Synthesis and biological evaluation of new Tetra-aza macrocyclic scaffold constrained oxadiazole, thiadiazole and triazole rings.

摘要: A new series of N,N'-(benzene-1,3-diyldi-1,3,4-oxadiazole-5,2-diyl)bis{2-[(5-benzene-1,3-diyl-1,3,4-oxadiazol-2-yl)amino]acetamide}(macrocycle 1), N,N'-(benzene-1,3-diyldi-1,3,4-thiadiazole-5,2-diyl)bis{2-[(5-benzene-1,3-diyl-1,3,4-thiadiazol-2-yl)amino]acetamide} (macrocycle 2) and S,S'-[benzene-1,3-diylbis(4H-1,2,4-triazole-5,3-diyl)]bis{[(5-benzene-1,3-diyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethanethioate}(macrocycle 3) was synthesized from isophthalic dihydrazide (4) through a multistep reaction sequence. All the compounds were screened for their inhibitory effect against four different bacterial strains: P. aeruginosa ATCC-20852, K. pneumoniae MTCC-618, S. aureus ATCC- 29737, typhi MTCC- 3214. The showed significant zone inhibition results comparable with that standard drug ciprofloxacin. further studied possible in vitro antioxidant effects by DPPH scavenging, total capacity, reductive capacity H(2) O(2) scavenging activity. indicated activity all three molecules efficient when compared to standards. DNA interaction behavior macrocycles 1-3 CT-DNA investigated absorption spectra obtained (K(b) constant 1 is 4.53 × 10(4)  M(-1) , 2 5.75 × 10(4) M(-1) 3 5.86 × 10(4) ). Based on it can be interpreted reducing power newly demonstrates direct binding hence inhibiting growth action replication or transcription.