2028-79-7Relevant articles and documents
Design and synthesis of novel 1,3,4-oxadiazole derivatives bearing azo moiety as biologically significant scaffolds
Khan, Bilal Ahmad,Zafar, Safeena,Mughal, Ehsan Ullah,Ahmed, Muhammad Naeem,Hamdani, Syeda Shamila,Akhtar, Tashfeen,Ihsan-ul-Haq,Sadiq, Amina,Khan, Khalid Mohammed
, p. 1346 - 1355 (2018/11/01)
Introduction: Oxadiazoles having azo-functionality represent a new and an exciting class of physiologically active heterocyclic compounds. A number of molecules with these moieties have significant role in medicinal chemistry due to their diverse biological activities. Methodology: A series of 1,3,4-oxadiazole-2-thiol derivatives bearing azo-moiety have been designed and synthesized by multistep reaction sequences staring from p-aminobenzoic acid by employing literature know procedures. These compounds were investigated for their antimicrobial, cytotoxic, α-amylase and protein kinase inhibitory and antileishmanial potential. Results and Discussion: The newly synthesized compounds were characterized by spectroscopic techniques (IR, UV-Vis, NMR and MS). Antibacterial activity was investigated against four bacterial strains i.e. E. coli, P. aeruginosa, S. aureusand B. subtilis and good level of microbial inhibition was exhibited by most of the compounds with MIC 6.25 μg/mL. Brine Shrimp lethality assay revealed that the compound 31 is an excellent cytotoxic agent. (E)-5-(4-((4-Butoxyphenyl) diazenyl)phenyl)-1, 3,4-oxadiazole-2-thiol (21) showed good α-amylase inhibition (46.3± 0.45%) and (E)-2-(Decyloxythio)-5-(4-((propoxyphenyl)diazenyl)phenyl)-1,3,4-oxadiazole (30) exhibited excellent antileishmanial activity (88.4± 0.34%) at 10 μg/mL concentration. In case of protein kinase inhibition, remarkably, the oxadiazole-2-thiols (20-25) were found more active than the standard surfactinat tested concentration (25 μg/disc). Conclusion: We have designed, synthesized and characterized an interesting series of biologically active oxadiazole bearing diazene moiety derivatives. Noteworthy, the presence of diazene functionality, polar heterocyclic moiety as well as hydrophobic alkyl chain is special feature of these compounds. These studies provide a basic idea to further explore these types of scaffolds as biologically potent molecules in drug design and development.
Synthesis and Stereochemistry of Optically Active Selenonium Imides
Kamigata, Nobumasa,Taka, Hideo,Matsuhisa, Ayumi,Matsuyama, Haruo,Shimizu, Toshio
, p. 2257 - 2264 (2007/10/02)
Diastereomeric mixtures of 4-phenyl(methyl)selenonium-N-toluene-4'-sulfonimides (dia.-1) amd 4-phenyl(2',4',6'-triisopropylphenyl)selenonium-N-toluene-4''-sulfonimides (dia.-7) were synthesized.Optical resolution by the fractional recrystallization of dia.-7 from methanol gave the optically pure (-)-selenonium imide as stable crystals.The absolute configuration around the selenium atom was determined to be S based on the CD spectra.The kinetics for the epimerization by pyramidal inversion of the optically active selenonium imide were studied.
1,2,3-Triazabutadienes. XIV. Investigations into the Acidic Cleavage of the Z-E-Isomeric 1-Aryl-3-- and 1-Aryl-3--triazenes
Fanghaenel, E.,Hohlfeld, J.
, p. 253 - 261 (2007/10/02)
The rate of the acid cleavage of the Z-E-isomeric 1-aryl-3-- and 1-aryl-3--triazenes 1 - 5 is investigated in dependence on the substituents in the aryl and benzo residue.The Z-isomer
