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Formation of cytotoxic intermediates in the course of photodecomposition of a nitroheterocyclic antiseptic quinifuryl

Paper ID Volume ID Publish Year Pages File Format Full-Text
28583 44081 2006 7 PDF Available
Title
Formation of cytotoxic intermediates in the course of photodecomposition of a nitroheterocyclic antiseptic quinifuryl
Abstract

Phototoxicity of quinifuryl, 2-(5′-nitro-2′-furanyl)ethenyl-4-{n-[4′-(n,n-diethylamino)-1-methylbutyl]carbamoyl}quinoline, towards tumor cells has already been shown. Since no cytotoxicity of the final products of its photodecomposition was observed, we have supposed that cytotoxicity should be caused by reactive intermediates in the quinifuryl photolysis. We succeeded in detecting three species in the course of quinifuryl photolysis: singlet oxygen (1Δg), nitric oxide (NO) and superoxide anion (O2−). Singlet oxygen was detected by its specific phosphorescence in the course of the quinifuryl photoexcitation in both acetonitrile and aqueous solutions with lifetimes of 74.7 μs and 3.5 μs, respectively. The quantum yield of the 1Δg formation in water was 0.29 ± 0.03. Nitric oxide release was detected by specific chemiluminescence of excited radical *NO2, formed in the reaction of NO with O3. The yield of NO was 0.45 ± 0.03 mol/mol of photodecomposed quinifuryl. The formation of O2− was detected spectrophotometrically (epinephrine oxidation to adrenochrome) and by EPR (stable nitroxyl free radical formation).

Keywords
Quinifuryl photodecomposition; Cytotoxic intermediates; Superoxide anion free radical; Singlet oxygen; Nitric oxide
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Formation of cytotoxic intermediates in the course of photodecomposition of a nitroheterocyclic antiseptic quinifuryl
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 184, Issues 1–2, 15 November 2006, Pages 98–104
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
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