Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier
Bio-based compounds are a leading direction in the context of the increased demand for these materials due to the numerous advantages associated with their use over conventional materials, which hardly degrade in the environment. At the same time, the use of essential oils and their components is ge...
Main Authors: | , , , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2021-04-01
|
Series: | Pharmaceutics |
Subjects: | |
Online Access: | https://www.mdpi.com/1999-4923/13/4/477 |
_version_ | 1797539190698672128 |
---|---|
author | Aurica P. Chiriac Alina Gabriela Rusu Loredana Elena Nita Ana-Maria Macsim Nita Tudorachi Irina Rosca Iuliana Stoica Daniel Tampu Magdalena Aflori Florica Doroftei |
author_facet | Aurica P. Chiriac Alina Gabriela Rusu Loredana Elena Nita Ana-Maria Macsim Nita Tudorachi Irina Rosca Iuliana Stoica Daniel Tampu Magdalena Aflori Florica Doroftei |
author_sort | Aurica P. Chiriac |
collection | DOAJ |
description | Bio-based compounds are a leading direction in the context of the increased demand for these materials due to the numerous advantages associated with their use over conventional materials, which hardly degrade in the environment. At the same time, the use of essential oils and their components is generated mainly by finding alternative solutions to antibiotics and synthetic preservatives due to their bioactive characteristics, but also to their synergistic capacity during the manifestation of different biological properties. The present study is devoted to poly(ethylene brassylate-co-squaric acid) (PEBSA), synthesis and its use for thymol encapsulation and antibacterial system formation. The synthesized copolymer, performed through ethylene brassylate macrolactone ring-opening and copolymerization with squaric acid, was physicochemical characterized. Its amphiphilic character allowed the entrapment of thymol (Ty), a natural monoterpenoid phenol found in oil of thyme, a compound with strong antiseptic properties. The copolymer chemical structure was confirmed by spectroscopic analyses. Thermal analysis evidenced a good thermal stability for the copolymer. Additionally, the antimicrobial activity of PEBSA_Ty complex was investigated against eight different reference strains namely: bacterial strains—<i>Staphylococcus aureus</i> ATCC25923, <i>Escherichia coli</i> ATCC25922, <i>Enterococcus faecalis</i> ATCC 29212, <i>Klebsiella pneumonie</i> ATCC 10031 and <i>Salmonella typhimurium</i> ATCC 14028, yeast strains represented by <i>Candida albicans</i> ATCC10231 and <i>Candida glabrata</i> ATCC 2001, and the fungal strain <i>Aspergillus brasiliensis</i> ATCC9642. |
first_indexed | 2024-03-10T12:41:43Z |
format | Article |
id | doaj.art-91d93880352a425d9c547c236a2bad1d |
institution | Directory Open Access Journal |
issn | 1999-4923 |
language | English |
last_indexed | 2024-03-10T12:41:43Z |
publishDate | 2021-04-01 |
publisher | MDPI AG |
record_format | Article |
series | Pharmaceutics |
spelling | doaj.art-91d93880352a425d9c547c236a2bad1d2023-11-21T13:48:00ZengMDPI AGPharmaceutics1999-49232021-04-0113447710.3390/pharmaceutics13040477Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil CarrierAurica P. Chiriac0Alina Gabriela Rusu1Loredana Elena Nita2Ana-Maria Macsim3Nita Tudorachi4Irina Rosca5Iuliana Stoica6Daniel Tampu7Magdalena Aflori8Florica Doroftei9Department of Natural Polymers, Bioactive and Biocompatible Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Natural Polymers, Bioactive and Biocompatible Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Natural Polymers, Bioactive and Biocompatible Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Polycondensation and Thermostable Polymers, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Natural Polymers, Bioactive and Biocompatible Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaCenter of Advanced Research in Bionanoconjugates and Biopolymers, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Physical Chemistry of Polymers, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Physical Chemistry of Polymers, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Physics of Polymers and Polymeric Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaDepartment of Physics of Polymers and Polymeric Materials, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, RomaniaBio-based compounds are a leading direction in the context of the increased demand for these materials due to the numerous advantages associated with their use over conventional materials, which hardly degrade in the environment. At the same time, the use of essential oils and their components is generated mainly by finding alternative solutions to antibiotics and synthetic preservatives due to their bioactive characteristics, but also to their synergistic capacity during the manifestation of different biological properties. The present study is devoted to poly(ethylene brassylate-co-squaric acid) (PEBSA), synthesis and its use for thymol encapsulation and antibacterial system formation. The synthesized copolymer, performed through ethylene brassylate macrolactone ring-opening and copolymerization with squaric acid, was physicochemical characterized. Its amphiphilic character allowed the entrapment of thymol (Ty), a natural monoterpenoid phenol found in oil of thyme, a compound with strong antiseptic properties. The copolymer chemical structure was confirmed by spectroscopic analyses. Thermal analysis evidenced a good thermal stability for the copolymer. Additionally, the antimicrobial activity of PEBSA_Ty complex was investigated against eight different reference strains namely: bacterial strains—<i>Staphylococcus aureus</i> ATCC25923, <i>Escherichia coli</i> ATCC25922, <i>Enterococcus faecalis</i> ATCC 29212, <i>Klebsiella pneumonie</i> ATCC 10031 and <i>Salmonella typhimurium</i> ATCC 14028, yeast strains represented by <i>Candida albicans</i> ATCC10231 and <i>Candida glabrata</i> ATCC 2001, and the fungal strain <i>Aspergillus brasiliensis</i> ATCC9642.https://www.mdpi.com/1999-4923/13/4/477bio-based copolymersethylene brassylatesquaric acidring-opening copolymerizationthymolantimicrobial activity |
spellingShingle | Aurica P. Chiriac Alina Gabriela Rusu Loredana Elena Nita Ana-Maria Macsim Nita Tudorachi Irina Rosca Iuliana Stoica Daniel Tampu Magdalena Aflori Florica Doroftei Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier Pharmaceutics bio-based copolymers ethylene brassylate squaric acid ring-opening copolymerization thymol antimicrobial activity |
title | Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier |
title_full | Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier |
title_fullStr | Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier |
title_full_unstemmed | Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier |
title_short | Synthesis of Poly(Ethylene Brassylate-Co-squaric Acid) as Potential Essential Oil Carrier |
title_sort | synthesis of poly ethylene brassylate co squaric acid as potential essential oil carrier |
topic | bio-based copolymers ethylene brassylate squaric acid ring-opening copolymerization thymol antimicrobial activity |
url | https://www.mdpi.com/1999-4923/13/4/477 |
work_keys_str_mv | AT auricapchiriac synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT alinagabrielarusu synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT loredanaelenanita synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT anamariamacsim synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT nitatudorachi synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT irinarosca synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT iulianastoica synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT danieltampu synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT magdalenaaflori synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier AT floricadoroftei synthesisofpolyethylenebrassylatecosquaricacidaspotentialessentialoilcarrier |