Synthesis and Biological Evaluation of Certain α,β-Unsaturated Ketones and Their Corresponding Fused Pyridines as Antiviral and Cytotoxic Agents

Abstract

A new series of 3,5-bis(arylidene)-4-piperidones, as chalcone analogues carrying variety of aryl and heteroaryl groups, pyrazolo[4,3-c]pyridines, pyridolo[4,3-c]pyrimidines, and pyrido[4,3-c]-pyridines, carrying an arylidene moiety, and a series of pyrano[3,2-c]pyridines, as flavone and coumarin isosteres, were synthesized and screened for their in vitro antiviral and antitumor activities at the National Cancer Institute (NCI). Compounds 9 and 18 proved to be active against herpes simplex virus-1 (HSV-1), while compound 13 showed moderate activity against human immunodeficiency virus-1 (HIV-1). Compounds 14, 26, 28, 33, and 35 exhibited a broad spectrum antitumor activity. In addition, compounds 26, 33, and 35 proved to be of moderate selectivity toward leukemia cell lines. The pyrano[3,2-c]pyridines heterocyclic system proved to be the most active antitumors among the investigated heterocycles.

Crystal Structure and DFT Studies of 4-(1-Benzyl-5-Methyl-1h-1,2,3-Triazol-4-Yl)-6-(3- Methoxyphenyl)pyrimidin-2-Amine

“…In addition, they have shown a broad spectrum of biological properties such as anti-bacterial 2 anti-allergic 3 , anti-HIV activity 4 and also serve as potential chemotherapeutic agents for various diseases 5 . On the other hand, substituted pyrimidine nuclei are found antiviral 6 , anti-tubercular, antineoplastic, anti-inflammatory, diuretic, antimalarial and cardiovascular 7 . In view of these bioactivities of the individual heterocycles, it was envisaged that the synthesis of novel hybrid molecules containing two of the above said moieties in a single frame is worth to attempt.…”

Efficient Synthesis of Arylidene Heterobicyclic Pyrimidinone via Ferric Chloride Catalyzed Biginelli-Type Reaction

“…如近年来有报道 [11] 表明, 芳亚甲 基稠环嘧啶酮化合物除具有广谱的抗肿瘤性质外, 对某 些特定的癌(如血癌)细胞尤其表现出优良的选择性杀灭 作用, 是前景良好的潜在药物. 此类芳亚甲基稠环嘧啶 酮化合物的合成经典路线是运用 α,α′-二芳亚甲基取代 的环酮与尿素(硫脲)的缩合反应(Eq.…”

Preheated Fly-Ash Catalyzed Aldol Condensation: Efficient Synthesis of Chalcones and Antimicrobial Activities of Some 3-Thienyl Chalcones

“…Chalcones possess a wide range of biological activities such as antibacterial 32 , antifungal 32 , antiviral 33 , antifeedant 3,29 , anticancer 34 , antimalarial 35 , antituberclosis 28 , antiAIDS 36 and antioxidant 37 activities. These multipronged activities present in different chalcones are examined against respective microbes-bacteria's and fungi.…”