Discovery of Barakacin and Its Derivatives as Novel Antiviral and Fungicidal Agents

Yongyue Gao; Xingxing He; Lili Yan; Hongyu Zhang; Sijia Liu; Qian Ma; Peiyao Zhang; Yan Zhang; Zijun Zhang; Ziwen Wang; Aidang Lu; Qingmin Wang

doi:10.3390/molecules28073032

Molecules (Mar 2023)

Discovery of Barakacin and Its Derivatives as Novel Antiviral and Fungicidal Agents

Yongyue Gao,
Xingxing He,
Lili Yan,
Hongyu Zhang,
Sijia Liu,
Qian Ma,
Peiyao Zhang,
Yan Zhang,
Zijun Zhang,
Ziwen Wang,
Aidang Lu,
Qingmin Wang

Affiliations

Yongyue Gao: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Xingxing He: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Lili Yan: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Hongyu Zhang: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Sijia Liu: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Qian Ma: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Peiyao Zhang: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Yan Zhang: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Zijun Zhang: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Ziwen Wang: Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China
Aidang Lu: School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin 300401, China
Qingmin Wang: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, China

DOI: https://doi.org/10.3390/molecules28073032
Journal volume & issue: Vol. 28, no. 7
p. 3032

Abstract

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Pesticides are essential for the development of agriculture. It is urgent to develop green, safe and efficient pesticides. Bisindole alkaloids have unique and concise structures and broad biological activities, which make them an important leading skeleton in the creation of new pesticides. In this work, we synthesized bisindole alkaloid barakacin in a simple seven-step process, and simultaneously designed and synthesized a series of its derivatives. Biological activity research indicated that most of these compounds displayed good antiviral activities against tobacco mosaic virus (TMV). Among them, compound 14b exerted a superior inhibitory effect in comparison to commercially available antiviral agent ribavirin, and could be expected to become a novel antiviral candidate. Molecular biology experiments and molecular docking research found that the potential target of compound 14b was TMV coat protein (CP). These compounds also showed broad-spectrum anti-fungal activities against seven kinds of plant fungi.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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