Synthesis of a new quinine dimer biocatalysed by the coconut water

The obtaining of bis-quinine, a novel alkaloid dimer, has been successfully achieved starting from quinine and the raw coconut juice (Cocos nucifera) as biocatalyst dimerization-like reaction, in mild conditions, with a mass yield of 64.7% in 72 h. The structural elucidation was made based on the sp...

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Bibliographic Details
Published in:Biocatalysis and biotransformation 2022-05, Vol.40 (3), p.209-218
Main Authors: Fonseca, Aluísio M., Silva, Leonardo Paes da, Almeida-Neto, Francisco Wagner de Queiroz, Colares, Regilany Paulo, Macedo de Oliveira, Mauro, Luthierre Gama Cavalcante, Antônio, Lemos, Telma L. G., Braz-Filho, Raimundo, de Lima-Neto, Pedro, Marinho, Emmanuel Silva
Format: Article
Language:English
Subjects:
biotransformations
coconut water
crude enzyme
Quinine
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Summary:The obtaining of bis-quinine, a novel alkaloid dimer, has been successfully achieved starting from quinine and the raw coconut juice (Cocos nucifera) as biocatalyst dimerization-like reaction, in mild conditions, with a mass yield of 64.7% in 72 h. The structural elucidation was made based on the spectral data, mainly by a high-field NMR and a mass spectrometry. In a second step, theoretical calculations were performed, an optimised energy structure of the new compound was obtained, the energy gap of the boundary orbitals (HOMO and LUMO) as well as the chemical reactivity descriptors were estimated.
ISSN:1024-2422
1029-2446
DOI:10.1080/10242422.2021.1935897