Structural Simplification of Cryptolepine to Obtain Novel Antifungal Quinoline Derivatives against Phytopathogenic Fungi | |
Li, Hai-Xin1; Luo, Xiong-Fei1; Deng, Peng1; Zhang, Shao-Yong2; Zhou, Han1; Ding, Yan Yan1; Wang, Yi-Rong1; Liu, Ying-Qian1,2,3; Zhang, Zhi-Jun1 | |
2023-02-08 | |
Source Publication | JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY Impact Factor & Quartile |
ISSN | 0021-8561 |
Volume | 71Issue:5Pages:2301-2312 |
Abstract | A series of quinoline derivatives were designed and synthesized by the structural simplification of cryptolepine and evaluated for their fungicidal activity against six phytopathogenic fungi. Most of these compounds exhibited remarkable activities against Botrytis cinereain vitro. Among them, compounds A18 and L01 showed superior antifungal activity. Significantly, compared to cryptolepine, compound A18 exhibited broad-spectrum inhibitory activities against B. cinerea, Sclerotinia sclerotiorum, Rhizoctonia solani, Phytophthora capsica, Magnaporthe oryzae, and Fusarium graminearum with the respective EC50 values of 0.249, 1.569, 3.915, 0.505, 0.246, and 4.999 mu g/mL. Compound L01 displayed the best antifungal activity against B. cinerea with an EC50 value of 0.156 mu g/mL. Preliminary mechanistic studies showed that compound A18 could inhibit spore germination, affect the permeability of the cell membrane, increase the content of reactive oxygen species, and affect the morphology of hyphae and cells. Moreover, compound A18 showed excellent in vivo protective effect against B. cinerea, which was more potent than pyrimethanil and equitant to cryptolepine. These results evidenced that compound A18 displayed superior fungicidal activities and could be a potential fungicidal candidate against plant fungal diseases. |
Keyword | cryptolepine structural simplification antifungal activity Botrytis cinerea structure-activity relationship |
Publisher | AMER CHEMICAL SOC |
DOI | 10.1021/acs.jafc.2c07575 |
Indexed By | SCIE |
Language | 英语 |
WOS Research Area | Agriculture ; Chemistry ; Food Science & Technology |
WOS Subject | Agriculture, Multidisciplinary ; Chemistry, Applied ; Food Science & Technology |
WOS ID | WOS:000963528600001 |
Original Document Type | Article |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | https://ir.lzu.edu.cn/handle/262010/501497 |
Collection | 兰州大学 |
Corresponding Author | Liu, Ying-Qian; Zhang, Zhi-Jun |
Affiliation | 1.Lanzhou Univ, Sch Pharm, Lanzhou 730000, Peoples R China; 2.Huzhou Univ, Coll Life Sci, Key Lab Vector Biol & Pathogen Control Zhejiang Pr, Huzhou 313000, Peoples R China; 3.Lanzhou Univ, State Key Lab Grassland Agroecosyst, Lanzhou 730000, Peoples R China |
Recommended Citation GB/T 7714 | Li, Hai-Xin,Luo, Xiong-Fei,Deng, Peng,et al. Structural Simplification of Cryptolepine to Obtain Novel Antifungal Quinoline Derivatives against Phytopathogenic Fungi[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,2023,71(5):2301-2312. |
APA | Li, Hai-Xin.,Luo, Xiong-Fei.,Deng, Peng.,Zhang, Shao-Yong.,Zhou, Han.,...&Zhang, Zhi-Jun.(2023).Structural Simplification of Cryptolepine to Obtain Novel Antifungal Quinoline Derivatives against Phytopathogenic Fungi.JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,71(5),2301-2312. |
MLA | Li, Hai-Xin,et al."Structural Simplification of Cryptolepine to Obtain Novel Antifungal Quinoline Derivatives against Phytopathogenic Fungi".JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY 71.5(2023):2301-2312. |
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