PMID- 32197438 OWN - NLM STAT- PubMed-not-MEDLINE LR - 20200928 IS - 2076-3921 (Print) IS - 2076-3921 (Electronic) IS - 2076-3921 (Linking) VI - 9 IP - 3 DP - 2020 Mar 18 TI - Gelatin-Based Hydrogels for the Controlled Release of 5,6-Dihydroxyindole-2-Carboxylic Acid, a Melanin-Related Metabolite with Potent Antioxidant Activity. LID - 10.3390/antiox9030245 [doi] LID - 245 AB - The ability of gelatin-based hydrogels of incorporating and releasing under controlled conditions 5,6-dihydroxyindole-2-carboxylic acid (DHICA), a melanin-related metabolite endowed with marked antioxidant properties was investigated. The methyl ester of DHICA, MeDHICA, was also tested in view of its higher stability, and different solubility profile. Three types of gelatin-based hydrogels were prepared: pristine porcine skin type A gelatin (HGel-A), a pristine gelatin cross-linked by amide coupling of lysines and glutamic/aspartic acids (HGel-B), and a gelatin/chitosan blend (HGel-C). HGel-B and HGel-C differed in the swelling behavior, showed satisfactorily high mechanical strength at physiological temperatures and well-defined morphology. The extent of incorporation into all the gelatins tested using a 10% w/w indole to gelatin ratio was very satisfactory ranging from 60 to 90% for either indoles. The kinetics of indole release under conditions of physiological relevance was evaluated up to 72 h. The highest values were obtained with HGel-B and HGel-C for MeDHICA (90% after 6 h), and an appreciable release was observed for DHICA reaching 30% and 40% at 6 h for HGel-B and HGel-C, respectively. At 72 h, DHICA and MeDHICA were released at around 30% from HGel-A at pH 7.4, with an increase up to 40% at pH 5.5 in the case of DHICA. DHICA incorporated into HGel-B proved fairly stable over 6 h whereas the free compound at the same concentration was almost completely oxidized. The antioxidant power of the indole loaded gelatins was monitored by chemical assays and proved unaltered even after prolonged storage in air, suggesting that the materials could be prepared in advance with respect to their use without alteration of their efficacy. FAU - Alfieri, Maria Laura AU - Alfieri ML AD - Department of Chemical Sciences, University of Naples Federico II, I-80126 Naples, Italy. FAU - Pilotta, Giovanni AU - Pilotta G AD - Department of Biotechnology and Biosciences, University of Milano-Bicocca, I-20126 Milan, Italy. FAU - Panzella, Lucia AU - Panzella L AUID- ORCID: 0000-0002-2662-8205 AD - Department of Chemical Sciences, University of Naples Federico II, I-80126 Naples, Italy. FAU - Cipolla, Laura AU - Cipolla L AUID- ORCID: 0000-0003-2678-8329 AD - Department of Biotechnology and Biosciences, University of Milano-Bicocca, I-20126 Milan, Italy. FAU - Napolitano, Alessandra AU - Napolitano A AUID- ORCID: 0000-0003-0507-5370 AD - Department of Chemical Sciences, University of Naples Federico II, I-80126 Naples, Italy. LA - eng PT - Journal Article DEP - 20200318 PL - Switzerland TA - Antioxidants (Basel) JT - Antioxidants (Basel, Switzerland) JID - 101668981 PMC - PMC7139803 OTO - NOTNLM OT - 5,6-dihydroxyindole-2-carboxylic acid OT - antioxidant activity OT - controlled release OT - cross-linked hydrogel OT - gelatin COIS- The authors declare no conflict of interest. EDAT- 2020/03/22 06:00 MHDA- 2020/03/22 06:01 PMCR- 2020/03/18 CRDT- 2020/03/22 06:00 PHST- 2020/02/27 00:00 [received] PHST- 2020/03/13 00:00 [revised] PHST- 2020/03/16 00:00 [accepted] PHST- 2020/03/22 06:00 [entrez] PHST- 2020/03/22 06:00 [pubmed] PHST- 2020/03/22 06:01 [medline] PHST- 2020/03/18 00:00 [pmc-release] AID - antiox9030245 [pii] AID - antioxidants-09-00245 [pii] AID - 10.3390/antiox9030245 [doi] PST - epublish SO - Antioxidants (Basel). 2020 Mar 18;9(3):245. doi: 10.3390/antiox9030245.