High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction

Summary: The Hantzsch and free-radical polymerization reactions were combined in a one-pot high-throughput (HTP) system to simultaneously prepare 30 unique polymers in parallel. Six aldehydes derived from natural products were used as the starting materials to rapidly prepare the library of 30 poly(...

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Main Authors: Guoqiang Liu, Qiang Zhang, Yongsan Li, Xing Wang, Haibo Wu, Yen Wei, Yuan Zeng, Lei Tao
Format: Article
Language:English
Published: Elsevier 2020-01-01
Series:iScience
Online Access:http://www.sciencedirect.com/science/article/pii/S2589004219304997
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spelling doaj-c74a16ab4d244c8887f5e6f7ae64ee802020-11-25T01:36:31ZengElsevieriScience2589-00422020-01-01231High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch ReactionGuoqiang Liu0Qiang Zhang1Yongsan Li2Xing Wang3Haibo Wu4Yen Wei5Yuan Zeng6Lei Tao7The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. ChinaJiangsu Key Laboratory of Chemical Pollution Control and Resources Reuse, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, P. R. ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. ChinaBeijing Laboratory of Biomedical Materials, Beijing University of Chemical Technology, Beijing 100029, P. R. ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. China; Corresponding authorSummary: The Hantzsch and free-radical polymerization reactions were combined in a one-pot high-throughput (HTP) system to simultaneously prepare 30 unique polymers in parallel. Six aldehydes derived from natural products were used as the starting materials to rapidly prepare the library of 30 poly(1,4-dihydropyridines). From this library, HTP evaluation methods led to the identification of an antibacterial polymer. Mechanistic studies revealed that the dihydropyridine group in the polymer side-chain structure plays an important role in resisting bacterial attachment to the polymer surface, thus leading to the antibacterial function of this polymer. This research demonstrates the value of multicomponent reactions (MCRs) in interdisciplinary fields by discovering functional polymers for possible practical applications. It also provides insights to further developing new functional polymers using MCRs and HTP methods with important implications in organic chemistry, polymer chemistry, and materials science. : Organic Chemistry; Natural Product Chemistry; Polymers Subject Areas: Organic Chemistry, Natural Product Chemistry, Polymershttp://www.sciencedirect.com/science/article/pii/S2589004219304997
collection DOAJ
language English
format Article
sources DOAJ
author Guoqiang Liu
Qiang Zhang
Yongsan Li
Xing Wang
Haibo Wu
Yen Wei
Yuan Zeng
Lei Tao
spellingShingle Guoqiang Liu
Qiang Zhang
Yongsan Li
Xing Wang
Haibo Wu
Yen Wei
Yuan Zeng
Lei Tao
High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
iScience
author_facet Guoqiang Liu
Qiang Zhang
Yongsan Li
Xing Wang
Haibo Wu
Yen Wei
Yuan Zeng
Lei Tao
author_sort Guoqiang Liu
title High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
title_short High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
title_full High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
title_fullStr High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
title_full_unstemmed High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction
title_sort high-throughput preparation of antibacterial polymers from natural product derivatives via the hantzsch reaction
publisher Elsevier
series iScience
issn 2589-0042
publishDate 2020-01-01
description Summary: The Hantzsch and free-radical polymerization reactions were combined in a one-pot high-throughput (HTP) system to simultaneously prepare 30 unique polymers in parallel. Six aldehydes derived from natural products were used as the starting materials to rapidly prepare the library of 30 poly(1,4-dihydropyridines). From this library, HTP evaluation methods led to the identification of an antibacterial polymer. Mechanistic studies revealed that the dihydropyridine group in the polymer side-chain structure plays an important role in resisting bacterial attachment to the polymer surface, thus leading to the antibacterial function of this polymer. This research demonstrates the value of multicomponent reactions (MCRs) in interdisciplinary fields by discovering functional polymers for possible practical applications. It also provides insights to further developing new functional polymers using MCRs and HTP methods with important implications in organic chemistry, polymer chemistry, and materials science. : Organic Chemistry; Natural Product Chemistry; Polymers Subject Areas: Organic Chemistry, Natural Product Chemistry, Polymers
url http://www.sciencedirect.com/science/article/pii/S2589004219304997
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