Antimalarial agents. 7. Compounds related to 4,4'-bis(aminophenyl) sulfone

Abstract

4,4'-Bis(acetamidophenyl) sulfone (I) and its lower homolog (II) are highly active2 against Plasmodium berghei in mice. Since they are less toxic2 than 4,4'bis(aminophenyl) sulfone [4,4'-diamino(diphenyl sulfone), DDS, III], it was of interest to investigate the antimalarial activity of some other DDS-related compounds in which one or both NH2 groups of III were replaced by NSO, NHOH, NHNH2, N02, etc. Our study also included structures containing the moieties S, SO, S02CH2, and S02S instead of the S02 bridge, as well as a pyridine analog of DDS.

Mn-promoted Aerobic Oxidative C–C Bond Cleavage of Aldehydes with Dioxygen Activation: A Simple Synthetic Approach to Formamides

“…Herein, we disclose a novel Mn-promoted aerobic oxidative C–C bond cleavage of value for formamide synthesis (Figure ). The significance of this present finding is 3-fold: (1) the method realizes C–C σ-bond cleavage with an unactivated alkyl chain fragment as the leaving group; (2) environmentally friendly molecular oxygen is used as the primary oxidant , and the C–C bond cleavage proceeds via a superoxide radical pathway; (3) the chemistry provides a practical, neutral, and mild synthetic approach to formamides, which are important units in biologically active molecules of wide substrate scope …”

“…As formamides are ubiquitous structural motifs that can be found in many bioactive componds, the present method provides a simple and easy practical protocol for the construction of some bioactive compounds under neutral conditions from simple and readily available starting materials (Figure and Supporting Information). For example, I and II are reported as mutagenic active molecules, which can be easily synthesized from the corresponding simple starting materials.…”

Mesoionic Sydnone: A Review in Their Chemical and Biological Properties

“…However, 3-piperonylsydnone was still the most active molecule among all tested compounds [81]. On the other hand, 4,4-bis (acetamidophenyl) sulfone derivatives were very potent antimalarial agents, while sydnone rendered it less active or inactive when they were combined in one structure LVIII [82]. Unfortunately, studies on sydnone-containing antimalarial agents were discontinued.…”

Synthesis, Characterization, and Antimicrobial Evolution of Bissydnone Based on Sulfonamide Derivatives

“…Besides, sulfonamides are also an important class of compounds exhibiting interesting biological as well as medical applications [11]. Compounds related to 4,4′‐diaminodiphenylsulfone have been proved to be important therapeutic agents [12]. Recently, various bissydnone sulfonamide derivatives have been synthesized from our laboratory.…”