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

61 Pages Posted: 25 Jul 2019 Sneak Peek Status: Review Complete

See all articles by Guoqiang Liu

Guoqiang Liu

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

Qiang Zhang

Nanjing University of Science and Technology

Yongsan Li

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

Xing Wang

Beijing University of Chemical Technology

Haibo Wu

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

Yen Wei

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

Yuan Zeng

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

Lei Tao

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

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Abstract

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 lead to the identification of a new antibacterial polymer. Mechanistic studies revealed 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 new functional polymers for possible practical applications. It also provides insights to further developing functional polymers using MCRs and HTP methods with important implications in organic chemistry, polymer chemistry, and materials science.

Suggested Citation

Liu, Guoqiang and Zhang, Qiang and Li, Yongsan and Wang, Xing and Wu, Haibo and Wei, Yen and Zeng, Yuan and Tao, Lei, High-Throughput Preparation of Antibacterial Polymers from Natural Product Derivatives via the Hantzsch Reaction (July 25, 2019). ISCIENCE-D-19-00748. Available at SSRN: https://ssrn.com/abstract=3426156 or http://dx.doi.org/10.2139/ssrn.3426156
This is a paper under consideration at Cell Press and has not been peer-reviewed.

Guoqiang Liu

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

Qiang Zhang

Nanjing University of Science and Technology

No.219, Ningliu Road
Nanjing, Jiangsu
China

Yongsan Li

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

Xing Wang

Beijing University of Chemical Technology

15 N. 3rd Ring Rd E
Chaoyang, Beijing, 201204
China

Haibo Wu

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

Yen Wei

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

Yuan Zeng

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

Lei Tao (Contact Author)

Tsinghua University - The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology

China

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