Urease: a highly efficient biocatalyst for synthesis of polyhydroquinolines and polyhydroacridines from the ammonia formed in situ.

Bibliographic Details
Title: Urease: a highly efficient biocatalyst for synthesis of polyhydroquinolines and polyhydroacridines from the ammonia formed in situ.
Authors: Zhu G; Department of Chemistry, Jinan University, Guangzhou, 510632, China., Li Y; Department of Chemistry, Jinan University, Guangzhou, 510632, China. tlyq@jnu.edu.cn.
Source: Molecular diversity [Mol Divers] 2021 Nov; Vol. 25 (4), pp. 2149-2159. Date of Electronic Publication: 2020 Jun 07.
Publication Type: Journal Article
Language: English
Journal Info: Publisher: ESCOM Science Publishers Country of Publication: Netherlands NLM ID: 9516534 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1573-501X (Electronic) Linking ISSN: 13811991 NLM ISO Abbreviation: Mol Divers
Imprint Name(s): Original Publication: Leiden, The Netherlands : ESCOM Science Publishers, c1995-
MeSH Terms: Urease*/chemistry , Urease*/metabolism , Ammonia*/chemistry, Hydroxyquinolines/chemistry ; Hydroxyquinolines/chemical synthesis ; Hydroxyquinolines/metabolism ; Acridines/chemistry ; Acridines/chemical synthesis ; Biocatalysis
Abstract: Urease, a nickel-dependent enzyme, has a powerful catalytic activity to decompose urea into ammonia via hydrolysis reaction under mild condition. In the present work, urease was employed for the synthesis of two series of polyhydroquinoline and polyhydroacridine derivatives via one-pot condensation of the ammonia generated in situ from urea, aryl aldehydes, and dimedone or ethyl acetoacetate (i.e., Hantzsch-type reaction) in water under mild green condition. The valuable features of this enzymatic method are mild reaction conditions, short reaction times, wide substrate toleration, and high yield of products. The present work provides a novel enzymatic catalysis to synthesize polyhydroquinolines and polyhydroacridines and expands the application of urease in organic synthesis.
(© 2020. Springer Nature Switzerland AG.)
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Grant Information: 2020A1515010399 Natural Science Foundation of Guangdong Province
Contributed Indexing: Keywords: Multicomponent reaction; Polyhydroacridine; Polyhydroquinoline; Synthesis; Urease
Substance Nomenclature: EC 3.5.1.5 (Urease)
7664-41-7 (Ammonia)
0 (Hydroxyquinolines)
0 (Acridines)
Entry Date(s): Date Created: 20200609 Date Completed: 20240724 Latest Revision: 20240724
Update Code: 20260130
DOI: 10.1007/s11030-020-10109-y
PMID: 32507980
Database: MEDLINE
Description
ISSN:1573-501X
DOI:10.1007/s11030-020-10109-y