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伊拉克安巴尔省野生的两种尖叶栓果菊(Forssk.)Muschl和裸茎栓果菊(L.)Hook.fil.的植物化学分析及抗真菌潜力

Phytochemical analysis and antifungal potential of two Launaea mucronata (Forssk.) Muschl and Launaea nudicaulis (L.) Hook.fil. wildly growing in Anbar province, Iraq.

作者信息

Alfalahi Ayoob Obaid, Alrawi Marwa Shakib, Theer Rashid Mushrif, Dawood Kutaiba Farhan, Charfi Saoulajan, Almehemdi Ali F

机构信息

Department of Plant Protection, College of Agriculture, University of Anbar, Iraq.

Department of Pharmacology &Toxicology, College of Pharmacy, University of Anbar, Iraq.

出版信息

J Ethnopharmacol. 2024 Jan 10;318(Pt A):116965. doi: 10.1016/j.jep.2023.116965. Epub 2023 Jul 26.

Abstract

ETHNOPHARMACOLOGICAL RELEVANCE

Plant fungi are a serious problem in agriculture. Even though synthetic fungicides are an efficient control method, several negative side effects emerge from their extensive use, such as health problems, environmental pollution, and the emergence of resistant microorganisms. Thus, it is becoming more and more urgent to search for alternative control methods.

AIM OF THE STUDY

The aim of our study was to analyze phytochemical composition and antifungal potential of Launaea mucronata (Forssk.) Muschl. and Launaea nudicaulis (L.) Hook. fil. wildly growing in Anbar province, Iraq. In addition, molecular analysis was used to identify the plants species and molecular docking analysis was investigated between the major phytochemicals present in these plants and three selected fungal proteins, in order to assess the antifungal activity of the selected biochemicals against these proteins.

MATERIALS AND METHODS

Molecular analysis was performed using ITS sequencing protocol. The phytochemical analysis was done using GC-MS technique, while molecular docking analysis was performed by FRED application between selected compounds from each plant and three enzymes: 17β-hydroxysteroid dehydrogenase, endochitinase, and 14-α-demethylase. Finally, the antifungal activity was assessed by measuring inhibition percentage of Fusarium solani and Macrophomina phaseolina growth treated with ethanomethanolic extract of each plant.

RESULTS

Molecular analysis identified the selected plants as L. mucronata and L. nudicaulis, with an ITS region of 600 bp. Phytochemical analysis of Launaea spp. reported the presence of 35 compounds in each ethanomethanolic extract, belonging to different classes. L. mucronata was mainly formed of lupeol (9.33%), whereas L. nudicaulis extract was dominated by the heterocyclic compound 4-(3-methoxyphenoxy)-1,2,5-oxadiazol-3-amine (20.2%). Furthermore, molecular docking analysis showed that 4H-pyran-4-one,2,3-dihydro-3,5-dihydroxy-6-methyl from L. mucronata and gulonic acid Ƴ-lactone from L. nudicaulis possessed the highest affinity score to 17-β-hydroxysteroid dehydrogenase (-4.584 and -7.811 kcal/mol, respectively). Sucrose from L. mucronata and glutaric acid, di(3,4-difluorobenzyl) ester from L. nudicaulis gave the highest affinity to endochitinase (-7.979 and - 8.446 kcal/mol, respectively). In addition, sterol 14-α-demethylase was affinitive to sucrose from L. mucronata and glutaric acid, di(3,4-difluorobenzyl) ester from L. nudicaulis via energetic score of -10.002 and -9.582 kcal/mol, respectively. Both extracts exhibited antifungal activity against F. solani and M. phaseolina in a dose-dependent manner.

CONCLUSIONS

This study confirms the antifungal potential of both Launaea spp. explained by the presence of phytochemicals with antimicrobial properties. These compounds have potential to be used as new drugs to treat infectious diseases caused by pathogens. Consequently, plants from Launaea genus could be a raw material for many studies such as therapeutic, taxonomical, drug modelling, and antifungal agent.

摘要

民族药理学相关性

植物真菌是农业中的一个严重问题。尽管合成杀菌剂是一种有效的防治方法,但它们的广泛使用会产生一些负面副作用,如健康问题、环境污染以及抗性微生物的出现。因此,寻找替代防治方法变得越来越迫切。

研究目的

我们研究的目的是分析伊拉克安巴尔省野生生长的尖叶栓果菊(Launaea mucronata (Forssk.) Muschl.)和裸茎栓果菊(Launaea nudicaulis (L.) Hook. fil.)的植物化学成分和抗真菌潜力。此外,利用分子分析来鉴定植物种类,并对这些植物中存在的主要植物化学成分与三种选定的真菌蛋白进行分子对接分析,以评估所选生物化学物质对这些蛋白的抗真菌活性。

材料与方法

使用ITS测序方案进行分子分析。采用GC-MS技术进行植物化学成分分析,同时通过FRED应用程序对每种植物的选定化合物与三种酶(17β-羟基类固醇脱氢酶、内切几丁质酶和14-α-脱甲基酶)进行分子对接分析。最后,通过测量每种植物的乙醇提取物处理后的茄丝核菌(Fusarium solani)和菜豆壳球孢菌(Macrophomina phaseolina)生长抑制率来评估抗真菌活性。

结果

分子分析确定所选植物为尖叶栓果菊和裸茎栓果菊,其ITS区域为600 bp。对栓果菊属植物的植物化学成分分析表明,每种乙醇提取物中存在35种化合物,属于不同类别。尖叶栓果菊主要由羽扇豆醇(9.33%)组成,而裸茎栓果菊提取物中以杂环化合物4-(3-甲氧基苯氧基)-1,2,5-恶二唑-3-胺(20.2%)为主。此外,分子对接分析表明,尖叶栓果菊中的4H-吡喃-4-酮,2,3-二氢-3,5-二羟基-6-甲基和裸茎栓果菊中的古洛糖酸γ-内酯对17-β-羟基类固醇脱氢酶具有最高亲和力得分(分别为-4.584和-7.811 kcal/mol)。尖叶栓果菊中的蔗糖和裸茎栓果菊中的戊二酸二(3,4-二氟苄基)酯对内切几丁质酶具有最高亲和力(分别为-7.979和-8.446 kcal/mol)。此外,甾醇14-α-脱甲基酶对尖叶栓果菊中的蔗糖和裸茎栓果菊中的戊二酸二(3,4-二氟苄基)酯的能量得分分别为-10.002和-9.582 kcal/mol。两种提取物均对茄丝核菌和菜豆壳球孢菌表现出剂量依赖性的抗真菌活性。

结论

本研究证实了栓果菊属植物的抗真菌潜力,这可由具有抗菌特性的植物化学成分的存在来解释。这些化合物有可能用作治疗由病原体引起的传染病的新药。因此,栓果菊属植物可成为许多研究的原材料,如治疗学、分类学、药物建模和抗真菌剂研究。

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