Synthesis and biological evaluation of novel 5(H)-phenanthridin-6-ones, 5(H)-phenanthridin-6-one diketo acid, and polycyclic aromatic diketo acid analogs as new HIV-1 integrase inhibitors was written by Patil, Shivaputra;Kamath, Shantaram;Sanchez, Tino;Neamati, Nouri;Schinazi, Raymond F.;Buolamwini, John K.. And the article was included in Bioorganic & Medicinal Chemistry in 2007.Quality Control of 3-Cyanobenzoyl chloride This article mentions the following:
A new series of phenanthridinone derivatives, and diketo acid analogs, as well as related phenanthrene and anthracene diketo acids have been synthesized and evaluated as HIV integrase (IN) inhibitors. Several new β-diketo acid analogs with the phenanthridinone scaffold replaced by phenanthrene, anthracene or pyrene exhibited the highest IN inhibitory potency. There is a general selectivity against the integrase strand transfer step. The most potent IN was 2,4-dioxo-4-phenanthren-9-yl-butyric acid (27f) with an IC50 of 0.38 μM against integrase strand transfer. The phenanthrene diketo acids 27d-f were more potent (IC50 = 2.7-0.38 μM) than the corresponding phenanthridinone diketo acid 16 (IC50 = 65 μM), suggesting that the polar amide bridge in the phenanthridinone system decreases inhibitory activity relative to the more lipophilic phenanthrene system. This might have to do with the possible binding of the aryl group of the compounds binding to a lipophilic pocket at the integrase active site as suggested by the docking simulations. Mol. modeling also suggested that effectiveness of chelation of the active site Mg2+ contributes to IN inhibitory potency. Finally, some of the potent compounds inhibited HIV-1 replication in human peripheral blood mononuclear cells (PBMC) with EC50 down to 8 μM for phenanthrene-3-(2,4-dioxo)butyric acid (27d), with a selectivity index of 10 against PBMCs. In the experiment, the researchers used many compounds, for example, 3-Cyanobenzoyl chloride (cas: 1711-11-1Quality Control of 3-Cyanobenzoyl chloride).
3-Cyanobenzoyl chloride (cas: 1711-11-1) belongs to organic chlorides. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.Quality Control of 3-Cyanobenzoyl chloride
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics