Direct regio- and diastereoselective diphosphonylation of cyclic enamines : one-pot synthesis of α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)cycloalkanones

A straightforward regio- and diastereoselective process has been developed for the synthesis of unprecedented symmetrical trans-alpha,alpha '-bis(diphenylphosphoryl)- and alpha,alpha '-bis(diphenylphosphorothioyl)cycloalkanones, through the reaction of cyclic enamines with excess P-chlorodiphenylphosphine in the presence of triethylamine, followed by oxidation or sulfurization and hydrolytic workup

Phytochemicals candidates as promising preventives and/or curatives for COVID-19 Infection: A brief review

The outbreak of new coronavirus acute respiratory disease (SARS-CoV-2) has been a major global challenge for the scientific community to save humanity. While, the unviability of the vaccine keeps most classes of society, especially African countries, suffer from the healthcare problem. Conventional medicine plants become the alternative method for the therapeutic because it contains valuable bioactive compounds. This brief review devoted the importance of medicinal plants such as Citrus, olive, garlic, ginger, green tea, woad, broad-leaf privet, Japanese torreya, and saffron crocus, by their antiviral effects (anti-SARS coronavirus, anti-HSV, and anti-HIV diseases) and their promising uses as probable boosters of the immune and anti-inflammatory response from SARS-CoV-2 infection. Based on scientific reports, bioactive compounds could inhibit 3-chymotrypsin-like cysteine protease and human protein ACE2, where these facts can be attractive to develop effective drugs.&nbsp

Synthesis, antimicrobial activity and molecular docking study of novel α‐(diphenylphosphoryl)‐ and α‐(diphenylphosphorothioyl)cycloalkanone oximes

International audienceA series of novel α-(diphenylphosphoryl)and α-(diphenylphosphorothioyl)cycloalkanone oximes have been synthesized in search for novel bioactive molecules. Their structures were characterized by various spectroscopic methods including IR, NMR (1 H, 31 P, 13 C), mass spectrometry and single crystal X-ray diffraction. The newly synthesized phosphorus-containing oximes were screened for their in vitro antimicrobial activity against Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gramnegative bacteria (Escherichia coli and Salmonella typhimurium) and fungal strains (Candida albicans and Candida glabrata). The biological assays showed that all the studied compounds (2a-f) exhibited high antibacterial and antifungal activities at only 0.1-2.1 μg/mL. In silico molecular docking studies in FabH enzyme active site were performed in order to predict the possible interaction modes and binding energies of the drug candidates at the molecular level

Experimental and computational investigation of Z/E isomerism, X-ray crystal structure and molecular docking study of (2-(hydroxyimino)cyclohexyl)diphenylphosphine sulfide, a potential antibacterial agent

International audience(2-(hydroxyimino)cyclohexyl)diphenylphosphine sulfide [C18H20NOPS (2)] is a novel oxime derivative that has been identified, in a recent work from our group, as a potential antibacterial agent. Herein, we report the in-depth structural analysis of compound (2) by using various spectroscopic tools including FT-IR, NMR (1H, 31P, 13C), mass spectrometry and single crystal X-ray diffraction, which indicate that it is obtained as a mixture of Z and E isomers. The different mechanisms, inversion, rotation, or mixed inversion-rotation, by which could occur the Z/E isomerization, have been investigated computationally with DFT method. Total and frontier molecular orbitals energies for both isomers were derived in order to gain more insights into their relative stabilities and biological activities. In silico molecular docking studies in E. coli FabH enzyme active site were also performed to predict the possible interaction modes and binding energies for both Z and E isomers as compared with those of a reference FabH inhibitor