Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels
Grapefruit (Citrus × paradisi Macf.) peel, a by-product of the citrus-processing industry, possesses an important economic value due to the richness of bioactive compounds. In this study, boron-linked covalent organic frameworks integrated with molecularly imprinted polymers (CMIPs) were developed v...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2024-03-01
|
| Series: | Food Chemistry: X |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2590157523005503 |
| _version_ | 1797244895952371712 |
|---|---|
| author | Xiumei Chen Yingying Sheng Jinxin Che Okwong Oketch Reymick Nengguo Tao |
| author_facet | Xiumei Chen Yingying Sheng Jinxin Che Okwong Oketch Reymick Nengguo Tao |
| author_sort | Xiumei Chen |
| collection | DOAJ |
| description | Grapefruit (Citrus × paradisi Macf.) peel, a by-product of the citrus-processing industry, possesses an important economic value due to the richness of bioactive compounds. In this study, boron-linked covalent organic frameworks integrated with molecularly imprinted polymers (CMIPs) were developed via a facile one-pot bulk polymerization approach for the selective extraction of naringenin from grapefruit peel extract. The obtained CMIPs possessed a three-dimensional network structure with uniform pore size distribution, large surface areas (476 m2/g), and high crystallinity. Benefiting from the hybrid functional monomer APTES-MAA, the acylamino group can coordinate with the boronate ligands of the boroxine-based framework to form B-N bands, facilitating the integration of imprinted cavities with the aromatic skeleton. The composite materials exhibited a high adsorption capacity of 153.65 mg/g, and a short adsorption equilibrium time of 30 min for naringenin, together with favorable selectivity towards other flavonoid analogues. Additionally, the CMIPs captured the template molecules through π–π* interaction and hydrogen bonding, as verified by FT-IR and XPS. Furthermore, they had good performance when employed to enrich naringenin in grapefruit peels extract compared with the common adsorbent materials including AB-8, D101, cationic exchange resin, and active carbon. This research highlights the potential of CMIPs composite materials as a promising alternative adsorbent for naringenin extraction from grapefruit peel. |
| first_indexed | 2024-03-08T14:34:48Z |
| format | Article |
| id | doaj.art-28335e212d454ead8da402de6dc4041e |
| institution | Directory Open Access Journal |
| issn | 2590-1575 |
| language | English |
| last_indexed | 2024-04-24T19:18:17Z |
| publishDate | 2024-03-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Food Chemistry: X |
| spelling | doaj.art-28335e212d454ead8da402de6dc4041e2024-03-26T04:27:12ZengElsevierFood Chemistry: X2590-15752024-03-0121101107Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peelsXiumei Chen0Yingying Sheng1Jinxin Che2Okwong Oketch Reymick3Nengguo Tao4School of Chemical Engineering, Xiangtan University, Xiangtan 411105, PR ChinaSchool of Chemical Engineering, Xiangtan University, Xiangtan 411105, PR ChinaCorresponding authors.; School of Chemical Engineering, Xiangtan University, Xiangtan 411105, PR ChinaSchool of Chemical Engineering, Xiangtan University, Xiangtan 411105, PR ChinaCorresponding authors.; School of Chemical Engineering, Xiangtan University, Xiangtan 411105, PR ChinaGrapefruit (Citrus × paradisi Macf.) peel, a by-product of the citrus-processing industry, possesses an important economic value due to the richness of bioactive compounds. In this study, boron-linked covalent organic frameworks integrated with molecularly imprinted polymers (CMIPs) were developed via a facile one-pot bulk polymerization approach for the selective extraction of naringenin from grapefruit peel extract. The obtained CMIPs possessed a three-dimensional network structure with uniform pore size distribution, large surface areas (476 m2/g), and high crystallinity. Benefiting from the hybrid functional monomer APTES-MAA, the acylamino group can coordinate with the boronate ligands of the boroxine-based framework to form B-N bands, facilitating the integration of imprinted cavities with the aromatic skeleton. The composite materials exhibited a high adsorption capacity of 153.65 mg/g, and a short adsorption equilibrium time of 30 min for naringenin, together with favorable selectivity towards other flavonoid analogues. Additionally, the CMIPs captured the template molecules through π–π* interaction and hydrogen bonding, as verified by FT-IR and XPS. Furthermore, they had good performance when employed to enrich naringenin in grapefruit peels extract compared with the common adsorbent materials including AB-8, D101, cationic exchange resin, and active carbon. This research highlights the potential of CMIPs composite materials as a promising alternative adsorbent for naringenin extraction from grapefruit peel.http://www.sciencedirect.com/science/article/pii/S2590157523005503Grapefruit peelNaringeninMolecularly imprinted polymersCovalent organic frameworkSelective adsorption |
| spellingShingle | Xiumei Chen Yingying Sheng Jinxin Che Okwong Oketch Reymick Nengguo Tao Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels Food Chemistry: X Grapefruit peel Naringenin Molecularly imprinted polymers Covalent organic framework Selective adsorption |
| title | Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels |
| title_full | Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels |
| title_fullStr | Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels |
| title_full_unstemmed | Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels |
| title_short | Integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit (Citrus × paradisi Macf.) peels |
| title_sort | integration of covalent organic frameworks and molecularly imprinted polymers for selective extraction of flavonoid naringenin from grapefruit citrus paradisi macf peels |
| topic | Grapefruit peel Naringenin Molecularly imprinted polymers Covalent organic framework Selective adsorption |
| url | http://www.sciencedirect.com/science/article/pii/S2590157523005503 |
| work_keys_str_mv | AT xiumeichen integrationofcovalentorganicframeworksandmolecularlyimprintedpolymersforselectiveextractionofflavonoidnaringeninfromgrapefruitcitrusparadisimacfpeels AT yingyingsheng integrationofcovalentorganicframeworksandmolecularlyimprintedpolymersforselectiveextractionofflavonoidnaringeninfromgrapefruitcitrusparadisimacfpeels AT jinxinche integrationofcovalentorganicframeworksandmolecularlyimprintedpolymersforselectiveextractionofflavonoidnaringeninfromgrapefruitcitrusparadisimacfpeels AT okwongoketchreymick integrationofcovalentorganicframeworksandmolecularlyimprintedpolymersforselectiveextractionofflavonoidnaringeninfromgrapefruitcitrusparadisimacfpeels AT nengguotao integrationofcovalentorganicframeworksandmolecularlyimprintedpolymersforselectiveextractionofflavonoidnaringeninfromgrapefruitcitrusparadisimacfpeels |