Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity

Cyclodipeptides (CDPs) or diketopiperazines (DKPs) are often found in nature and in foodstuff and beverages and have attracted great interest for their bioactivities, biocompatibility, and biodegradability. In the laboratory, they can be prepared by green procedures, such as microwave-assisted cycli...

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Main Authors: Veronica Mosetti, Beatrice Rosetti, Giovanni Pierri, Ottavia Bellotto, Simone Adorinni, Antonella Bandiera, Gianpiero Adami, Consiglia Tedesco, Matteo Crosera, Greta Camilla Magnano, Silvia Marchesan
Format: Article
Language:English
Published: MDPI AG 2022-09-01
Series:Biomedicines
Subjects:
Online Access:https://www.mdpi.com/2227-9059/10/10/2342
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author Veronica Mosetti
Beatrice Rosetti
Giovanni Pierri
Ottavia Bellotto
Simone Adorinni
Antonella Bandiera
Gianpiero Adami
Consiglia Tedesco
Matteo Crosera
Greta Camilla Magnano
Silvia Marchesan
author_facet Veronica Mosetti
Beatrice Rosetti
Giovanni Pierri
Ottavia Bellotto
Simone Adorinni
Antonella Bandiera
Gianpiero Adami
Consiglia Tedesco
Matteo Crosera
Greta Camilla Magnano
Silvia Marchesan
author_sort Veronica Mosetti
collection DOAJ
description Cyclodipeptides (CDPs) or diketopiperazines (DKPs) are often found in nature and in foodstuff and beverages and have attracted great interest for their bioactivities, biocompatibility, and biodegradability. In the laboratory, they can be prepared by green procedures, such as microwave-assisted cyclization of linear dipeptides in water, as performed in this study. In particular, five CDPs were prepared and characterized by a variety of methods, including NMR and ESI-MS spectroscopies and single-crystal X-ray diffraction (XRD), and their cytocompatibility and anti-aging activity was tested in vitro, as well as their ability to penetrate the different layers of the skin. Although their mechanism of action remains to be elucidated, this proof-of-concept study lays the basis for their future use in anti-age cosmetic applications.
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spelling doaj.art-cbcbadf1568e40daab7e106334626bf62023-11-23T23:01:29ZengMDPI AGBiomedicines2227-90592022-09-011010234210.3390/biomedicines10102342Cyclodipeptides: From Their Green Synthesis to Anti-Age ActivityVeronica Mosetti0Beatrice Rosetti1Giovanni Pierri2Ottavia Bellotto3Simone Adorinni4Antonella Bandiera5Gianpiero Adami6Consiglia Tedesco7Matteo Crosera8Greta Camilla Magnano9Silvia Marchesan10Chemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyDepartment of Chemistry and Biology “A. Zambelli”, University of Salerno, 84084 Fisciano, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyLife Sciences Department, University of Trieste, 34127 Trieste, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyDepartment of Chemistry and Biology “A. Zambelli”, University of Salerno, 84084 Fisciano, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyChemical and Pharmaceutical Sciences Department, University of Trieste, 34127 Trieste, ItalyCyclodipeptides (CDPs) or diketopiperazines (DKPs) are often found in nature and in foodstuff and beverages and have attracted great interest for their bioactivities, biocompatibility, and biodegradability. In the laboratory, they can be prepared by green procedures, such as microwave-assisted cyclization of linear dipeptides in water, as performed in this study. In particular, five CDPs were prepared and characterized by a variety of methods, including NMR and ESI-MS spectroscopies and single-crystal X-ray diffraction (XRD), and their cytocompatibility and anti-aging activity was tested in vitro, as well as their ability to penetrate the different layers of the skin. Although their mechanism of action remains to be elucidated, this proof-of-concept study lays the basis for their future use in anti-age cosmetic applications.https://www.mdpi.com/2227-9059/10/10/2342cyclodipeptidesdiketopiperazinesanti-agecosmeticspeptidesgreen synthesis
spellingShingle Veronica Mosetti
Beatrice Rosetti
Giovanni Pierri
Ottavia Bellotto
Simone Adorinni
Antonella Bandiera
Gianpiero Adami
Consiglia Tedesco
Matteo Crosera
Greta Camilla Magnano
Silvia Marchesan
Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
Biomedicines
cyclodipeptides
diketopiperazines
anti-age
cosmetics
peptides
green synthesis
title Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
title_full Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
title_fullStr Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
title_full_unstemmed Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
title_short Cyclodipeptides: From Their Green Synthesis to Anti-Age Activity
title_sort cyclodipeptides from their green synthesis to anti age activity
topic cyclodipeptides
diketopiperazines
anti-age
cosmetics
peptides
green synthesis
url https://www.mdpi.com/2227-9059/10/10/2342
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