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C-nitroso donors of nitric oxide.

Publication ,  Journal Article
Chakrapani, H; Bartberger, MD; Toone, EJ
Published in: The Journal of organic chemistry
February 2009

A complete understanding of the biological activity of nitric oxide (NO) is complicated by the different reactivity profiles of its various species and by the often complex decomposition behavior of the NO progenitors in common use. Here, we report that appropriately substituted C-nitroso compounds act solely as donors of neutral nitric oxide through a first-order homolytic C-N bond scission to release up to 88% nitric oxide in DMSO at 25 degrees C. The reaction produces a carbon radical, and the yield of nitric oxide is dependent on the availability of radical traps. C-Nitroso compounds are sources of biologically active neutral NO and display potent NO bioactivity in a rabbit aortic ring assay.

Duke Scholars

Published In

The Journal of organic chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

February 2009

Volume

74

Issue

4

Start / End Page

1450 / 1453

Related Subject Headings

  • Temperature
  • Solvents
  • Rabbits
  • Organic Chemistry
  • Nitroso Compounds
  • Nitric Oxide
  • Muscle Contraction
  • Kinetics
  • Aorta
  • Animals
 

Citation

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Chakrapani, H., Bartberger, M. D., & Toone, E. J. (2009). C-nitroso donors of nitric oxide. The Journal of Organic Chemistry, 74(4), 1450–1453. https://doi.org/10.1021/jo802517t
Chakrapani, Harinath, Michael D. Bartberger, and Eric J. Toone. “C-nitroso donors of nitric oxide.The Journal of Organic Chemistry 74, no. 4 (February 2009): 1450–53. https://doi.org/10.1021/jo802517t.
Chakrapani H, Bartberger MD, Toone EJ. C-nitroso donors of nitric oxide. The Journal of organic chemistry. 2009 Feb;74(4):1450–3.
Chakrapani, Harinath, et al. “C-nitroso donors of nitric oxide.The Journal of Organic Chemistry, vol. 74, no. 4, Feb. 2009, pp. 1450–53. Epmc, doi:10.1021/jo802517t.
Chakrapani H, Bartberger MD, Toone EJ. C-nitroso donors of nitric oxide. The Journal of organic chemistry. 2009 Feb;74(4):1450–1453.
Journal cover image

Published In

The Journal of organic chemistry

DOI

EISSN

1520-6904

ISSN

0022-3263

Publication Date

February 2009

Volume

74

Issue

4

Start / End Page

1450 / 1453

Related Subject Headings

  • Temperature
  • Solvents
  • Rabbits
  • Organic Chemistry
  • Nitroso Compounds
  • Nitric Oxide
  • Muscle Contraction
  • Kinetics
  • Aorta
  • Animals