Literature DB >> 15110832

Aminyl and iminyl radicals from arylhydrazones in the photo-induced DNA cleavage.

Jih Ru Hwu1, Chun Chieh Lin, Shih Hsien Chuang, Ke Yung King, Tzu-Rong Su, Shwu-Chen Tsay.   

Abstract

Photolytic cleavage of the nitrogen-nitrogen single bond in benzaldehyde phenylhydrazones produced aminyl (R2N*) and iminyl (R2C=N*) radicals. This photochemical property was utilized in the development of hydrazones as photo-induced DNA-cleaving agents. Irradiation with 350 nm UV light of arylhydrazones bearing substituents of various types in a phosphate buffer solution containing the supercoiled circular phiX174 RFI DNA at pH 6.0 resulted in single-strand cleavage of DNA. Attachment of the electron-donating OMe group to arylhydrazones increased their DNA-cleaving activity. Results from systematic studies indicate that both the aminyl and the iminyl radicals possessed DNA-cleaving ability.

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Year:  2004        PMID： 15110832     DOI： 10.1016/j.bmc.2004.03.037

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  6 in total

1.  Biaryl amides and hydrazones as therapeutics for prion disease in transgenic mice.

Authors:  Duo Lu; Kurt Giles; Zhe Li; Satish Rao; Elena Dolghih; Joel R Gever; Michal Geva; Manuel L Elepano; Abby Oehler; Clifford Bryant; Adam R Renslo; Matthew P Jacobson; Stephen J Dearmond; B Michael Silber; Stanley B Prusiner
Journal:  J Pharmacol Exp Ther       Date:  2013-08-21       Impact factor: 4.030

2.  Drug resistance confounding prion therapeutics.

Authors:  David B Berry; Duo Lu; Michal Geva; Joel C Watts; Sumita Bhardwaj; Abby Oehler; Adam R Renslo; Stephen J DeArmond; Stanley B Prusiner; Kurt Giles
Journal:  Proc Natl Acad Sci U S A       Date:  2013-10-15       Impact factor: 11.205

3.  Prehydrated One-Electron Attachment to Azido-Modified Pentofuranoses: Aminyl Radical Formation, Rapid H-Atom Transfer, and Subsequent Ring Opening.

Authors:  Mukesh Mudgal; Sunny Rishi; Daniel A Lumpuy; Keaton A Curran; Kathryn Lynn Verley; Adam J Sobczak; Thao P Dang; Natasha Sulimoff; Anil Kumar; Michael D Sevilla; Stanislaw F Wnuk; Amitava Adhikary
Journal:  J Phys Chem B       Date:  2017-05-03       Impact factor: 2.991

4.  π-Radical to σ-Radical Tautomerization in One-Electron-Oxidized 1-Methylcytosine and Its Analogs.

Authors:  Amitava Adhikary; Anil Kumar; Casandra T Bishop; Tyler J Wiegand; Ragda M Hindi; Ananya Adhikary; Michael D Sevilla
Journal:  J Phys Chem B       Date:  2015-08-13       Impact factor: 2.991

5.  Site of Azido Substitution in the Sugar Moiety of Azidopyrimidine Nucleosides Influences the Reactivity of Aminyl Radicals Formed by Dissociative Electron Attachment.

Authors:  Mukesh Mudgal; Thao P Dang; Adam J Sobczak; Daniel A Lumpuy; Priya Dutta; Samuel Ward; Katherine Ward; Moaadh Alahmadi; Anil Kumar; Michael D Sevilla; Stanislaw F Wnuk; Amitava Adhikary
Journal:  J Phys Chem B       Date:  2020-12-03       Impact factor: 2.991

6.  p-Pyridinyl oxime carbamates: synthesis, DNA binding, DNA photocleaving activity and theoretical photodegradation studies.

Authors:  Panagiotis S Gritzapis; Panayiotis C Varras; Nikolaos-Panagiotis Andreou; Katerina R Katsani; Konstantinos Dafnopoulos; George Psomas; Zisis V Peitsinis; Alexandros E Koumbis; Konstantina C Fylaktakidou
Journal:  Beilstein J Org Chem       Date:  2020-03-09       Impact factor: 2.883
  6 in total

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