Mutagenicity of N-acyloxy-N-alkoxyamides as an indicator of DNA intercalation part 1: evidence for naphthalene as a DNA intercalator-Reference-Cited by-同舟云学术

Mutagenicity of N-acyloxy-N-alkoxyamides as an indicator of DNA intercalation part 1: evidence for naphthalene as a DNA intercalator

Published:2016 Issue:15 Volume:14 Page:3699-3714
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Banks Tony M.¹²³⁴⁵,Clay Samuel F.¹²³⁴⁵,Glover Stephen A.¹²³⁴⁵,Schumacher Rhiannon R.¹²³⁴⁵

Affiliation:

1. Chemistry Department

2. School of Science and Technology

3. University of New England

4. Armidale

5. Australia

Abstract

Naphthalene substituents enhance mutagenicity of N-acyloxy-N-alkoxyamides towards S. typhimurium TA100 to the extent of 4 log P, most likely through intercalative binding to DNA.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/OB/C6OB00162A

Reference63 articles.

1. Anomeric amides — Structure, properties and reactivity

2. S. A. Glover , in The Chemistry of Hydroxylamines, Oximes and Hydroxamic, Acids, Part 2, ed. Z. Rappoport and J. F. Liebman, Wiley, Chichester, 2009, pp. 839–923

3. Crystal structures and properties of mutagenic N-acyloxy-N-alkoxyamides — “most pyramidal” acyclic amides

4. S. A. Glover , in Adv. Phys. Org. Chem, ed. J. Richard, Elsevier, London, 2008, vol. 42, pp. 35–123

5. Structures ofN,N-Dialkoxyamides: Pyramidal Anomeric Amides with Low Amidicity

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