- Synthesis, DNA interactions and antibacterial PDT of Cu(II) complexes of phenanthroline based photosensitizers via singlet oxygen generation
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Cu(II) complexes [Cu(mqt)(B)H2O]ClO4(1-3) of 2-thiol 4-methylquinoline and phenanthroline bases (B), viz 1,10-phenanthroline (phen in 1), Dipyrido[3,2-d:2′,3′-f]quinoxaline (dpq in 2) and Dipyrido[3,2-a:2′,3′-c]phenazine (dppz in 3) have been prepared and characterized by elemental analysis, IR, UV-Vis, magnetic moment values, EPR spectra and conductivity measurements. The spectral data reveal that all the complexes exhibit square-pyramidal geometry. The DNA-binding behaviors of the three complexes were investigated by absorption spectra, viscosity measurements and thermal denaturation studies. The DNA binding constants for complexes (1), (2) and (3) were determined to 2.2 × 103, 1.3 × 104 and 8.6 × 104 M-1 respectively. The experimental results suggest that these complexes interact with DNA through groove-binding mode. The photo induced cleavage studies shows that the complexes possess photonuclease property against pUC19 DNA under UV-Visible irradiation via a mechanistic pathway involving formation of singlet oxygen as the reactive species. Antimicrobial photodynamic therapy was studied using photodynamic antimicrobial chemotherapy (PACT) assay against Escherichia coli and all complexes exhibited significant reduction in bacterial growth on photoirradiation.
- Sudhamani,Bhojya Naik,Sangeetha Gowda,Giridhar,Girija,Prashanth Kumar
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- Novel iron phenanthroline-based photosensitizers for antimicrobial PDT: synthesis, DNA binding and photo-induced DNA cleavage activity
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The chemistry of Fe(II) complexes showing efficient light-induced DNA cleavage activity, binding propensity to calf thymus DNA and antibacterial photodynamic therapy has been summarized in this article. Complexes of formulation [Fe(mqt)(B)2](PF6)(1)–(3), where mqt is 2-thiol-4-methylquinoline and B is N,N-donor heterocyclic base, viz. 1,10-phenanthroline, dipyrido[3,2-d:2′,3′-f]quinoxaline and dipyrido[3,2-a:2′,3′-c]phenazine have been prepared and characterized. The DNA-binding behaviors of these three complexes were explored by absorption spectra, viscosity measurements and thermal denaturation studies. The DNA binding constants for complexes (1), (2) and (3) were determined to be 1.9 × 103, 3.4 × 104 and 8.1 × 104 M?1, respectively. The experimental results suggest these complexes interact with DNA through groove-binding mode. The complexes show significant photocleavage of supercoiled DNA proceeds via a type-II process forming singlet oxygen as the reactive species. Antimicrobial photodynamic therapy was studied using photodynamic antimicrobial chemotherapy assay against Escherichia coli and all complexes exhibited significant reduction in bacterial growth on photoirradiation.
- Sudhamani, Chittanahalli N.,Bhojya Naik, Halehatty S.,Gowda, Kalligundi R. Sangeetha,Giridhar, Manju,Girija, Dugganna,Kumar, Pasupanetti N. Prashanth
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- DNA binding, prominent photonuclease activity and antibacterial PDT of cobalt(II) complexes of phenanthroline based photosensitizers
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The chemistry of Co(II) complexes showing efficient light induced DNA cleavage activity, binding propensity to calf thymus DNA and antibacterial PDT is summarized in this article. Complexes of formulation [Co(mqt)(B)2]ClO4 1–3 where mqt is 4-methylquinoline-2-thiol and B is N,N-donor heterocyclic base, viz. 1,10-phenanthroline (phen 1), dipyrido[3,2-d:2′,3′-f]quinoxaline (dpq 2) and dipyrido[3,2-a:2′,3′-c]phenazine (dppz 3) have been prepared and characterized. The DNA-binding behaviors of these three complexes were explored by absorption spectra, viscosity measurements and thermal denaturation studies. The DNA binding constants for complexes 1, 2 and 3 were determined to be 1.6 × 103 M?1, 1.1 × 104 M?1 and 6.4 × 104 M?1 respectively. The experimental results suggest that these complexes interact with DNA through groove binding mode. The complexes show significant photocleavage of supercoiled (SC) DNA proceeds via a type-II process forming singlet oxygen as the reactive species. Antimicrobial photodynamic therapy was studied using photodynamic antimicrobial chemotherapy (PACT) assay against E. coli and all complexes exhibited significant reduction in bacterial growth on photoirradiation.
- Sudhamani, Chittanahalli N.,Bhojya Naik, Halehatty S.,Sangeetha Gowda, Kalligundi R.,Girija, Dugganna,Giridhar, Manju
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- Base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 for the synthesis of quinoline-2-thiones
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Here we show that the base-catalyzed thio-lactamization of 2-(1-arylvinyl)anilines with CS2 is a powerful methodology to synthesize quinoline-2-thiones. This thio-lactamization uses inexpensive and versatile 2-(1-arylvinyl)anilines, which are easily available from the reaction of amines and alkynes. Compared to the known strategy in the literature, this method features the advantages like a short synthesis step and easily available starting materials.
- Wang, Tong-Lin,Liu, Xiao-Jun,Huo, Cong-De,Wang, Xi-Cun,Quan, Zheng-Jun
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p. 499 - 502
(2018/01/19)
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- One-pot synthesis of quinoline-2(1H)-thiones from 2-isocyanostyrenes via electrocyclic reaction of the corresponding 2-isothiocyanatestyrenes
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The reaction of a-substituted 2-isocyanostyrenes, which could be readily prepared from commercially available 2-aminophenyl ketones or 2-aminobenzonitriles, with sulfur in the presence of a catalytic amount of selenium proceeded smoothly to give the corre
- Kobayashi, Kazuhiro,Fujita, Seiki,Fukamachi, Shuhei,Konishi, Hisatoshi
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scheme or table
p. 3378 - 3382
(2010/02/28)
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- Reaction of 2-allyloxy(thio)-4-methylquinolines with halogens
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It was established that the halogenation of 2-allyloxy(thio)-4-methylquinolines leads to the formation of 3-halogenomethyl-2,3-dihydrooxazolo(thiazolo)[3,2-a]quinolinium halides. 1997 Plenum Publishing Corporation.
- Kim,Sashin,Kozlovskaya,Andreeva
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p. 1075 - 1077
(2007/10/03)
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- INTRODUCTION OF SULFUR IN COMPOUNDS WITH REACTIVE HALOGEN ATOMS VIA THE t-BUTYLTHIOLATE ANION
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The preparation of t-butylthioethers from examples of halogen substituted heterocycles are described.S-Dealkylation of the t-butylthioethers readily takes place by pyrolyses with catalytic amounts of aluminum chloride or p-toluenesulfonic acid.
- Becher, Jan,Lundsgaard, John
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p. 131 - 138
(2007/10/02)
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