Synthesis and Biological Evaluation of Benzophenone Derivatives as Potential HIV-1 Inhibitors was written by Song, Zhendong;Wang, Ping;Huang, Shanshan;Wang, Changyuan;Wang, Rui-Rui;Yang, Liu-Meng;Zhen, Yuhong;Liu, Kexin;Zheng, Yong-Tang;Ma, Xiaodong. And the article was included in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2017.Application of 53297-70-4 This article mentions the following:
Although a number of agents can achieve high response in acquired immunodeficiency syndrome (AIDS) patients, safer and more active HIV inhibitors are still needed for the growing number of patients infected with resistant HIV virus strains. GW678248 is one of the most potent benzophenone derivatives, exhibiting high potency against a panel of HIV- 1 virus (wild-type, K103N mutant, Y181C, etc.) at 1 nmol/L concentrations However, the safety issues associated with rash and liver metabolic enzymes ultimately led to discontinue its further deve-lopment. As a continuation of our structural modifications on this template, in this manuscript, a new series of benzophenones are described as potential HIV inhibitors. All the title mols. were synthesized according to the routes in Scheme 1 and Scheme 2, and were tested for anti-HIV-1 activity using the MTT method. In the mol. simulation, the docking program of AutoDock 4.0.1 in parallel with the default parameters were used. A series of novel benzophenone derivatives (BPs) with nanomolar anti-HIV-1 activity were identified. Of these inhibitors, analog 10i (EC50 = 2.9 nmol/L), the most active inhibitor, was comparable to the lead compound GW678248 in inhibiting the wild-type HIV-1 virus. Addnl., analog 13b, which not only exhibited strong inhibitory activity against the HIV-1 virus (EC50 = 4.2 nmol/L), but also has very low cytotoxicity with a TI value of more than 219178.1 was also discovered. This study led to the identification of a series of benzophenone derivatives with nanomolar level of anti-HIV-1 activity. Analogs 10i and 13b, with low cytotoxicity along with high activity are worthy of further development. In the experiment, the researchers used many compounds, for example, 4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4Application of 53297-70-4).
4-Amino-3-methylbenzenesulfonamide (cas: 53297-70-4) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. As a result of interactions such as these, the water solubility of amides is greater than that of corresponding hydrocarbons. These hydrogen bonds are also have an important role in the secondary structure of proteins.Application of 53297-70-4
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics