A kind of juniperane sesquiterpene compound and its preparation and application

A technology of sesquiterpenoids and juniperanes, applied in the field of juniperanesesquiterpenoids and their preparation, can solve the problems of biological and human health hazards, serious residues, soil pollution, etc.

Active Publication Date: 2020-10-09
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The large-scale production and unlimited use of chemical pesticides have caused 70%-80% of the pesticides to permeate directly into the environment. The residues are very serious, polluting the soil, surface water, and groundwater, and further entering the biological chain. Both immediate and potential hazards to human health

Method used

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  • A kind of juniperane sesquiterpene compound and its preparation and application
  • A kind of juniperane sesquiterpene compound and its preparation and application
  • A kind of juniperane sesquiterpene compound and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The structure of the juniperane sesquiterpenoid derived from the epiphytic fungus of seaweed is shown in formula (I).

[0023]

[0024] The compound has the following physicochemical and spectroscopic properties:

[0025] Colorless oil; specific rotation [α] 22 D -164 (c0.22, MeOH); H NMR spectrum (solvent is deuterated dimethyl sulfoxide) δ H 1.80(m), 3.78(td, 9.5, 6.0), 2.67(dd, 17.4, 5.5), 1.97(m), 6.78(br s), 1.81(m), 1.35(br t, 11.1), 1.77(m ), 1.09(qd, 12.7, 4.4), 2.30(br d, 11.5), 1.94(m), 2.12(m), 0.73(d, 6.9), 0.91(d, 6.9), 4.95(br s), 4.79 (br s); C NMR spectrum (solvent is deuterated dimethyl sulfoxide) δ C 50.5(CH), 65.9(CH), 34.8(CH 2 ), 130.5(C), 135.6(CH), 45.3(CH), 45.9(CH), 26.6(CH 2 ), 36.5 (CH 2 ), 148.4(C), 168.9(C), 26.5(CH), 14.9(CH 3 ), 21.2 (CH 3 ), 106.2 (CH 2 ); high-resolution mass spectrum [M]+m / z 250.1568, calculated value 250.1569.

Embodiment 2

[0027] The preparation method of the juniperane sesquiterpenes shown in formula (I):

[0028] Take Trichoderma virens (Trichoderma virens) Y13-3 bacterial classification that grows well on the plate, cut into small pieces and inoculate in potato dextrose liquid medium, put 300 ml of medium in each 1 liter Erlenmeyer flask, 200 bottles in total, room temperature Static fermentation for 30 days, then extracted three times with ethyl acetate, concentrated under reduced pressure to obtain 27.2 grams of crude extract after concentration.

[0029] The potato glucose liquid medium consists of 500 milliliters of boiled juice containing 100 grams of potatoes per liter, 20 grams of glucose, 5 grams of peptone, 5 grams of yeast extract powder, and 500 milliliters of aged sea water.

[0030] Trichoderma virens (Trichoderma virens) Y13-3 strain was preserved in the China Center for Type Culture Collection CCTCC on January 10, 2018, address: Wuhan University, China, the preservation number ...

Embodiment 3

[0035] The difference from Example 2 is that

[0036] Take Trichoderma virens (Trichoderma virens) Y13-3 bacterial strain that grows well on the plate, cut into small pieces and inoculate in Jerusalem artichoke glucose liquid medium, put 300 ml of medium in each 1 liter Erlenmeyer flask, 100 bottles in total, room temperature Static fermentation for 40 days, filtration and collection of mycelia and fermentation broth respectively.

[0037] The Jerusalem artichoke glucose liquid medium is composed of 500 milliliters of boiled juice containing 100 grams of Jerusalem artichoke tubers per liter, 20 grams of glucose, 5 grams of peptone, 5 grams of yeast extract powder, and 500 milliliters of aged sea water.

[0038] Collect about 30 liters of fermented liquid, extract three times with ethyl acetate, and concentrate under reduced pressure; the mycelium is dried and pulverized, extracted three times with ethyl acetate, and concentrated under reduced pressure; the concentrate is detec...

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PUM

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Abstract

The invention relates to the field of pesticides, and particularly relates to a cadinane sesquiterpene compound derived from alga epiphytic fungi, a preparation method of the cadinane sesquiterpene compound and an application of the cadinane sesquiterpene compound in killing pests. The specific structural formula of the cadinane sesquiterpene compound is the formula (I). The preparation method comprises the following steps: inoculating Trichoderma virens Y13-3 in a fungal culture medium for fermentation culture, and separating and purifying the fermentation product to obtain the cadinane sesquiterpene compound represented by the formula (I). According to the cadinane sesquiterpene compound provided by the invention, the medium lethal concentration to artemia is 21 microgram / milliliter according to the insecticidal activity experiment.

Description

technical field [0001] The invention relates to the field of insecticides, in particular to a juniperane sesquiterpene compound derived from algae epiphytic fungi, a preparation method thereof and an application in insecticide. Background technique [0002] With the passage of time in the use of chemically synthesized pesticides, their adverse effects have become more and more prominent. The large-scale production and unlimited use of chemical pesticides have caused 70%-80% of the pesticides to permeate directly into the environment. The residues are very serious, polluting the soil, surface water, and groundwater, and further entering the biological chain. Human health poses both immediate and potential hazards. After my country's accession to the World Trade Organization, the "green barrier" caused by chemical pesticide residues has seriously restricted the export of my country's agricultural products, and traditional agriculture is facing greater risks and challenges. T...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C62/32A01N37/36A01P7/04C12P7/42C12R1/885
CPCA01N37/36C07C62/32C07C2602/28C12P7/42
Inventor 季乃云时振振
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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