Publication
Microencapsulation of herbicide MCPA with native beta-cyclodextrin and its methyl and hydroxypropyl derivatives: An experimental and theoretical investigation
| dc.contributor.author | Garrido, Jorge | |
| dc.contributor.author | Cagide, Fernando | |
| dc.contributor.author | Melle-Franco, Manuel | |
| dc.contributor.author | Borges, Fernanda | |
| dc.contributor.author | Garrido, E. Manuela | |
| dc.date.accessioned | 2015-01-19T11:19:27Z | |
| dc.date.available | 2015-01-19T11:19:27Z | |
| dc.date.issued | 2014-03-05 | |
| dc.description.abstract | When a pesticide is released into the environment, most of it is lost before it reaches its target. An effective way to reduce environmental losses of pesticides is by using controlled release technology. Microencapsulation becomes a promising technique for the production of controlled release agricultural formulations. In this work, the microencapsulation of chlorophenoxy herbicide MCPA with native b-cyclodextrin and its methyl and hydroxypropyl derivatives was investigated. The phase solubility study showed that both native and b-CD derivatives increased the water solubility of the herbicide and inclusion complexes are formed in a stoichiometric ratio of 1:1. The stability constants describing the extent of formation of the complexes have been determined by phase solubility studies. 1H NMR experiments were also accomplished for the prepared solid systems and the data gathered confirm the formation of the inclusion complexes. 1H NMR data obtained for the MCPA/CDs complexes disclosed noticeable proton shift displacements for OCH2 group and H6 aromatic proton of MCPA provided clear evidence of inclusion complexation process, suggesting that the phenyl moiety of the herbicide was included in the hydrophobic cavity of CDs. Free energy molecular mechanics calculations confirm all these findings. The gathered results can be regarded as an essential step to the development of controlled release agricultural formulations containing herbicide MCPA. | por |
| dc.description.sponsorship | Financial support from Fundacão para a Ciência e Tecnologia FCT/MCTES project PTDC/AGRAAM/105044/2008, National Funds PIDDAC also co-financed by the European Community Fund FEDER through COMPETE – Programa Operacional Factores de Competitividade POFC), is gratefully acknowledged. F. Cagide (SFRH/BPD/ 74491/2010) thanks FCT grant. MMF acknowledges support by the Portuguese ‘‘Fundação para a Ciência e a Tecnologia’’ through the program Ciência 2008 and contract PEst-OE/EEI/UI0752/2011 and resources from the project SeARCH (Services and Advanced Research Computing with HTC/HPC clusters) funded under contract CONC-REEQ/443/2005. MMF wished to thank J.W. Ponder for help with tinker and W.L. Jorgensen for providing us with recent OPLS parameters. | por |
| dc.identifier.doi | 10.1016/j.molstruc.2013.12.067 | |
| dc.identifier.uri | http://hdl.handle.net/10400.22/5435 | |
| dc.language.iso | eng | por |
| dc.peerreviewed | yes | por |
| dc.publisher | Elsevier | por |
| dc.relation | PTDC/AGRAAM/105044/2008 | por |
| dc.relation.ispartofseries | Journal of Molecular Structure;Vol. 1061 | |
| dc.relation.publisherversion | http://www.sciencedirect.com/science/article/pii/S0022286013011010 | por |
| dc.subject | Phenoxyacetic acid herbicides | por |
| dc.subject | MCPA | por |
| dc.subject | b-Cyclodextrin | por |
| dc.subject | Inclusion complex | por |
| dc.title | Microencapsulation of herbicide MCPA with native beta-cyclodextrin and its methyl and hydroxypropyl derivatives: An experimental and theoretical investigation | por |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 81 | por |
| oaire.citation.startPage | 76 | por |
| oaire.citation.volume | 1061 | por |
| person.familyName | Garrido | |
| person.givenName | Jorge | |
| person.identifier.orcid | 0000-0001-8981-231X | |
| person.identifier.scopus-author-id | 7202779733 | |
| rcaap.rights | restrictedAccess | por |
| rcaap.type | article | por |
| relation.isAuthorOfPublication | f548e711-c68e-4c49-9471-9923c047116d | |
| relation.isAuthorOfPublication.latestForDiscovery | f548e711-c68e-4c49-9471-9923c047116d |