Chitosan-Cu Catalyzed Novel Ferrocenated Spiropyrrolidines: Green Synthesis, Single Crystal X-ray Diffraction, Hirshfeld Surface and Antibacterial Studies.
Hirshfeld surface analysis
X-ray crystallography
antibacterial activity
green synthesis
spiropyrrolidines
Journal
Polymers
ISSN: 2073-4360
Titre abrégé: Polymers (Basel)
Pays: Switzerland
ID NLM: 101545357
Informations de publication
Date de publication:
13 Jan 2023
13 Jan 2023
Historique:
received:
20
11
2022
revised:
05
01
2023
accepted:
09
01
2023
entrez:
21
1
2023
pubmed:
22
1
2023
medline:
22
1
2023
Statut:
epublish
Résumé
Chitosan-bounded copper (chitosan-Cu) was introduced for green synthesis of novel ferrocenated spiropyrrolidine hybrids, namely 3'-(4-.bromobenzoyl)-5'-(4-hydroxybenzyl)-4'-ferrocenylspiro[indoline-3,2'-pyrrolidin]-2-one and 3'-(4-bromobenzoyl)-4'-ferrocenylspiro[indoline-3,2'-pyrrolidin]-2-one, in good yield. A one-pot three-component 1,3-dipolar cycloaddition reaction was employed for the formation of spiropyrrolidines from 1-(4-bromophenyl)-ferrocene-prop-2-en-1-one and azomethine ylides, which were developed in situ from tyrosine, glycine, and isatin, respectively. Various spectroscopic methods were used to establish the structures of spiropyrrolidines, and a single crystal X-ray diffraction study of a spiropyrrolidine provided additional confirmation. The crystallographic study revealed that compound
Identifiants
pubmed: 36679308
pii: polym15020429
doi: 10.3390/polym15020429
pmc: PMC9867216
pii:
doi:
Types de publication
Journal Article
Langues
eng
Références
Bioorg Chem. 2019 Jul;88:102968
pubmed: 31075745
Chem Commun (Camb). 2010 Mar 14;46(10):1733-5
pubmed: 20177632
Acc Chem Res. 2008 Sep;41(9):1153-65
pubmed: 18793027
Eur J Med Chem. 2014 Mar 3;74:50-64
pubmed: 24445312
Chem Rev. 2006 Nov;106(11):4484-517
pubmed: 17091927
Acta Pharm. 2017 Sep 1;67(3):385-395
pubmed: 28858834
J Med Chem. 1997 Oct 24;40(22):3584-93
pubmed: 9357525
J Appl Crystallogr. 2021 Apr 27;54(Pt 3):1006-1011
pubmed: 34188619
Chem Rev. 2011 May 11;111(5):3036-75
pubmed: 21401074
Biochem Biophys Res Commun. 2017 Aug 19;490(2):434-440
pubmed: 28623137
Acta Crystallogr B. 1990 Apr 1;46 ( Pt 2):256-62
pubmed: 2344397
Bioorg Chem. 2020 Jun;99:103842
pubmed: 32315898
Bioorg Med Chem Lett. 2011 May 15;21(10):2860-5
pubmed: 21507638
Bioorg Med Chem Lett. 2017 Jun 15;27(12):2818-2823
pubmed: 28495082
Bioorg Chem. 2021 Jan;106:104507
pubmed: 33288322
Chem Commun (Camb). 2012 Dec 7;48(94):11510-2
pubmed: 22990347
Chem Rev. 2007 Jan;107(1):133-73
pubmed: 17212474
Langmuir. 2012 Mar 27;28(12):5471-9
pubmed: 22385276
Acta Crystallogr A Found Adv. 2015 Jan;71(Pt 1):3-8
pubmed: 25537383
Chem Commun (Camb). 2021 Oct 7;57(80):10387-10390
pubmed: 34542120
J Virol. 2002 Jun;76(12):6004-15
pubmed: 12021333