of oncogenic Ras [10,11]. A literature survey indicates that incorporation of a selenium atom in the quinoline nucleus posses' anti-inflammatory and analgesic activities; in addition, pyrimidoselenolo quinoline derivatives were saver concerning ulcerogenicity in animals: they showed ranging from 50% to 33% activity, for the applied doses, compared to indomethacin (100%) and nontoxic at doses up to 160 mg/kg [12]. Consequently, synthesis and biological screening of bearing selenium onto tetrahydroquinoline derivatives may discover new useful compounds for the treatment of inflammatory diseases and may act as drugs.…”

Synthesis and Biological Activity of Novel Arylazothiazole Disperse Dyes Containing Selenium for Dyeing Polyester Fibers

“…Therefore, its deficiency in human and animal organisms might be related to various chronic diseases, especially necrosis of the liver. 11 In a continuation of our previous study on the synthesis of S ACCEPTED MANUSCRIPT ACCEPTED MANUSCRIPT 4 and/or N heterocyclic compounds and their applications as disperse dyes and biological active compounds, [12][13][14][15][16][17][18][19][20] which was stimulated by our recent work on the synthesis of selenium containing sulfa drugs, amino acids and nucleosides, [21][22][23] we expanded our focus by introducing organoselenium compounds to the thiazolyl moiety, which is expected to exhibit high affinity for dyeing polyester fabrics with acceptable fastness properties and biological activity, in order to get colored sterile and/or biological active fabrics which could be used in various fields of life applications.…”

Synthesis and in vitro Anticancer Activities of some Selenadiazole Derivatives

“…1b), have exhibited high antioxidant, apoptotic and anti‐inflammatory activities 19, 20. In recent studies the scope of synthetic approaches has been expanded to include new structures with heterocyclic selenium compounds fused to other heterocycles like pyridazine 21, quinoline 22, pyridine 23, pyrrolidine 23, and pyrimidine 24 (SPO, Fig. 1c), with a selenadiazolopyrimidine described as an antiproliferative agent and apoptosis inducer, or monoheterocycles with more heteroatoms (Fig.…”