New nematicidal compounds from Mentha spicata L. against Meloidogyne incognita

IF 2.1 4区 农林科学 Q2 AGRICULTURE, MULTIDISCIPLINARY
Partha Chandra Mondal, Vijay Kumar, Parshant Kaushik, Najam Akhtar Shakil, Pankaj, Virendra Singh Rana
{"title":"New nematicidal compounds from Mentha spicata L. against Meloidogyne incognita","authors":"Partha Chandra Mondal, Vijay Kumar, Parshant Kaushik, Najam Akhtar Shakil, Pankaj, Virendra Singh Rana","doi":"10.1007/s41348-024-00977-z","DOIUrl":null,"url":null,"abstract":"<p><i>Meloidogyne incognita</i> (root-knot nematode) is one of the most destructive pests of crops worldwide. Injudicious use of synthetic nematicides has led to environmental toxicity, development of resistance, and disruption of ecological balance, necessitating the need for safer and effective alternatives. Essential oil from <i>Mentha spicata</i> (Spearmint) has been reported to have nematicidal activity but the activity of its polar constituents is unexplored against the nematodes, infesting agricultural crops. Six compounds, stigmasterol (<b>1</b>), β-sitosterol-3-O-β-D-glucoside (<b>2</b>), 3β,13β-dihydroxy-urs-11-en-28-oic acid (<b>3</b>), 5,6-dihydroxy-7,8,4′-trimethoxyflavone (<b>4</b>), 5,6,4′-trihydroxy-7,8,3′-trimethoxyflavone (<b>5</b>), and 5,6,4′-trihydroxy-7,8-dimethoxyflavone (<b>6</b>), were isolated from methanolic extract of <i>Mentha spicata</i> (spearmint) and identified by NMR (1D &amp; 2D) spectral analysis. Compound <b>3</b> was identified for the first time from genus <i>Mentha</i>. In vitro nematicidal activity of pure compounds (<b>2</b> and <b>4</b>–<b>6</b>) was carried out against <i>Meloidogyne incognita,</i> and results showed significant mortality (LC<sub>50</sub> values ranging between 62.64 and 74.19 ppm after 96 h). Molecular docking study revealed the favourable binding of the test compounds with acetylcholinesterase enzyme, facilitated by H-bond, electrostatic interactions, and hydrophobic interactions. The binding energy of the tested compounds with the target protein was found highest in <b>5</b> (− 10.0 kcal/mol) and <b>6</b>(− 9.9 kcal/mol) followed by <b>2</b> (− 9.2 kcal/mol) and <b>4</b> (− 8.9 kcal/mol). The minimum binding energy was recorded in carbofuran (−7.5 kcal/mol), a positive control, and was also corroborated with in vitro nematicidal activity. This study showed the potent nematicidal activity of compounds (<b>2</b> and <b>4</b>–<b>6</b>), which can be further used for the development of nematicides against <i>M. incognita</i> in agriculture.</p>","PeriodicalId":16838,"journal":{"name":"Journal of Plant Diseases and Protection","volume":"51 1","pages":""},"PeriodicalIF":2.1000,"publicationDate":"2024-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Plant Diseases and Protection","FirstCategoryId":"97","ListUrlMain":"https://doi.org/10.1007/s41348-024-00977-z","RegionNum":4,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"AGRICULTURE, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

Meloidogyne incognita (root-knot nematode) is one of the most destructive pests of crops worldwide. Injudicious use of synthetic nematicides has led to environmental toxicity, development of resistance, and disruption of ecological balance, necessitating the need for safer and effective alternatives. Essential oil from Mentha spicata (Spearmint) has been reported to have nematicidal activity but the activity of its polar constituents is unexplored against the nematodes, infesting agricultural crops. Six compounds, stigmasterol (1), β-sitosterol-3-O-β-D-glucoside (2), 3β,13β-dihydroxy-urs-11-en-28-oic acid (3), 5,6-dihydroxy-7,8,4′-trimethoxyflavone (4), 5,6,4′-trihydroxy-7,8,3′-trimethoxyflavone (5), and 5,6,4′-trihydroxy-7,8-dimethoxyflavone (6), were isolated from methanolic extract of Mentha spicata (spearmint) and identified by NMR (1D & 2D) spectral analysis. Compound 3 was identified for the first time from genus Mentha. In vitro nematicidal activity of pure compounds (2 and 46) was carried out against Meloidogyne incognita, and results showed significant mortality (LC50 values ranging between 62.64 and 74.19 ppm after 96 h). Molecular docking study revealed the favourable binding of the test compounds with acetylcholinesterase enzyme, facilitated by H-bond, electrostatic interactions, and hydrophobic interactions. The binding energy of the tested compounds with the target protein was found highest in 5 (− 10.0 kcal/mol) and 6(− 9.9 kcal/mol) followed by 2 (− 9.2 kcal/mol) and 4 (− 8.9 kcal/mol). The minimum binding energy was recorded in carbofuran (−7.5 kcal/mol), a positive control, and was also corroborated with in vitro nematicidal activity. This study showed the potent nematicidal activity of compounds (2 and 46), which can be further used for the development of nematicides against M. incognita in agriculture.

Abstract Image

从 Mentha spicata L. 中提取的新杀线虫化合物对抗 Meloidogyne incognita
根结线虫(Meloidogyne incognita)是全球最具破坏性的农作物害虫之一。滥用合成杀线虫剂导致了环境毒性、抗药性的产生和生态平衡的破坏,因此需要更安全有效的替代品。据报道,薄荷(Mentha spicata)精油具有杀线虫活性,但其极性成分对侵扰农作物的线虫的活性还未被探索。六种化合物:豆甾醇 (1)、β-谷甾醇-3-O-β-D-葡萄糖苷 (2)、3β,13β-二羟基-乌苏-11-烯-28-酸 (3)、5,6-二羟基-7,8,4′-三甲氧基黄酮 (4)、5,6,4′-三羟基-7、5,6,4′-trihydroxy-7,8-dimethoxyflavone (6),并通过核磁共振(1D &;二维)光谱分析进行鉴定。化合物 3 是首次从薄荷属植物中鉴定出来的。纯化合物(2 和 4-6)对 Meloidogyne incognita 具有体外杀线虫活性,结果表明具有显著的杀线虫效果(96 小时后的 LC50 值介于 62.64 和 74.19 ppm 之间)。分子对接研究表明,受试化合物与乙酰胆碱酯酶的结合具有良好的结合力,H 键、静电作用和疏水作用均可促进结合。测试化合物与目标蛋白质的结合能在 5(- 10.0 kcal/mol)和 6(- 9.9 kcal/mol)中最高,其次是 2(- 9.2 kcal/mol)和 4(- 8.9 kcal/mol)。阳性对照呋喃丹的结合能最低(-7.5 kcal/mol),体外杀线虫活性也证实了这一点。这项研究表明,化合物(2 和 4-6)具有很强的杀线虫活性,可进一步用于开发农业中的杀线虫剂。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Journal of Plant Diseases and Protection
Journal of Plant Diseases and Protection 农林科学-农业综合
CiteScore
4.30
自引率
5.00%
发文量
124
审稿时长
3 months
期刊介绍: The Journal of Plant Diseases and Protection (JPDP) is an international scientific journal that publishes original research articles, reviews, short communications, position and opinion papers dealing with applied scientific aspects of plant pathology, plant health, plant protection and findings on newly occurring diseases and pests. "Special Issues" on coherent themes often arising from International Conferences are offered.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信