Solvatochromic study of three indoloquinoline derivatives: Effect of chloro group/s on the photophysics of thecompounds

Ghosh, Prasun; Jaffer, S. Syed; Das, Tarasankar; Maity, Arnab; Kumar, Nikhil; Kumar, Dalip; Purkayastha, Pradipta

doi:10.1016/j.jlumin.2010.09.041

Cited by 6 publications

(22 citation statements)

References 25 publications

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“…22,23 Addition of ctDNA results into an appreciable quenching of uorescence of the three compounds. For the same concentration of added ctDNA to the same amount of the uorophores, quenching of uo-rescence was in the order DCMIQ > CMIQ > MIQ.…”

Section: Excited State Processes For Drug-ctdna Interactionsmentioning

confidence: 99%

“…Hence molecular hydrophobicity decides the strength of binding to DNA double helix. 22 It is known that intercalation leads to different degrees of structural deformation of DNA depending on the intercalating substance. Better the intercalation, more will be the structural deformation that may lead to stabilization of the DNA host.…”

Section: Excited State Processes For Drug-ctdna Interactionsmentioning

confidence: 99%

“…Formation of two types of solvated species is inferred from our previous solvatochromatic study. 22 Scheme 2 suggests formation of intermolecular stacks between the zwitterions due to coulombic interactions. This stacking is possible in both ground and excited states.…”

Section: Introductionmentioning

confidence: 99%

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Selective interaction of methylindoloquinolines with DNA

Ghosh

Purkayastha

2014

RSC Adv.

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Interaction of three medically potent indoloquinoline drugs with model DNA has been studied. The three indoloquinoline derivatives chosen in the present work are 5-methyl-5H-indolo[3,2-c]-quinoline (MIQ), 8-chloro-5-methyl-5H-indolo[3,2-c]quinoline (CMIQ), and 2,8-dichloro-5-methyl-5H-indolo[3,2-c]-quinoline (DCMIQ). The compounds are found to interact with DNA in their ground electronic states.The mode of interaction has been studied using steady state fluorescence spectroscopy coupled with circular dichroism (CD) spectroscopy. The change in fluorescence properties of the drugs confirmed their binding interaction with the DNA double helix whereas the CD signals were used to analyze the structural changes of the DNA due to the process. Fluorescence quenching studies and CD spectra indicate that the drugs intercalate into the DNA. Moreover, it has been noticed that the chloro derivatives of the indoloquinoline drugs bind more efficiently to the DNA due to hydrophobic interaction and thus enhance the DNA melting temperature. Sequenced DNA oligos have been used to confirm the selectivity in binding of the drug molecules to DNA.

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Section: Excited State Processes For Drug-ctdna Interactionsmentioning

confidence: 99%

Section: Excited State Processes For Drug-ctdna Interactionsmentioning

confidence: 99%

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Selective interaction of methylindoloquinolines with DNA

Ghosh

Purkayastha

2014

RSC Adv.

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“…To explore this problem that has been hardly dealt with, we selected an indoloquinoline derivative, 2,8-Dichloro-5-methyl-5H-indolo quinoline (DCMIQ), that forms zwitter ions in the excited state. DCMIQ is known to have equilibrium between its neutral and zwitterionic form in solution (Scheme 1) [22]. The zwitterionic form dominates in the excited state of the molecule, which emits at around 465 nm in water when excited by a radiation of 370 nm [22].…”

Section: Introductionmentioning

confidence: 99%

“…DCMIQ is known to have equilibrium between its neutral and zwitterionic form in solution (Scheme 1) [22]. The zwitterionic form dominates in the excited state of the molecule, which emits at around 465 nm in water when excited by a radiation of 370 nm [22]. Our present work demonstrates that the general notion of considering the efficiency of a FRET pair on the basis of only the magnitude of overlap integral may not be sufficient, other factors affecting the phenomenon should also be considered.…”

Section: Introductionmentioning

confidence: 99%