Design and synthesis of C3-tethered 1,2,3-triazolo-β-carboline derivatives: Anticancer activity, DNA-binding ability, viscosity and molecular modeling studies

Shankaraiah, Nagula; Chetna, Jadala; Nekkanti, Shalini; Senwar, Kishna Ram; Nagesh, Narayana; Shrivastava, Shweta; Naidu, V.G.M.; Sathish, Manda; Kamal, Ähmed

doi:10.1016/j.bioorg.2015.11.005

Cited by 82 publications

(36 citation statements)

References 36 publications

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“…This disintegration of the DNA double helix arises from the packing of the ligands between DNA base pairs. The packing of the ligands between the base pairs causes a significant change in the structure of the DNA molecule . In this study, viscosity experiments were carried out to determine the binding mode of compound 6 .…”

Section: Resultsmentioning

confidence: 99%

Studies on DNA Interaction with 2(3),9(10), 16(17), 23(24)‐Tetrakis 2((4‐Phenoxyphenyl) Diazeylbenzoic acid)phthalocyaninato Zinc (II) Compound

Arslantaş

Ağırtaş

2018

ChemistrySelect

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In this study, 2(3), 9(10), 16(17), 23(24)‐tetrakis 2((4‐phenoxyphenyl) diazeylbenzoic acid)phthalocyaninato zinc (II) compound was chosen to study DNA binding activities. The binding activities of zinc (II) phthalocyanine compound bearing 2(3),9(10), 16(17), 23(24)‐tetrakis 2((4‐Phenoxyphenyl) diazeylbenzoic acid) ligand with Calf Thymus (CT)‐DNA was investigated using absorption titration, fluorescence spectroscopy, cyclic voltammetry and thermal melting profile in a Tris‐HCl buffer system at pH 7.0. In addition to these methods, gel electrophoresis and viscosity measurements were also carried out to determine DNA binding activities with compound 6 in a buffer solution. The results indicated that compound 6 interacts with CT‐DNA through partial intercalation binding mode.

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Section: Resultsmentioning

confidence: 99%

Studies on DNA Interaction with 2(3),9(10), 16(17), 23(24)‐Tetrakis 2((4‐Phenoxyphenyl) Diazeylbenzoic acid)phthalocyaninato Zinc (II) Compound

Arslantaş

Ağırtaş

2018

ChemistrySelect

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“…Viscosity studies of the DNA interaction activities of 4 and 5 were conducted to confirm the change in the relative viscosities of the DNA by using a viscometer. It is already known that intercalative chemical compounds cause a substantial enhancement in the viscosity of the DNA molecule owing to the extension of the DNA molecule by fitting among DNA base pairs [41]. According to reported study in literature, the findings of study demonstrated that the relative viscosity of DNA scales up as amount of complex increases that is a sign of intercalative binding mechanism [10].…”

Section: Dna Interaction Studiesmentioning

confidence: 92%

DNA binding studies of the 2,10,16,24–tetrakis (phenoxy-3-methoxybenzoic acid)phthalocyaninato) Co(II) and Cu(II) compounds

et al. 2020

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Tetra phenoxy-3-methoxybenzoic acid substituted Co(II) and Cu(II) metal phthalocyanine compounds were reported for the first time. The structures of these compounds were elucidated by NMR, FT-IR, UV-vis spectroscopy, and elemental analysis. The UV/Vis, fluorescence spectra, viscosity and the thermal melting point techniques were implemented to analyze the DNA bonding activities of cobalt (II) and copper (II) complexes of phthalocyanine by calf thymus DNA. These techniques showed that the phthalocyanine complexes interacted with the DNA molecule through the intercalation mechanism. Additionally, among the methods above, the binding properties of DNA with the compounds 4 and 5 were studied by means of the agarose gel electrophoresis method. The complexes 4 and 5 bonded to the DNA molecule in the buffer system at a pH of 7.02. The findings of these methods proved that the Co(II) and Cu(II) complexes of phthalocyanine could be evaluated as potential cancer medicine for cancer treatment in the near future.

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“…We were also invigorated to work on the synthesis of C3‐tethered 1,2,3‐triazolo‐β‐carboline derivatives 68 a – t via Cu(I)‐catalysed azide‐alkyne cycloaddition reaction between intermediate β‐carboline azides 66 a – c and substituted alkynes 67 (Scheme ) . The azide intermediates 66 a – c were synthesized by the esterification of commercially available L‐ tryptophan in presence of an acid chloride (SOCl 2 ) which was further subjected to Pictet‐Spengler condensation with different aldehydes 62 a – c .…”

Section: 3‐dipolar Cycloadditionmentioning

confidence: 99%

Reliability of Click Chemistry on Drug Discovery: A Personal Account

Shankaraiah

Sakla

Laxmikeshav

et al. 2019

The Chemical Record

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The unprecedented efficiency, reliability and adaptability in drug discovery, with the growing number of applications and impact, have made Click Chemistry fascinating to the scientific community. The specificity, biocompatibility along with other principles of click chemistry offers a reliable platform for the synthesis of drug-like molecules that can expedite the drug discovery process. This account summarizes such successes of versatile click reactions from our research group towards the development of functional molecules.

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Design and synthesis of C3-tethered 1,2,3-triazolo-β-carboline derivatives: Anticancer activity, DNA-binding ability, viscosity and molecular modeling studies

Cited by 82 publications

References 36 publications

Studies on DNA Interaction with 2(3),9(10), 16(17), 23(24)‐Tetrakis 2((4‐Phenoxyphenyl) Diazeylbenzoic acid)phthalocyaninato Zinc (II) Compound

Studies on DNA Interaction with 2(3),9(10), 16(17), 23(24)‐Tetrakis 2((4‐Phenoxyphenyl) Diazeylbenzoic acid)phthalocyaninato Zinc (II) Compound

DNA binding studies of the 2,10,16,24–tetrakis (phenoxy-3-methoxybenzoic acid)phthalocyaninato) Co(II) and Cu(II) compounds

Reliability of Click Chemistry on Drug Discovery: A Personal Account

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