A Study of 3-Substituted Benzylidene-1,3-dihydro-indoline Derivatives as Antimicrobial and Antiviral Agents

Abstract

3-Substituted benzylidene-1,3-dihydro-indoline derivatives were tested for their in vitro antibacterial activity against the Gram-negative bacteria Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, and the Gram-positive bacteria Bacillus subtilis, Staphylococcus aureus, and for their their in vitro antifungal activity against Candida krusei and Candida albicans. The minimum inhibitory concentration (MIC) values were determined by the 2-fold serial dilution technique in Mueller Hinton broth and Sabouraud dextrose agar using antibacterial and antifungal assays, respectively. For comparison of the antimicrobial activity, rifampicin, ampicillin trihydrate, gentamicin sulfate, and ofl oxacin were used as reference antibacterial agents, and fl uconazole and amphotericin B were employed as reference antifungal agents. The most active compound 10 showed notable inhibition against Bacillus subtilis, Staphylococcus aureus, and Candida krusei. Compounds 1 and 6 were found slightly effective against Klebsiella pneumoniae and Escherichia coli. In addition, compounds 13 and 14 showed inhibition against Bacillus subtilis and Staphylococcus aureus. Indole derivatives were also tested in vitro for replication of the HepAD38 cell line and compared with lamivudine (3TC, L-2′,3′-dideoxy-3′-thiacytidine). The IC 50 values of the compounds were found to be >1000 μM against HBV except for compound 13 which exhibited activity with an IC 50 value of 500 μM.

Synthesis of indoline-thiazolidinone hybrids with antibacterial and antifungal activities

“…It was envisaged, that the combination of thiazolidinone with other pharmacophores, especially indole fragment, would generate molecular templates with new pharmacological profile and lower toxicity [25]. Thus, among indole-based derivatives a set of potent plant hormones [26], essential amino acids [27], neurotransmitters [27], as well as a large number of commercial drugs and biologically ac- tive molecules have been identified [28][29][30].…”

Synthesis and X‐ray analysis of 7‐bromoarbidol, an impurity standard of arbidol

“…The indole scaffold has proved to be very useful in the terms of medicinal chemistry [1, 2]. To name but a few, indole derivatives are potent anti‐HIV [3, 4] and antimicrobial agents [5], they also posses activity against human cytomegalovirus [6]. On the other hand, since the use of Tyrian purple (6,6′‐dibromoindigo), the mankind has shown a certain interest in the use of bromoindole derivatives.…”

Design, synthesis and molecular modeling study of substituted indoline-2-ones and spiro[indole-heterocycles] with potential activity against Gram-positive bacteria

“…New 1,3-dihydro-3-hydroxy-2H-indol-2-ones exhibit promising antibacterial and antifungal activities (17,18). Benzylideneindolone derivatives have potent antimicrobial activity against Staphylococcus aureus at μmol L -1 concentrations (19). Furthermore, 1H-indole-4,7-diones are potent inhibitors of Candida krusei, Cryptococcus neoformans and Aspergillus niger (20).…”