Design, Synthesis, and Structure–Activity Relationship Studies of Magnolol Derivatives as Antifungal Agents

灰葡萄孢菌 茄丝核菌 EC50型 菌丝体 菌核病 杀菌剂 体内 天然产物 厚朴酚 嘧霉胺 化学 结构-活动关系 生物 生物化学 立体化学 体外 植物 生物技术
作者
Hu Li,Ying‐Hui He,Yongmei Hu,Qing-Ru Chu,Yong-Jia Chen,Zhenrong Wu,Zhijun Zhang,Ying‐Qian Liu,Cheng‐Jie Yang,Hongjie Liang,Yin-Fang Yan
出处
期刊:Journal of Agricultural and Food Chemistry [American Chemical Society]
卷期号:69 (40): 11781-11793 被引量:36
标识
DOI:10.1021/acs.jafc.1c01838
摘要

Plant pathogenic fungi seriously affect agricultural production and are difficult to control. The discovery of new leads based on natural products is an important way to innovate fungicides. In this study, 30 natural-product-based magnolol derivatives were synthesized and characterized on the basis of NMR and mass spectroscopy. Bioactivity tests on phytopathogenic fungi (Rhizoctonia solani, Fusarium graminearum, Botrytis cinerea, and Sclerotinia sclerotiorum) in vitro of these compounds were performed systematically. The results showed that 11 compounds were active against four kinds of phytopathogenic fungi with EC50 values in the range of 1.40-20.00 μg/mL, especially compound L5 that exhibited excellent antifungal properties against B. cinerea with an EC50 value of 2.86 μg/mL, approximately 2.8-fold more potent than magnolol (EC50 = 8.13 μg/mL). Moreover, compound L6 showed the highest antifungal activity against F. graminearum and Rhophitulus solani with EC50 values of 4.39 and 1.40 μg/mL, respectively, and compound L7 showed good antifungal activity against S. sclerotiorum. Then, an in vivo experiment of compound L5 against B. cinerea was further investigated in vivo using infected tomatoes (curative effect, 50/200 and 36%/100 μg/mL). The physiological and biochemical studies illustrated that the primary action mechanism of compound L5 on B. cinerea might change the mycelium morphology, increase cell membrane permeability, and destroy the function of mitochondria. Furthermore, structure-activity relationship (SAR) studies revealed that hydroxyl groups play a key role in antifungal activity. To sum up, this study provides a reference for understanding the application of magnolol-based antifungal agents in crop protection.
最长约 10秒,即可获得该文献文件

科研通智能强力驱动
Strongly Powered by AbleSci AI
更新
大幅提高文件上传限制,最高150M (2024-4-1)

科研通是完全免费的文献互助平台,具备全网最快的应助速度,最高的求助完成率。 对每一个文献求助,科研通都将尽心尽力,给求助人一个满意的交代。
实时播报
2秒前
csy发布了新的文献求助10
2秒前
葡萄成熟发布了新的文献求助10
4秒前
dan完成签到,获得积分10
4秒前
JamesPei应助yyh12138采纳,获得10
4秒前
汉堡包应助暴躁的初夏采纳,获得10
5秒前
6秒前
咕咕嘎嘎发布了新的文献求助10
7秒前
科研通AI2S应助yaoyao采纳,获得30
8秒前
传奇3应助晴漾采纳,获得10
9秒前
10秒前
csy完成签到,获得积分20
10秒前
12秒前
诶飞飞飞飞完成签到,获得积分20
12秒前
张宝发布了新的文献求助10
13秒前
yyh12138完成签到,获得积分10
16秒前
16秒前
16秒前
yyh12138发布了新的文献求助10
18秒前
buno完成签到,获得积分10
18秒前
19秒前
22秒前
22秒前
cdy发布了新的文献求助10
22秒前
阿巴理完成签到,获得积分10
25秒前
25秒前
Daniel完成签到,获得积分10
26秒前
26秒前
LEMONS发布了新的文献求助10
27秒前
学分完成签到 ,获得积分10
27秒前
28秒前
肖肖潘达完成签到,获得积分20
29秒前
29秒前
可爱的函函应助游戏玩家采纳,获得10
30秒前
哎呦喂完成签到 ,获得积分10
31秒前
31秒前
32秒前
研友_VZG7GZ应助A灰机采纳,获得10
36秒前
colorful发布了新的文献求助10
36秒前
轻松的纸鹤完成签到,获得积分10
36秒前
高分求助中
Evolution 10000
ISSN 2159-8274 EISSN 2159-8290 1000
Becoming: An Introduction to Jung's Concept of Individuation 600
Ore genesis in the Zambian Copperbelt with particular reference to the northern sector of the Chambishi basin 500
A new species of Coccus (Homoptera: Coccoidea) from Malawi 500
A new species of Velataspis (Hemiptera Coccoidea Diaspididae) from tea in Assam 500
PraxisRatgeber: Mantiden: Faszinierende Lauerjäger 500
热门求助领域 (近24小时)
化学 医学 生物 材料科学 工程类 有机化学 生物化学 物理 内科学 纳米技术 计算机科学 化学工程 复合材料 基因 遗传学 催化作用 物理化学 免疫学 量子力学 细胞生物学
热门帖子
关注 科研通微信公众号,转发送积分 3161515
求助须知:如何正确求助?哪些是违规求助? 2812855
关于积分的说明 7897372
捐赠科研通 2471768
什么是DOI,文献DOI怎么找? 1316137
科研通“疑难数据库(出版商)”最低求助积分说明 631193
版权声明 602112