Antimicrobial activity of various 4- and 5-substituted 1-phenylnaphthalenes

Abstract

Bacterial cell division occurs in conjunction with the formation of a cytokinetic Z-ring structure comprised of FtsZ subunits. Agents that can disrupt Z-ring formation have the potential, through this unique mechanism, to be effective against several of the newly emerging multi-drug resistant strains of infectious bacteria. 1- and 12-Aryl substituted benzo[c]phenanthridines have been identified as antibacterial agents that could exert their activity by disruption of Z-ring formation. Substituted 4- and 5-amino-1-phenylnaphthalenes represent substructures within the pharmacophore of these benzo[c]phenanthridines. Several 4- and 5-substituted 1-phenylnaphthalenes were synthesized and evaluated for antibacterial activity against Staphylococcus aureus and Enterococcus faecalis. The impact of select compounds on the polymerization dynamics of S. aureus FtsZ was also assessed.

Polyhalonitrobutadienes as Versatile Building Blocks for the Biotargeted Synthesis of Substituted N-Heterocyclic Compounds

“…The assumed mechanism for the formation of benzo[h]quinolines is depicted in the literature [61]. Benzo[h]quinolines are a precious class of organic compounds and show interesting biological properties [63][64][65][66][67]. Oxidation of quinolines 36a,b with excess of hydrogen peroxide in a mixture of acetic acid and chloroform lead to the formation of sulfoxides 37a,b in 89-91% yield.…”

Synthesis and Antibacterial Activity of Novel 4‐Bromo‐1H‐Indazole Derivatives as FtsZ Inhibitors

“…In addition, the presence of hydrophobic functionality at the 1‐position of the benzo[c]phenanthridines such as that of compound 1 (Figure ), has been shown to significantly enhance antibacterial activity relative to either sanguinarine or chelerythrine . More importantly, 5‐substituted 1‐phenylnaphthalene has been found to be the pharmacophore of these benzo[c]phenanthridines . For example, several 5‐substituted 1‐phenylnaphthalene derivatives have exerted noteworthy antibacterial activity against methicillin‐resistant S. aureus with minimum inhibitory concentration (MIC) values from 2.0 to 4.0 µg/mL.…”

Radiotherapy Planning

“…Randomized data have demonstrated the role of FDG/ PET in the staging of early stage lung cancer and may significantly change the staging and treatment plan, often upstaging the disease revealing regional lymph node metastases or distant metastases. [54][55][56] Integrating PET/CT into radiotherapy planning can alter the target volumes when compared with CT-based volumes and also reduce interuser variability of target volume delineation. 57 In a prospective study of 91 consecutive patients, with non-small cell lung carcinoma from 2003 to 2008, undergoing radiation therapy, PET imaging provided additional diagnostic information over CT alone in 20%, leading to upstaging in 17% and alterations in the PTV and subsequent treatment planning in 9%.…”