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Synthesis method and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone

A technology of dimethoxyflavone and synthesis method, which is applied in the field of synthesis and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone, and can solve the problem of increasing production cost and pesticide residue Health problems, environment, unfriendliness and other problems, to prevent spore germination, promote sustainable development, and increase rice yield

Inactive Publication Date: 2008-08-13
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, spraying chemical reagents such as herbicides or fungicides will not only increase production costs, but also bring health problems of pesticide residues and unfriendly to the environment

Method used

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  • Synthesis method and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone
  • Synthesis method and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone
  • Synthesis method and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Example 1 Synthesis of 5,7,4'-trihydroxy-3',5'-dimethoxyflavone

[0025]

[0026] 1) Synthesis of compound A (Hoesch reaction)

[0027] 5.0g of anhydrous phloroglucinol and 3.5mL of acetonitrile dissolved in 165mL of dry ether, cooled to -10°C in an ice-salt bath, added 2.7g of molten zinc chloride under stirring, and then introduced dry hydrogen chloride gas for 2h, and then reacted The bottle was sealed in the refrigerator and placed for 1d. The next day, hydrogen chloride gas was continued for 2h, and then placed in the refrigerator for 1d. An orange solid precipitated out. Filtered. The filter cake was washed twice with anhydrous ether, then dissolved in 250mL of water and transferred to a round bottom. The flask was heated to reflux for 1 hour and left to stand overnight. A yellow solid was precipitated and recrystallized twice with water to obtain 5.8 g of light yellow needle-like crystals with a yield of 87%. 1 H NMR (300MHz, DMSO) δ 2.37 (s, 3H, CH 3 C=O), 7.40 (s...

Embodiment 2

[0037] 1) Petri dish anti-grass biological activity test

[0038] Put a layer of filter paper on the bottom of a petri dish with a diameter of 9 cm, and then add an aqueous solution of flavonoids with a set concentration, and set a petri dish with only distilled water as a control. The pre-germinated seeds of barnyardgrass or heterotypic sedge were sown evenly into a petri dish with 50 seeds per dish, and the petri dish was placed in an incubator and grown for 7 days under the conditions of 25±1°C and 12h light. Harvest the seedlings in each petri dish at 80°C. Weigh the dry weight after drying for 12 hours.

[0039] 2) Potted plant anti-grass biological activity test

[0040] 50 barnyardgrass or heteromorphic sedge seeds were evenly sown into a pot (5cm×7cm) containing 150g paddy soil. After the seedlings emerged, each pot was thinned to 10 plants, and a set concentration of flavonoid aqueous solution was applied to the pot. Only add distilled water. The pot is placed in an incub...

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Abstract

The invention relates to a synthesis method of 5, 7, 4'-trihydroxy-3', 5'-dimethoxyflavone and application thereof, particularly to a chemical synthesis method of allelochemicals, 5, 7, 4'-trihydroxy-3', 5'-dimethoxyflavone, by separating from allelochemical rice, Oryza sativa L.(PI312777). Syringic acid and phloroglucinol are used as the raw materials, the object products are synthesized by four steps. The products are protected by benzyl, and benzyl is synchronously removed with glacial acetic acid heating and ring closing in the final reaction step, thereby reducing the reaction steps. Compared with the method of removing benzyl by Pd / C charging hydrogen, the method of the invention is more simple, economical, and safe. The invention is capable of effectively stopping growth of garnyardgrass, cyperus iria linn and cyperus difformis linn seeds in rice, restraining paddyfield weed, improving rice yield, stopping spore germination of pyricularia oryzae and rhizoctonia solan so as to avoid the problems due to pesticide application and promote sustainable development of agriculture.

Description

Technical field [0001] The present invention relates to the synthesis of biological weeding and antibacterial agents, in particular to a synthesis method and application of 5,7,4'-trihydroxy-3',5'-dimethoxyflavonoids, in particular from the allelopathy rice Oryza sativa The chemical synthesis of allelochemicals isolated from L. (PI312777)—5,7,4'-trihydroxy-3',5'-dimethoxyflavonoids (commonly known as triticxanthin) and its use in suppressing weeds in rice fields And antibacterial applications. Background technique [0002] As we all know, during the growth of rice, there are often a large number of weeds (such as barnyard grass, etc.) in the rice field, competing with rice for nutrients, affecting the growth of rice; at the same time, rice will also be attacked by various pathogens, causing rice wilt. Or death. Generally speaking, rice farmers often spray herbicides or fungicides in order to remove weeds or suppress germs. However, spraying of chemical agents such as herbicides o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/30A01N43/16A01P13/00A01P3/00
Inventor 徐效华崔艳孔垂华谢龙观朱应栋赵华刘爱国高炜程辉敏
Owner NANKAI UNIV
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