Cargando…

Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy

Porphyrins are a ubiquitous large class of naturally occurring macrocyclic compounds with many significant biological representatives comprising heme and chlorophyll. Some novel adaptable methods for the synthesis of free-based porphyrins as promising sensitizers for the use in photo-dynamic therapy...

Descripción completa

Detalles Bibliográficos
Autores principales: Rostami, Mahboubeh, Rafiee, Leila, Hassanzadeh, Farshid, Dadrass, Ali Reza, Khodarahmi, Ghadam Ali
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Medknow Publications & Media Pvt Ltd 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4698861/
https://www.ncbi.nlm.nih.gov/pubmed/26779270
_version_ 1782408098748563456
author Rostami, Mahboubeh
Rafiee, Leila
Hassanzadeh, Farshid
Dadrass, Ali Reza
Khodarahmi, Ghadam Ali
author_facet Rostami, Mahboubeh
Rafiee, Leila
Hassanzadeh, Farshid
Dadrass, Ali Reza
Khodarahmi, Ghadam Ali
author_sort Rostami, Mahboubeh
collection PubMed
description Porphyrins are a ubiquitous large class of naturally occurring macrocyclic compounds with many significant biological representatives comprising heme and chlorophyll. Some novel adaptable methods for the synthesis of free-based porphyrins as promising sensitizers for the use in photo-dynamic therapy by the virtue of their known tumor affinity, low dark cytotoxicity, and easy synthesis in good to high yields have already been discussed. In the present study, two new porphyrins including TAPFA, as a novel folic acid targeted porphyrin sensitizer, and TAP-Schiff base, as a novel sensitizer with better light absorption, were prepared for the first time and their structures were confirmed by (1)H NMR, (13)C NMR, FT-IR and UV-Vis spectroscopy as well as CHNS analysis. The compounds were metalized with Zn(II) and Fe(II) metal ions to study how the metal ions can improve the light absorption wavelength and their water solubility. The structures of metalized compounds were also confirmed by FT-IR and UV-Vis spectroscopy.
format Online
Article
Text
id pubmed-4698861
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher Medknow Publications & Media Pvt Ltd
record_format MEDLINE/PubMed
spelling pubmed-46988612016-01-15 Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy Rostami, Mahboubeh Rafiee, Leila Hassanzadeh, Farshid Dadrass, Ali Reza Khodarahmi, Ghadam Ali Res Pharm Sci Original Article Porphyrins are a ubiquitous large class of naturally occurring macrocyclic compounds with many significant biological representatives comprising heme and chlorophyll. Some novel adaptable methods for the synthesis of free-based porphyrins as promising sensitizers for the use in photo-dynamic therapy by the virtue of their known tumor affinity, low dark cytotoxicity, and easy synthesis in good to high yields have already been discussed. In the present study, two new porphyrins including TAPFA, as a novel folic acid targeted porphyrin sensitizer, and TAP-Schiff base, as a novel sensitizer with better light absorption, were prepared for the first time and their structures were confirmed by (1)H NMR, (13)C NMR, FT-IR and UV-Vis spectroscopy as well as CHNS analysis. The compounds were metalized with Zn(II) and Fe(II) metal ions to study how the metal ions can improve the light absorption wavelength and their water solubility. The structures of metalized compounds were also confirmed by FT-IR and UV-Vis spectroscopy. Medknow Publications & Media Pvt Ltd 2015 /pmc/articles/PMC4698861/ /pubmed/26779270 Text en Copyright: © Research in Pharmaceutical Sciences http://creativecommons.org/licenses/by-nc-sa/3.0 This is an open access article distributed under the terms of the Creative Commons Attribution-NonCommercial-ShareAlike 3.0 License, which allows others to remix, tweak, and build upon the work non-commercially, as long as the author is credited and the new creations are licensed under the identical terms.
spellingShingle Original Article
Rostami, Mahboubeh
Rafiee, Leila
Hassanzadeh, Farshid
Dadrass, Ali Reza
Khodarahmi, Ghadam Ali
Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title_full Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title_fullStr Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title_full_unstemmed Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title_short Synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
title_sort synthesis of some new porphyrins and their metalloderivatives as potential sensitizers in photo-dynamic therapy
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4698861/
https://www.ncbi.nlm.nih.gov/pubmed/26779270
work_keys_str_mv AT rostamimahboubeh synthesisofsomenewporphyrinsandtheirmetalloderivativesaspotentialsensitizersinphotodynamictherapy
AT rafieeleila synthesisofsomenewporphyrinsandtheirmetalloderivativesaspotentialsensitizersinphotodynamictherapy
AT hassanzadehfarshid synthesisofsomenewporphyrinsandtheirmetalloderivativesaspotentialsensitizersinphotodynamictherapy
AT dadrassalireza synthesisofsomenewporphyrinsandtheirmetalloderivativesaspotentialsensitizersinphotodynamictherapy
AT khodarahmighadamali synthesisofsomenewporphyrinsandtheirmetalloderivativesaspotentialsensitizersinphotodynamictherapy