Cargando…
Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica
Bioassay-guided partition of the extract of the Red Sea sponge Pseudoceratina arabica and HPLC purification of the active fraction gave a psammaplysin dimer, psammaceratin A (1), along with psammaplysin A (2). The dimer comprises two units of psammaplysin A (2) connected via the terminal amines with...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399316/ https://www.ncbi.nlm.nih.gov/pubmed/34436272 http://dx.doi.org/10.3390/md19080433 |
_version_ | 1783745047427022848 |
---|---|
author | Youssef, Diaa T. A. Asfour, Hani Z. Shaala, Lamiaa A. |
author_facet | Youssef, Diaa T. A. Asfour, Hani Z. Shaala, Lamiaa A. |
author_sort | Youssef, Diaa T. A. |
collection | PubMed |
description | Bioassay-guided partition of the extract of the Red Sea sponge Pseudoceratina arabica and HPLC purification of the active fraction gave a psammaplysin dimer, psammaceratin A (1), along with psammaplysin A (2). The dimer comprises two units of psammaplysin A (2) connected via the terminal amines with an unprecedented (2Z,3Z)-2,3-bis(aminomethylene)succinamide moiety, and it represents the first dimer to be identified among the psammaplysin family. Data from 1D- and 2D-NMR and HRMS supported the chemical structures of the compounds. Psammaceratin A (1) and psammaplysin A (2) exhibited significant growth inhibition of HCT 116, HeLa, and MBA-MB-231 cells down to 3.1 μM. |
format | Online Article Text |
id | pubmed-8399316 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-83993162021-08-29 Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica Youssef, Diaa T. A. Asfour, Hani Z. Shaala, Lamiaa A. Mar Drugs Article Bioassay-guided partition of the extract of the Red Sea sponge Pseudoceratina arabica and HPLC purification of the active fraction gave a psammaplysin dimer, psammaceratin A (1), along with psammaplysin A (2). The dimer comprises two units of psammaplysin A (2) connected via the terminal amines with an unprecedented (2Z,3Z)-2,3-bis(aminomethylene)succinamide moiety, and it represents the first dimer to be identified among the psammaplysin family. Data from 1D- and 2D-NMR and HRMS supported the chemical structures of the compounds. Psammaceratin A (1) and psammaplysin A (2) exhibited significant growth inhibition of HCT 116, HeLa, and MBA-MB-231 cells down to 3.1 μM. MDPI 2021-07-29 /pmc/articles/PMC8399316/ /pubmed/34436272 http://dx.doi.org/10.3390/md19080433 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Youssef, Diaa T. A. Asfour, Hani Z. Shaala, Lamiaa A. Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title | Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title_full | Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title_fullStr | Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title_full_unstemmed | Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title_short | Psammaceratin A: A Cytotoxic Psammaplysin Dimer Featuring an Unprecedented (2Z,3Z)-2,3-Bis(aminomethylene)succinamide Backbone from the Red Sea Sponge Pseudoceratina arabica |
title_sort | psammaceratin a: a cytotoxic psammaplysin dimer featuring an unprecedented (2z,3z)-2,3-bis(aminomethylene)succinamide backbone from the red sea sponge pseudoceratina arabica |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399316/ https://www.ncbi.nlm.nih.gov/pubmed/34436272 http://dx.doi.org/10.3390/md19080433 |
work_keys_str_mv | AT youssefdiaata psammaceratinaacytotoxicpsammaplysindimerfeaturinganunprecedented2z3z23bisaminomethylenesuccinamidebackbonefromtheredseaspongepseudoceratinaarabica AT asfourhaniz psammaceratinaacytotoxicpsammaplysindimerfeaturinganunprecedented2z3z23bisaminomethylenesuccinamidebackbonefromtheredseaspongepseudoceratinaarabica AT shaalalamiaaa psammaceratinaacytotoxicpsammaplysindimerfeaturinganunprecedented2z3z23bisaminomethylenesuccinamidebackbonefromtheredseaspongepseudoceratinaarabica |