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壳聚糖-铜催化的新型二茂铁基螺吡咯烷:绿色合成、单晶X射线衍射、 Hirshfeld表面及抗菌研究

Chitosan-Cu Catalyzed Novel Ferrocenated Spiropyrrolidines: Green Synthesis, Single Crystal X-ray Diffraction, Hirshfeld Surface and Antibacterial Studies.

作者信息

Asad Mohammad, Arshad Muhammad Nadeem, Asiri Abdullah M, Rahman Mohammed M, Kumaran Snigdha, Thorakkattil Neerankuzhiyil Mohammed Musthafa

机构信息

Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddauh 21589, Saudi Arabia.

Center of Excellence for Advanced Materials Research (CEAMR), King Abdulaziz University, P.O. Box 80203, Jeddah 21589, Saudi Arabia.

出版信息

Polymers (Basel). 2023 Jan 13;15(2):429. doi: 10.3390/polym15020429.

DOI:10.3390/polym15020429
PMID:36679308
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9867216/
Abstract

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 has one independent molecule in its unit cell, which is correlated with Hirshfeld surface analysis, and describes intramolecular contacts adversely. The highly yielded products in green conditions were determined for their antibacterial significance and were found to have good activity against Gram-positive and Gram-negative bacterial strains.

摘要

引入壳聚糖结合铜(壳聚糖 - 铜)用于绿色合成新型二茂铁基螺吡咯烷杂化物,即3'-(4-溴苯甲酰基)-5'-(4-羟基苄基)-4'-二茂铁基螺[吲哚啉 - 3,2'-吡咯烷] -2-酮和3'-(4-溴苯甲酰基)-4'-二茂铁基螺[吲哚啉 - 3,2'-吡咯烷] -2-酮,产率良好。采用一锅三组分1,3 - 偶极环加成反应,由1 - (4 - 溴苯基) - 二茂铁 - 丙 - 2 - 烯 - 1 - 酮与分别由酪氨酸、甘氨酸和异吲哚酮原位生成的甲亚胺叶立德形成螺吡咯烷。使用各种光谱方法确定螺吡咯烷的结构,对一种螺吡咯烷进行的单晶X射线衍射研究提供了进一步的证实。晶体学研究表明,化合物在其晶胞中有一个独立分子,这与 Hirshfeld 表面分析相关,并对分子内接触进行了不利描述。在绿色条件下高产率得到的产物测定了其抗菌意义,发现对革兰氏阳性和革兰氏阴性细菌菌株具有良好活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/5817c410a392/polymers-15-00429-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/b2121b38f8a1/polymers-15-00429-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/61bf207601d3/polymers-15-00429-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/23b146b17b2f/polymers-15-00429-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/69799ee8a53a/polymers-15-00429-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/8536233b6eaf/polymers-15-00429-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/5817c410a392/polymers-15-00429-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/b2121b38f8a1/polymers-15-00429-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/61bf207601d3/polymers-15-00429-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/23b146b17b2f/polymers-15-00429-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/69799ee8a53a/polymers-15-00429-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/8536233b6eaf/polymers-15-00429-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bf9f/9867216/5817c410a392/polymers-15-00429-sch002.jpg

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本文引用的文献

1
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Chem Commun (Camb). 2021 Oct 7;57(80):10387-10390. doi: 10.1039/d1cc04588a.
2
: a program for Hirshfeld surface analysis, visualization and quantitative analysis of molecular crystals.用于分子晶体的 Hirshfeld 表面分析、可视化和定量分析的程序。
J Appl Crystallogr. 2021 Apr 27;54(Pt 3):1006-1011. doi: 10.1107/S1600576721002910. eCollection 2021 Jun 1.
3
Synthesis, antidiabetic activity and molecular docking study of rhodanine-substitued spirooxindole pyrrolidine derivatives as novel α-amylase inhibitors.
罗哒宁取代螺环氧化吲哚吡咯烷衍生物的合成、抗糖尿病活性及分子对接研究作为新型α-淀粉酶抑制剂。
Bioorg Chem. 2021 Jan;106:104507. doi: 10.1016/j.bioorg.2020.104507. Epub 2020 Nov 26.
4
N-Trifluoroacetylated pyrazolines: Synthesis, characterization and antimicrobial studies.N-三氟乙酰基吡唑啉的合成、表征及抗菌研究。
Bioorg Chem. 2020 Jun;99:103842. doi: 10.1016/j.bioorg.2020.103842. Epub 2020 Apr 8.
5
Synthesis and evaluation of Quinoline-3-carbonitrile derivatives as potential antibacterial agents.喹啉-3-甲腈衍生物的合成与评价及其作为潜在抗菌剂的研究。
Bioorg Chem. 2019 Jul;88:102968. doi: 10.1016/j.bioorg.2019.102968. Epub 2019 Apr 30.
6
Curcumin: Synthesis optimization and in silico interaction with cyclin dependent kinase.姜黄素:合成优化及其与细胞周期蛋白依赖性激酶的计算机模拟相互作用
Acta Pharm. 2017 Sep 1;67(3):385-395. doi: 10.1515/acph-2017-0023.
7
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Biochem Biophys Res Commun. 2017 Aug 19;490(2):434-440. doi: 10.1016/j.bbrc.2017.06.059. Epub 2017 Jun 13.
8
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Bioorg Med Chem Lett. 2017 Jun 15;27(12):2818-2823. doi: 10.1016/j.bmcl.2017.04.078. Epub 2017 May 2.
9
SHELXT - integrated space-group and crystal-structure determination.SHELXT——集成空间群与晶体结构测定
Acta Crystallogr A Found Adv. 2015 Jan;71(Pt 1):3-8. doi: 10.1107/S2053273314026370. Epub 2015 Jan 1.
10
Novel spirooxindole-pyrrolidine compounds: synthesis, anticancer and molecular docking studies.新型螺环氧化吲哚-吡咯烷化合物:合成、抗癌及分子对接研究
Eur J Med Chem. 2014 Mar 3;74:50-64. doi: 10.1016/j.ejmech.2013.12.027. Epub 2014 Jan 3.