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Prospects for the use of biocatalysis in pharmacy on the example of the synthesis of luteine ethers

DOI: https://doi.org/10.29296/25877313-2021-09-01
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Issue: 
9
Year: 
2021

S.V. Pechinskii Ph.D. (Pharm.), Associate Professor, Pyatigorsk Medical Pharmaceutical Institute — Branch of Volgograd State Medical University (Pyatigorsk, Russia) ORCID ID 0000-0002-9505-9990 E-mail: hplc@yandex.ru

Relevance. Individual natural compounds are promising basic structures for the production of semi-synthetic drugs with predictable activities. Carotenoids are characterized by the lability of the main pharmacophore, lipophilicity, and the presence of geometric isomers. Biocatalysts make it possible to solve synthesis problems associated with the physicochemical and structural features of natural compounds, in particular, carotenoids. The aim of the study is to demonstrate the possibility of using biocatalysis in pharmaceutical synthesis by the example of obtaining lutein esters. Material and methods. The synthesis of esters was carried out in a non-aqueous medium at a temperature of 37 С in the presence of the catalyst Novozyme 435. The structure of the esters was confirmed by 1H NMR and mass spectrometry. Results. Six new esters of lutein and benzoic, 4-methylbenzoic, phenylglycolic, 2-hydroxybenzoic, nicotinic acids and ibuprofen were synthesized, and their structure was confirmed. Conclusion. Using the example of obtaining new lutein compounds, the prospect of using biocatalysis in pharmaceutical synthesis and the fundamental possibility of obtaining esters of natural individual compounds and medicinal substances are shown.
Keywords: 
biocatalysis
lipase
Novozyme 435
lutein
benzoic acid
4-methylbenzoic acid
phenylglycolic acid
2-hydroxybenzoic acid
nicotinic acid
ibuprofen

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