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Abstract

Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity †

by
Azzurra Stefanucci
1,*,
Giancarlo Tenore
2,
Stefano Pieretti
3,
Paola Minosi
3,
Gokhan Zengin
4,
Chiara Sturaro
5,
Girolamo Calò
5,
Ettore Novellino
6,
Angelo Cichelli
7 and
Adriano Mollica
1
1
Dipartimento di Farmacia, Università di Chieti-Pescara “G. d’Annunzio”, Via dei Vestini 31, 66100 Chieti, Italy
2
Department of Pharmacy, University of Naples “Federico II”, Via D. Montesano 49, 80131 Naples, Italy
3
Istituto Superiore di Sanità, Centro Nazionale Ricerca e Valutazione Preclinica e Clinica dei Farmaci, Viale Regina Elena 299, 00161 Rome, Italy
4
Department of Biology, Science Faculty, Selcuk University, Konya 42250, Turkey
5
Department of Medical Sciences, Section of Pharmacology, University of Ferrara, 44121 Ferrara, Italy
6
NGN Healthcare-New Generation Nutraceuticals s.r.l., Torrette Via Nazionale 207, 83013 Mercogliano, Italy
7
Department of Innovative Technologies in Medicine and Dentistry, University of Chieti–Pescara “G. d’Annunzio”, Via dei Vestini 31, 66100 Chieti, Italy
*
Author to whom correspondence should be addressed.
†
Presented at the 2nd International Electronic Conference on Foods—Future Foods and Food Technologies for a Sustainable World, 15–30 October 2021; Available online: https://foods2021.sciforum.net/.
Biol. Life Sci. Forum 2021, 6(1), 50; https://doi.org/10.3390/Foods2021-11060
Published: 14 October 2021
(This article belongs to the Proceedings of The 2nd International Electronic Conference on Foods—“Future Foods and Food Technologies for a Sustainable World”)
Versions Notes

Abstract

:
This study aims to investigate the pharmacokinetic properties, antinociceptive, and antioxidant activities of rubiscolin-6, soymorphin-6, and their C-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-NH2.

Supplementary Materials

The following supporting information can be downloaded at: https://www.mdpi.com/article/10.3390/Foods2021-11060/s1. Poster: Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity.

Author Contributions

Conceptualization, A.M. and A.S.; methodology, E.N.; validation, G.Z., C.S.; G.C.; investigation, S.P. and P.M.; data curation, G.T.; writing-original draft preparation, A.S.; writing-review and editing, A.M. and A.C. All authors have read and agreed to the published version of the manuscript.

Funding

This research received no external funding.

Institutional Review Board Statement

Not applicable.

Data Availability Statement

Not applicable.

Informed Consent Statement

Not applicable.

Conflicts of Interest

The authors declare no conflict of interest.
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Share and Cite

MDPI and ACS Style

Stefanucci, A.; Tenore, G.; Pieretti, S.; Minosi, P.; Zengin, G.; Sturaro, C.; Calò, G.; Novellino, E.; Cichelli, A.; Mollica, A. Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity. Biol. Life Sci. Forum 2021, 6, 50. https://doi.org/10.3390/Foods2021-11060

AMA Style

Stefanucci A, Tenore G, Pieretti S, Minosi P, Zengin G, Sturaro C, Calò G, Novellino E, Cichelli A, Mollica A. Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity. Biology and Life Sciences Forum. 2021; 6(1):50. https://doi.org/10.3390/Foods2021-11060

Chicago/Turabian Style

Stefanucci, Azzurra, Giancarlo Tenore, Stefano Pieretti, Paola Minosi, Gokhan Zengin, Chiara Sturaro, Girolamo Calò, Ettore Novellino, Angelo Cichelli, and Adriano Mollica. 2021. "Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity" Biology and Life Sciences Forum 6, no. 1: 50. https://doi.org/10.3390/Foods2021-11060

APA Style

Stefanucci, A., Tenore, G., Pieretti, S., Minosi, P., Zengin, G., Sturaro, C., Calò, G., Novellino, E., Cichelli, A., & Mollica, A. (2021). Plant-Derived Peptides Rubiscolin-6, Soymorphin-6 and Their C-Terminal Amide Derivatives: Pharmacokinetic Properties and Biological Activity. Biology and Life Sciences Forum, 6(1), 50. https://doi.org/10.3390/Foods2021-11060

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