1744-22-5Relevant articles and documents
DNA-binding, -cleavage and antimicrobial investigation on mononuclear Cu(II) Schiff base complexes originated from Riluzole
Daravath, Sreenu,Rambabu, Aveli,Shankar, Dasari Shiva,Shivaraj
, (2021)
Two mononuclear metal complexes, [Cu(L1)2] (1) and [Cu(L2)2] (2) of the respective Schiff bases, HL1 = 2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-4-methoxyphenol and HL2 = 2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-4,6-dibromophenol were synthesized and well characterized by analytical and various spectroscopic techniques like elemental analysis, NMR, mass spectrometry, IR, UV, ESR and thermogravimetric analyses. These spectral studies gave a square planar geometry for both the complexes. These complexes underwent DNA investigation against calf thymus DNA and supercoiled pBR322 DNA. The complexes bound the DNA through an intercalation mode and the binding affinity order follows as 1 > 2 > HL2 > HL1. Both complexes show good cleavage ability against double-stranded pBR322 DNA under oxidative and photolytic conditions. In vitro antimicrobial study resulted in both complexes have shown marked biocidal potential compared to respective free ligands.
DNA interaction, antimicrobial studies of newly synthesized copper (II) complexes with 2-amino-6-(trifluoromethoxy)benzothiazole Schiff base ligands
Rambabu, Aveli,Pradeep Kumar, Marri,Tejaswi, Somapangu,Vamsikrishna, Narendrula,Shivaraj
, (2016)
Four novel Schiff base ligands, L1 (1-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)naphthalen-2-ol, C19H11F3N2O2S), L2 (3-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)benzene-1,2-diol, C15H9F3N2O3S), L3 (2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-5-methoxyphenol, C16H11F3N2O3S) and L4 (2-((E)-(6-(trifluoromethoxy)benzo[d]thiazol-2-ylimino)methyl)-4-bromophenol, C15H8BrF3N2O2S) and their binary copper(II) complexes 1 [Cu(L1)2], 2 [Cu(L2)2], 3 [Cu(L3)2] and 4 [Cu(L4)2] have been synthesized and characterized by elemental analysis, 1H NMR, 13C NMR, ESI mass, FT-IR, ESR, UV–Visible, magnetic susceptibility, TGA, SEM and powder XRD studies. Based on spectral and analytical data, a square planar geometry is assigned for all Cu(II) complexes. The ligands and their Cu(II) complexes have been screened for antimicrobial activity against bacterial species E. coli, P. aeruginosa, B. amyloliquefaciens and S. aureus and fungal species S. rolfsii and M. phaseolina and it is observed that all Cu(II) complexes are more potent than corresponding ligands. DNA binding (UV absorption, fluorescence and viscosity titrations) and cleavage (oxidative and photo cleavage) studies of Cu(II) complexes have also been investigated against calf thymus DNA (CT-DNA) and supercoiled pBR322 DNA respectively. From the experimental results, it is found that the complexes bound effectively to CT-DNA through an intercalative mode and also cleaved pBR322 DNA in an efficient manner. The DNA binding and cleavage affinities of newly synthesized Cu(II) complexes are in the order of 2 > 1 > 3 > 4.
Iodine-catalyzed amination of benzothiazoles with KSeCN in water to access primary 2-aminobenzothiazoles
Chen, Xiran,Fu, Lianrong,Hao, Xin-Qi,Shi, Linlin,Song, Mao-Ping,Zhu, Xinju,Zhu, Yu-Shen
supporting information, (2021/09/09)
A facile and sustainable approach for the amination of benzothiazoles with KSeCN using iodine as the catalyst in water has been disclosed under transition-metal free conditions. The reaction proceeded smoothly to afford various primary 2-amino benzothiazoles in up to 96% yield. A series of control experiments were performed, suggesting a ring-opening mechanism was involved via a radical process. This protocol provides efficient synthesis of primary 2-aminobenzothiazoles
Chagas Disease Drug Discovery: Multiparametric Lead Optimization against Trypanosoma cruzi in Acylaminobenzothiazole Series
Fleau, Charlotte,Padilla, Angel,Miguel-Siles, Juan,Quesada-Campos, Maria T.,Saiz-Nicolas, Isabel,Cotillo, Ignacio,Cantizani Perez, Juan,Tarleton, Rick L.,Marco, Maria,Courtemanche, Gilles
, p. 10362 - 10375 (2019/11/29)
Acylaminobenzothiazole hits were identified as potential inhibitors of Trypanosoma cruzi replication, a parasite responsible for Chagas disease. We selected compound 1 for lead optimization, aiming to improve in parallel its anti-T. cruzi activity (IC50 = 0.63 μM) and its human metabolic stability (human clearance = 9.57 mL/min/g). A total of 39 analogues of 1 were synthesized and tested in vitro. We established a multiparametric structure-activity relationship, allowing optimization of antiparasite activity, physicochemical parameters, and ADME properties. We identified compound 50 as an advanced lead with an improved anti-T. cruzi activity in vitro (IC50 = 0.079 μM) and an enhanced metabolic stability (human clearance = 0.41 mL/min/g) and opportunity for the oral route of administration. After tolerability assessment, 50 demonstrated a promising in vivo efficacy.