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Studies on Synthesis and Antifungalactivities of Analogues Based on Kakuol (Ⅰ)
Author: SunJianJun
Tutor: ZhouWenMing
School: Northwest University of Science and Technology
Course: Pesticides
Keywords: plant-based fungicide kakuol synthesis antifungal activity
CLC: TQ455
Type: Master's thesis
Year: 2009
Downloads: 20
Quote: 0
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Abstract
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In the prosess of developping efficient and less residue pesticide, plant-based pesticides draw more and more attention for its extensive source, obtainning easily, safty to human and animals,environment friendly,and other advantages. In this study, taking kakuol as structure model, which has been proved have good fungicidal activity, we designed and synthesized 15 kakuol analogues from sesamol through Friedel-Crafts reaction. Forthermore, we synthesized 8 kakuol derivatives by etherization, reduction and oximation.All the synthesized compounds were characterized by IR, NMR and MS.The antifungal activity results showed as fowllows:the 24 compounds have different inhibition on plant pathogenic funfus mycelial growth at concentration of 100 mg/L. Compound 8a has a higher rate of inhibition (more than 90%), The half maximal effective concentration (EC50) of three fungi is 3.07 mg/L(Glomerella cingulata),15.2 mg/L(Fusarium graminearum),6.89 mg/L(Sclerotinia sclerotiorum). The rate of inhibition of 8b is more than 85%,which is lower than that of 8a. Comparaed triabendazole, both 8a and 8b have good result, while against Glomerella cingulata, curvularia lunata.boed, Gloeosporium orbiculare Ars, Sclerotinia sclerotiorum, Alternaria alternata keissler. Compound 9a has poor antifungi activity, the rate of inhibition of Fusarium oxysporum vasinfectum is 0,and of others ranged from 7.18%-35%.Inhibition rate of 5a of curvularia lunata.boed is 86%, compound 14a of Fusarium oxysporum vasinfectum is 80%, compound 2d of dry rot of Fusarium solani is 83.75%.compound 13b and compound 2e of Sclerotinia sclerotiorum is 80% and 76.25% separately. The rate of compound 10b against curvularia lunata.boed, Alternaria alternata and dry rot of Potato tube diseas is up to 80%.And others have lower inhibition rate, which is ranged from 30%-60%.
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CLC: > Industrial Technology > Chemical Industry > Pesticide Industry > Antiseptic
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