A methacrylic hyaluronic acid derivative for potential application in oral treatment of celiac disease

Giovanna Pitarresi, Gaetano Giammona, Calogero Fiorica, Fabio Salvatore Palumbo, Daniela Triolo, Calogero Fiorica, Daniela Triolo, Fabio Salvatore Palumbo, Gaetano Giammona

Risultato della ricerca: Article

Abstract

Objective: Aim of this work was the synthesis of a methacrylic hyaluronic acid (HA) derivative and the production, via photocrosslinking, of related hydrogels loaded with an endopeptidase intended for a potential oral treatment of celiac disease. Methods: The methacrylic derivative of HA was prepared through a one-pot procedure involving the reaction with ethylenediamine (EDA) and methacrylic anhydride (MA). The obtained derivative, named HA-EDA-MA, was used to prepare photocrosslinked hydrogels loaded with a prolyl endopeptidase derived from Flavobacterium meningosepticum (PEP FM) able to detoxify gliadin. Obtained hydrogels were recovered as gels or freeze-dried powders. Results: Hydrogels obtained as freeze-dried powders, are able to protect loaded enzyme from degradation due to freeze-drying process and from alteration during storage, overall in the presence of a cryoprotectant. All photocrosslinked HA-EDA-MA hydrogels (gels and powders) release PEP FM in simulated intestinal fluid in sustained manner and in active form. HA-EDA-MA hydrogels are nontoxic as demonstrated through in vitro studies on BALB 3T3 cells. Conclusions: Prepared hydrogels show a potential application for oral treatment of celiac disease thanks to the possibility to release enzymes able to detoxify the gliadin peptide that induces the immunogenic response.
Lingua originaleEnglish
pagine (da-a)1480-1488
Numero di pagine9
RivistaDrug Development and Industrial Pharmacy
Volume43
Stato di pubblicazionePublished - 2017

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ethylenediamine
Hydrogels
Celiac Disease
Hyaluronic Acid
Derivatives
Anhydrides
prolyl oligopeptidase
Chryseobacterium
Powders
Gliadin
Therapeutics
Gels
BALB 3T3 Cells
Endopeptidases
Freeze Drying
Enzymes
methacrylic acid
Drying
Degradation
Peptides

All Science Journal Classification (ASJC) codes

  • Pharmaceutical Science
  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

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title = "A methacrylic hyaluronic acid derivative for potential application in oral treatment of celiac disease",
abstract = "Objective: Aim of this work was the synthesis of a methacrylic hyaluronic acid (HA) derivative and the production, via photocrosslinking, of related hydrogels loaded with an endopeptidase intended for a potential oral treatment of celiac disease. Methods: The methacrylic derivative of HA was prepared through a one-pot procedure involving the reaction with ethylenediamine (EDA) and methacrylic anhydride (MA). The obtained derivative, named HA-EDA-MA, was used to prepare photocrosslinked hydrogels loaded with a prolyl endopeptidase derived from Flavobacterium meningosepticum (PEP FM) able to detoxify gliadin. Obtained hydrogels were recovered as gels or freeze-dried powders. Results: Hydrogels obtained as freeze-dried powders, are able to protect loaded enzyme from degradation due to freeze-drying process and from alteration during storage, overall in the presence of a cryoprotectant. All photocrosslinked HA-EDA-MA hydrogels (gels and powders) release PEP FM in simulated intestinal fluid in sustained manner and in active form. HA-EDA-MA hydrogels are nontoxic as demonstrated through in vitro studies on BALB 3T3 cells. Conclusions: Prepared hydrogels show a potential application for oral treatment of celiac disease thanks to the possibility to release enzymes able to detoxify the gliadin peptide that induces the immunogenic response.",
keywords = "Oral; Animals; Celiac Disease; Ethylenediamines; Humans; Hyaluronic Acid; Hydrogels; Methacrylates; Mice; Serine Endopeptidases; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic Chemistry, celiac disease; Hyaluronic acid; oral enzyme release; prolyl endopeptidase; UV irradiation; Administration",
author = "Giovanna Pitarresi and Gaetano Giammona and Calogero Fiorica and Palumbo, {Fabio Salvatore} and Daniela Triolo and Calogero Fiorica and Daniela Triolo and Palumbo, {Fabio Salvatore} and Gaetano Giammona",
year = "2017",
language = "English",
volume = "43",
pages = "1480--1488",
journal = "Drug Development and Industrial Pharmacy",
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TY - JOUR

T1 - A methacrylic hyaluronic acid derivative for potential application in oral treatment of celiac disease

AU - Pitarresi, Giovanna

AU - Giammona, Gaetano

AU - Fiorica, Calogero

AU - Palumbo, Fabio Salvatore

AU - Triolo, Daniela

AU - Fiorica, Calogero

AU - Triolo, Daniela

AU - Palumbo, Fabio Salvatore

AU - Giammona, Gaetano

PY - 2017

Y1 - 2017

N2 - Objective: Aim of this work was the synthesis of a methacrylic hyaluronic acid (HA) derivative and the production, via photocrosslinking, of related hydrogels loaded with an endopeptidase intended for a potential oral treatment of celiac disease. Methods: The methacrylic derivative of HA was prepared through a one-pot procedure involving the reaction with ethylenediamine (EDA) and methacrylic anhydride (MA). The obtained derivative, named HA-EDA-MA, was used to prepare photocrosslinked hydrogels loaded with a prolyl endopeptidase derived from Flavobacterium meningosepticum (PEP FM) able to detoxify gliadin. Obtained hydrogels were recovered as gels or freeze-dried powders. Results: Hydrogels obtained as freeze-dried powders, are able to protect loaded enzyme from degradation due to freeze-drying process and from alteration during storage, overall in the presence of a cryoprotectant. All photocrosslinked HA-EDA-MA hydrogels (gels and powders) release PEP FM in simulated intestinal fluid in sustained manner and in active form. HA-EDA-MA hydrogels are nontoxic as demonstrated through in vitro studies on BALB 3T3 cells. Conclusions: Prepared hydrogels show a potential application for oral treatment of celiac disease thanks to the possibility to release enzymes able to detoxify the gliadin peptide that induces the immunogenic response.

AB - Objective: Aim of this work was the synthesis of a methacrylic hyaluronic acid (HA) derivative and the production, via photocrosslinking, of related hydrogels loaded with an endopeptidase intended for a potential oral treatment of celiac disease. Methods: The methacrylic derivative of HA was prepared through a one-pot procedure involving the reaction with ethylenediamine (EDA) and methacrylic anhydride (MA). The obtained derivative, named HA-EDA-MA, was used to prepare photocrosslinked hydrogels loaded with a prolyl endopeptidase derived from Flavobacterium meningosepticum (PEP FM) able to detoxify gliadin. Obtained hydrogels were recovered as gels or freeze-dried powders. Results: Hydrogels obtained as freeze-dried powders, are able to protect loaded enzyme from degradation due to freeze-drying process and from alteration during storage, overall in the presence of a cryoprotectant. All photocrosslinked HA-EDA-MA hydrogels (gels and powders) release PEP FM in simulated intestinal fluid in sustained manner and in active form. HA-EDA-MA hydrogels are nontoxic as demonstrated through in vitro studies on BALB 3T3 cells. Conclusions: Prepared hydrogels show a potential application for oral treatment of celiac disease thanks to the possibility to release enzymes able to detoxify the gliadin peptide that induces the immunogenic response.

KW - Oral; Animals; Celiac Disease; Ethylenediamines; Humans; Hyaluronic Acid; Hydrogels; Methacrylates; Mice; Serine Endopeptidases; Pharmacology; Drug Discovery3003 Pharmaceutical Science; Organic Chemistry

KW - celiac disease; Hyaluronic acid; oral enzyme release; prolyl endopeptidase; UV irradiation; Administration

UR - http://hdl.handle.net/10447/247293

UR - http://www.tandfonline.com/loi/iddi20#.Vmuk8Lfovcs

M3 - Article

VL - 43

SP - 1480

EP - 1488

JO - Drug Development and Industrial Pharmacy

JF - Drug Development and Industrial Pharmacy

SN - 0363-9045

ER -