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Application of phenazine-1-formamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum

A technology of Sclerotinia sclerotiorum and Sclerotinia sclerotiorum, which is applied in application, fungicide, organic chemistry, etc., can solve the problems of rapeseed thousand-grain weight reduction, early plant withering, environmental pollution, etc., and achieve rich new pesticides with good inhibitory effect Effect

Active Publication Date: 2017-07-07
HUNAN AGRICULTURAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The occurrence of the disease will cause a decrease in the thousand-grain weight of rapeseed, a decrease in siliques, shriveled seeds, and early withering of plants, etc., resulting in a 10%-50% or even 80% reduction in rapeseed yield, which will bring huge losses to production.
[0004] The method of preventing and treating Sclerotinia sclerotiorum in production mainly relies on chemical control. The chemical pesticides that can be used to control Sclerotinia sclerotiorum include ergosterol biosynthesis inhibitors such as imidamide and tebuconazole; benzimidazoles such as carbendazim and formazan Base tobuzin; substituted benzenes such as chlorothalonil; dicarboximides such as sclerotin, procymidone, iprodione, vinclozolin; triazoles such as propiconazole; carbamates such as B Mildcarb, etc., but long-term single use of chemical pesticides in large quantities not only pollutes the environment and destroys the ecological balance, but also easily leads to the development of drug resistance of bacteria

Method used

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  • Application of phenazine-1-formamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum
  • Application of phenazine-1-formamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum
  • Application of phenazine-1-formamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1 Preparation of phenazine-1-carboxamide modified compound 15-1

[0016] The specific process of synthesis: hydrolyze phenazine-1-carboxamide under acidic conditions to generate phenazine-1-carboxylic acid; take 20mmol phenazine-1-carboxylic acid (0.4577g) and 200ml thionyl chloride and add it to a 500ml round bottom In the flask, a reflux reaction device (using anhydrous calcium chloride drying tube) was installed, magnetically stirred, and refluxed for 6 hours. After the reaction solution was cooled, the thionyl chloride was removed by rotary evaporation to obtain the intermediate product phenazine-1-formyl chloride. The purification is directly used in the next step reaction; the obtained phenazine-1-formyl chloride is dissolved in 200ml of dry dichloromethane (DCM), added to a 500ml dry round bottom flask, protected by nitrogen, magnetically stirred, and cooled in an ice-water bath 11.15ml of triethylamine (80mmol, 4equiv.) and 2.367g of 3-methoxy-1-propylam...

Embodiment 2

[0017] Example 2 Structural identification of modified compound 15-1

[0018] The modified compound 15-1 obtained was determined by proton nuclear magnetic resonance (1H NMR) and carbon nuclear magnetic resonance (13C NMR) techniques. Proton spectrum (1H NMR (500MHz, CDCl3) δ11.03 (s, 12H), 9.25–8.90 (m, 59H), 8.90–7.86 (m, 427H), 8.11–7.73 (m, 224H), 8.11–7.73 (m,223H),7.82(dd,J=16.5,10.4Hz,19H),7.29(s,16H),7.10–6.85(m,6H),5.86–5.75(m,8H),5.33–5.23(m ,9H),4.82(t,J=9.7Hz,9H),4.89–4.39(m,14H),4.89–4.24(m,19H),4.89–4.18(m,23H),4.89–4.07(m,29H ),4.89–4.02(m,32H),4.89–3.71(m,81H),3.68(d,J=20.8Hz,17H),3.71–3.51(m,22H),3.71–3.30(m,38H), 3.71–3.26(m,43H),3.71–3.20(m,53H),3.71–3.03(m,80H),3.71–3.05(m,80H),3.71–2.93(m,83H),3.71–2.88(m ,84H),3.71–2.81(m,85H),3.71–2.45(m,128H),3.71–2.41(m,133H),3.71–2.27(m,150H),3.71–2.17(m,155H),3.71 –2.12(m,159H),3.71–2.07(m,169H),3.71–2.01(m,175H),3.71–1.70(m,258H),3.71–1.62(m,273H),3.71–1.54(m, 292H), 3.71–1.40(m, 351H), 1.24(dd, J=37.1, 31.7Hz,...

Embodiment 3

[0020] Example 3 Inhibitory Effect of Modified Compound 15-1 on Strawberry Botrytis cinerea

[0021] ⑴Instruments and related materials

[0022] YJ-VS-2 ultra-clean workbench (Wuxi Yijing Purification Equipment Co., Ltd.), LDZX-30E sterilizer (Shanghai Shen'an Medical Instrument Factory), MPJ-250 incubator (Shanghai Senxin Experimental Instrument Co., Ltd.) , QHX-400B-III light incubator (Shanghai Xinmiao Medical Instrument Manufacturing Co., Ltd.), electric furnace (Beijing Zhongxing Weiye Instrument Co., Ltd.), etc., as well as measuring cylinders, glass rods, beakers, triangular flasks, rulers, pencils, label paper, Parafilm, picking needle, volumetric flask, inoculation needle, ph-101 watering can, puncher, petri dish, kitchen knife, gauze.

[0023] ⑵ medicine

[0024] The 93% phenazine-1-carboxamide modified 15-1 original drug prepared in Example 1 (hereinafter referred to as the modified 15-1); agar, glucose, acetone and Tween 80 were purchased from Sinopharm Group.

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Abstract

The invention discloses application of a phenazine-1-formamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum. The phenazine-1-formamide modified compound 15-1 is obtained with phenazine-1-formamide as a mother substance by structural modification. According to the invention, a growth rate method is adopted to measure the inhibiting effect of the phenazine-1-formamide modified compound 15-1 on Sclerotinia sclerotiorum. The results indicate that the modified compound 15-1 has good inhibitory effect on Sclerotinia sclerotiorum, and the inhibitory effect is better than that of the mother substance phenazine-1-formamide, which indicates that the modified compound 15-1 can be used as a lead compound of new pesticides for controlling Sclerotinia rot of rape.

Description

technical field [0001] The invention belongs to the field of pesticide creation, and particularly relates to the application of phenazine-1-carboxamide modified compound 15-1 in inhibiting Sclerotinia sclerotiorum. Background technique [0002] Rapeseed is an important oil crop in my country. The oil content of its seeds is between 33-55%, which has high economic value. Rapeseed can not only be used to extract edible oil and feed, but also has a wide range of uses in medicine, industry, food, etc. Recent research results show that my country is the largest rapeseed country in the world, with an area of ​​about 7 million hectares, and is an important rapeseed producer. [0003] Rapeseed has a long growth cycle and is often disturbed by various factors, among which Sclerotinia sclerotiorum is an important factor affecting the yield increase of rapeseed. The disease, also known as stem rot, mildew, white stalk, empty stalk, etc., is a fungal disease caused by Sclerotinia scle...

Claims

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Application Information

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IPC IPC(8): A01N43/60C07D241/46A01P3/00
CPCA01N43/60C07D241/46
Inventor 张亚廖晓兰刘双清项雅琴
Owner HUNAN AGRICULTURAL UNIV
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