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Come-back of phenanthridine and phenanthridinium derivatives in the 21st century

Phenanthridine derivatives are one of the most intensively studied families of biologically active compounds with efficient DNA binding capability. Attracting attention since DNA structure discovery (1960s), they were early recognized as a symbol of DNA intercalative binding, for many decades applie...

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Autores principales: Tumir, Lidija-Marija, Radić Stojković, Marijana, Piantanida, Ivo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273281/
https://www.ncbi.nlm.nih.gov/pubmed/25550761
http://dx.doi.org/10.3762/bjoc.10.312
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author Tumir, Lidija-Marija
Radić Stojković, Marijana
Piantanida, Ivo
author_facet Tumir, Lidija-Marija
Radić Stojković, Marijana
Piantanida, Ivo
author_sort Tumir, Lidija-Marija
collection PubMed
description Phenanthridine derivatives are one of the most intensively studied families of biologically active compounds with efficient DNA binding capability. Attracting attention since DNA structure discovery (1960s), they were early recognized as a symbol of DNA intercalative binding, for many decades applied as gold-standard DNA- and RNA-fluorescent markers (ethidium bromide), probes for cell viability (propidium iodide), but also “ill-famed” for various toxic (genotoxic) and mutagenic effects. After two decades of low interest, the discovery of phenanthridine alkaloids and new studies of antiparasitic/antitumor properties of phenanthridine derivatives resulted in the strong increase of the scientific interest about the turn of this century. Here are summarized phenanthridine-related advances in the 21st century (2000-present period) with emphasis on the supramolecular interactions and bioorganic chemistry, as well as novel or improved synthetic approaches.
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spelling pubmed-42732812014-12-30 Come-back of phenanthridine and phenanthridinium derivatives in the 21st century Tumir, Lidija-Marija Radić Stojković, Marijana Piantanida, Ivo Beilstein J Org Chem Review Phenanthridine derivatives are one of the most intensively studied families of biologically active compounds with efficient DNA binding capability. Attracting attention since DNA structure discovery (1960s), they were early recognized as a symbol of DNA intercalative binding, for many decades applied as gold-standard DNA- and RNA-fluorescent markers (ethidium bromide), probes for cell viability (propidium iodide), but also “ill-famed” for various toxic (genotoxic) and mutagenic effects. After two decades of low interest, the discovery of phenanthridine alkaloids and new studies of antiparasitic/antitumor properties of phenanthridine derivatives resulted in the strong increase of the scientific interest about the turn of this century. Here are summarized phenanthridine-related advances in the 21st century (2000-present period) with emphasis on the supramolecular interactions and bioorganic chemistry, as well as novel or improved synthetic approaches. Beilstein-Institut 2014-12-10 /pmc/articles/PMC4273281/ /pubmed/25550761 http://dx.doi.org/10.3762/bjoc.10.312 Text en Copyright © 2014, Tumir et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Tumir, Lidija-Marija
Radić Stojković, Marijana
Piantanida, Ivo
Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title_full Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title_fullStr Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title_full_unstemmed Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title_short Come-back of phenanthridine and phenanthridinium derivatives in the 21st century
title_sort come-back of phenanthridine and phenanthridinium derivatives in the 21st century
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273281/
https://www.ncbi.nlm.nih.gov/pubmed/25550761
http://dx.doi.org/10.3762/bjoc.10.312
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