Design, Synthesis, and Antifungal Activities of Hymexazol Glycosides Based on a Biomimetic Strategy

doi:10.1021/acs.jafc.2c02507

IOCAS-IR > 实验海洋生物学重点实验室

	Design, Synthesis, and Antifungal Activities of Hymexazol Glycosides Based on a Biomimetic Strategy
	Gao, Kun 1,2; Qin, Yukun1,2 ; Wang, Linsong 1,2; Li, Xin1,2 ; Liu, Song 1,2; Xing, Ronge1,2 ; Yu, HuaHua1,2 ; Chen, Xiaolin 1,2; Li, Pengcheng1,2
	2022-07-25
发表期刊	JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
ISSN	0021-8561
页码	16
通讯作者	Qin, Yukun(ykqin@qdio.ac.cn) ; Li, Pengcheng(pcli@qdio.ac.cn)
摘要	Hymexazol (HYM) is irreplaceable for treating soil-borne diseases due to its high efficiency and low cost, as a broadspectrum fungicide. However, when HYM is absorbed by plants, it is rapidly converted into two glycoside metabolites, and the antifungal activities of these glycosides are inferior to that of HYM. Therefore, in this study, to maintain strong antifungal activity in vitro and in vivo, HYM was glycosylated with amino sugars that have diverse biological activities to simulate plant glycosylation. The antifungal experiment proved that glycoside 15 has the highest antifungal activity, and N-acetyl glucosamine and HYM had obvious synergistic effects. According to the structure-activity relationship studies, glycoside 15 had greater numbers of active electron-rich regions and front-line orbital electrons due to the introduction of N-acetyl glucosamine. Moreover, glycoside 15 can significantly promote plant growth and induce an increase in plant defense enzyme activity. Additionally, compared to HYM, the results of electron microscopy and proteomics revealed that glycoside 15 has a unique antifungal mechanism. The promising antifungal activity and interactions with plants mean that glycoside 15 is a potential green fungicide candidate. Furthermore, this research conducted an interesting exploration of the agricultural applications of amino sugars.
关键词	hymexazol glycosylation antifungal DFT proteomics
DOI	10.1021/acs.jafc.2c02507
收录类别	SCI
语种	英语
资助项目	National Key R&D Program of China[2019YFD0900705] ; National Natural Science Foundation of China[42076126] ; Shandong Provincial Natural Science Foundation[ZR2020MD072] ; Shandong Provincial Natural Science Foundation[ZR2021QC006] ; Qingdao Applied Basic Research Project[19-6-2-34-cg] ; Qingdao Science and Technology Demonstration and Guidance Project[20-3-4-22-nsh] ; Science and Technology Plan Project of Shinan District, Qingdao[2020-2-013-QT]
WOS研究方向	Agriculture ; Chemistry ; Food Science & Technology
WOS类目	Agriculture, Multidisciplinary ; Chemistry, Applied ; Food Science & Technology
WOS记录号	WOS:000834104900001
出版者	AMER CHEMICAL SOC
引用统计	被引频次：7[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.qdio.ac.cn/handle/337002/179849
专题	实验海洋生物学重点实验室
通讯作者	Qin, Yukun; Li, Pengcheng
作者单位	1.Chinese Acad Sci, Inst Oceanol, Ctr Ocean Mega Sci, CAS & Shandong Prov Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China 2.Pilot Natl Lab Marine Sci & Technol Qingdao, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
第一作者单位	中国科学院海洋研究所
通讯作者单位	中国科学院海洋研究所
推荐引用方式 GB/T 7714	Gao, Kun,Qin, Yukun,Wang, Linsong,et al. Design, Synthesis, and Antifungal Activities of Hymexazol Glycosides Based on a Biomimetic Strategy[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2022:16.
APA	Gao, Kun.,Qin, Yukun.,Wang, Linsong.,Li, Xin.,Liu, Song.,...&Li, Pengcheng.(2022).Design, Synthesis, and Antifungal Activities of Hymexazol Glycosides Based on a Biomimetic Strategy.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,16.
MLA	Gao, Kun,et al."Design, Synthesis, and Antifungal Activities of Hymexazol Glycosides Based on a Biomimetic Strategy".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2022):16.