Cargando…

Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities

Over the last decades, many naturally occurring peptides have attracted the attention of medicinal chemists due to their promising applicability as pharmaceuticals or as models for drugs used in therapeutics. Marine peptides are chiral molecules comprising different amino acid residues. Therefore, i...

Descripción completa

Detalles Bibliográficos
Autores principales: Phyo, Ye’ Zaw, Ribeiro, João, Fernandes, Carla, Kijjoa, Anake, Pinto, Madalena M. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017543/
https://www.ncbi.nlm.nih.gov/pubmed/29385101
http://dx.doi.org/10.3390/molecules23020306
_version_ 1783334774065070080
author Phyo, Ye’ Zaw
Ribeiro, João
Fernandes, Carla
Kijjoa, Anake
Pinto, Madalena M. M.
author_facet Phyo, Ye’ Zaw
Ribeiro, João
Fernandes, Carla
Kijjoa, Anake
Pinto, Madalena M. M.
author_sort Phyo, Ye’ Zaw
collection PubMed
description Over the last decades, many naturally occurring peptides have attracted the attention of medicinal chemists due to their promising applicability as pharmaceuticals or as models for drugs used in therapeutics. Marine peptides are chiral molecules comprising different amino acid residues. Therefore, it is essential to establish the configuration of the stereogenic carbon of their amino acid constituents for a total characterization and further synthesis to obtain higher amount of the bioactive marine peptides or as a basis for structural modifications for more potent derivatives. Moreover, it is also a crucial issue taking into account the mechanisms of molecular recognition and the influence of molecular three-dimensionality in this process. In this review, a literature survey covering the report on the determination of absolute configuration of the amino acid residues of diverse marine peptides by chromatographic methodologies is presented. A brief summary of their biological activities was also included emphasizing to the most promising marine peptides. A case study describing an experience of our group was also included.
format Online
Article
Text
id pubmed-6017543
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-60175432018-11-13 Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities Phyo, Ye’ Zaw Ribeiro, João Fernandes, Carla Kijjoa, Anake Pinto, Madalena M. M. Molecules Review Over the last decades, many naturally occurring peptides have attracted the attention of medicinal chemists due to their promising applicability as pharmaceuticals or as models for drugs used in therapeutics. Marine peptides are chiral molecules comprising different amino acid residues. Therefore, it is essential to establish the configuration of the stereogenic carbon of their amino acid constituents for a total characterization and further synthesis to obtain higher amount of the bioactive marine peptides or as a basis for structural modifications for more potent derivatives. Moreover, it is also a crucial issue taking into account the mechanisms of molecular recognition and the influence of molecular three-dimensionality in this process. In this review, a literature survey covering the report on the determination of absolute configuration of the amino acid residues of diverse marine peptides by chromatographic methodologies is presented. A brief summary of their biological activities was also included emphasizing to the most promising marine peptides. A case study describing an experience of our group was also included. MDPI 2018-01-31 /pmc/articles/PMC6017543/ /pubmed/29385101 http://dx.doi.org/10.3390/molecules23020306 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Phyo, Ye’ Zaw
Ribeiro, João
Fernandes, Carla
Kijjoa, Anake
Pinto, Madalena M. M.
Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title_full Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title_fullStr Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title_full_unstemmed Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title_short Marine Natural Peptides: Determination of Absolute Configuration Using Liquid Chromatography Methods and Evaluation of Bioactivities
title_sort marine natural peptides: determination of absolute configuration using liquid chromatography methods and evaluation of bioactivities
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017543/
https://www.ncbi.nlm.nih.gov/pubmed/29385101
http://dx.doi.org/10.3390/molecules23020306
work_keys_str_mv AT phyoyezaw marinenaturalpeptidesdeterminationofabsoluteconfigurationusingliquidchromatographymethodsandevaluationofbioactivities
AT ribeirojoao marinenaturalpeptidesdeterminationofabsoluteconfigurationusingliquidchromatographymethodsandevaluationofbioactivities
AT fernandescarla marinenaturalpeptidesdeterminationofabsoluteconfigurationusingliquidchromatographymethodsandevaluationofbioactivities
AT kijjoaanake marinenaturalpeptidesdeterminationofabsoluteconfigurationusingliquidchromatographymethodsandevaluationofbioactivities
AT pintomadalenamm marinenaturalpeptidesdeterminationofabsoluteconfigurationusingliquidchromatographymethodsandevaluationofbioactivities