Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity
This study aims to investigate the pharmacokinetic properties, antinociceptive, and antioxidant activities of rubiscolin-6, soymorphin-6, and their <i>C</i>-terminal amides. Rubiscolin-6 and soymorphin-6 are two exhorphins derived from spinach and soybean, respectively. The four peptides...
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MDPI AG
2021-10-01
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| Series: | Biology and Life Sciences Forum |
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| Online Access: | https://www.mdpi.com/2673-9976/6/1/50 |
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| author | Azzurra Stefanucci Giancarlo Tenore Stefano Pieretti Paola Minosi Gokhan Zengin Chiara Sturaro Girolamo Calò Ettore Novellino Angelo Cichelli Adriano Mollica |
| author_facet | Azzurra Stefanucci Giancarlo Tenore Stefano Pieretti Paola Minosi Gokhan Zengin Chiara Sturaro Girolamo Calò Ettore Novellino Angelo Cichelli Adriano Mollica |
| author_sort | Azzurra Stefanucci |
| collection | DOAJ |
| description | This study aims to investigate the pharmacokinetic properties, antinociceptive, and antioxidant activities of rubiscolin-6, soymorphin-6, and their <i>C</i>-terminal amides. Rubiscolin-6 and soymorphin-6 are two exhorphins derived from spinach and soybean, respectively. The four peptides were synthesized following Fmoc-SPPS strategy to give the final peptides in excellent overall yields, and purity following an analytical RP-HPLC analysis. Rubiscolin-6-amide exhibits a significative antinociceptive effect after i.c.v. and s.c. administration. Rubiscolin-6 shows the best in vitro intestinal bioavailability in the CaCo2 cell monolayer, and stability to the brush border exopeptidases in the apical compartment. In silico experiments show the interaction of rubiscolin-6 and rubiscolin-6 amide at the binding cavity of DOR compared with the crystallographic ligand TIPP-NH<sub>2</sub>. |
| first_indexed | 2024-03-11T06:52:05Z |
| format | Article |
| id | doaj.art-ed2efabb001649ac9c7c77475cb31dd4 |
| institution | Directory Open Access Journal |
| issn | 2673-9976 |
| language | English |
| last_indexed | 2024-03-11T06:52:05Z |
| publishDate | 2021-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Biology and Life Sciences Forum |
| spelling | doaj.art-ed2efabb001649ac9c7c77475cb31dd42023-11-17T09:57:45ZengMDPI AGBiology and Life Sciences Forum2673-99762021-10-01615010.3390/Foods2021-11060Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological ActivityAzzurra Stefanucci0Giancarlo Tenore1Stefano Pieretti2Paola Minosi3Gokhan Zengin4Chiara Sturaro5Girolamo Calò6Ettore Novellino7Angelo Cichelli8Adriano Mollica9Dipartimento di Farmacia, Università di Chieti-Pescara “G. d’Annunzio”, Via dei Vestini 31, 66100 Chieti, ItalyDepartment of Pharmacy, University of Naples “Federico II”, Via D. Montesano 49, 80131 Naples, ItalyIstituto Superiore di Sanità, Centro Nazionale Ricerca e Valutazione Preclinica e Clinica dei Farmaci, Viale Regina Elena 299, 00161 Rome, ItalyIstituto Superiore di Sanità, Centro Nazionale Ricerca e Valutazione Preclinica e Clinica dei Farmaci, Viale Regina Elena 299, 00161 Rome, ItalyDepartment of Biology, Science Faculty, Selcuk University, Konya 42250, TurkeyDepartment of Medical Sciences, Section of Pharmacology, University of Ferrara, 44121 Ferrara, ItalyDepartment of Medical Sciences, Section of Pharmacology, University of Ferrara, 44121 Ferrara, ItalyNGN Healthcare-New Generation Nutraceuticals s.r.l., Torrette Via Nazionale 207, 83013 Mercogliano, ItalyDepartment of Innovative Technologies in Medicine and Dentistry, University of Chieti–Pescara “G. d’Annunzio”, Via dei Vestini 31, 66100 Chieti, ItalyDipartimento di Farmacia, Università di Chieti-Pescara “G. d’Annunzio”, Via dei Vestini 31, 66100 Chieti, ItalyThis study aims to investigate the pharmacokinetic properties, antinociceptive, and antioxidant activities of rubiscolin-6, soymorphin-6, and their <i>C</i>-terminal amides. Rubiscolin-6 and soymorphin-6 are two exhorphins derived from spinach and soybean, respectively. The four peptides were synthesized following Fmoc-SPPS strategy to give the final peptides in excellent overall yields, and purity following an analytical RP-HPLC analysis. Rubiscolin-6-amide exhibits a significative antinociceptive effect after i.c.v. and s.c. administration. Rubiscolin-6 shows the best in vitro intestinal bioavailability in the CaCo2 cell monolayer, and stability to the brush border exopeptidases in the apical compartment. In silico experiments show the interaction of rubiscolin-6 and rubiscolin-6 amide at the binding cavity of DOR compared with the crystallographic ligand TIPP-NH<sub>2</sub>.https://www.mdpi.com/2673-9976/6/1/50rubiscolinpeptidesGITabsorptionelimination |
| spellingShingle | Azzurra Stefanucci Giancarlo Tenore Stefano Pieretti Paola Minosi Gokhan Zengin Chiara Sturaro Girolamo Calò Ettore Novellino Angelo Cichelli Adriano Mollica Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity Biology and Life Sciences Forum rubiscolin peptides GIT absorption elimination |
| title | Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity |
| title_full | Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity |
| title_fullStr | Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity |
| title_full_unstemmed | Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity |
| title_short | Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity |
| title_sort | plant derived peptides rubiscolin 6 soymorphin 6 and their c terminal amide derivatives pharmacokinetic properties and biological activity |
| topic | rubiscolin peptides GIT absorption elimination |
| url | https://www.mdpi.com/2673-9976/6/1/50 |
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