Novel triterpenoid saponin compound and application in pest control thereof

A technology of triterpene saponins and compounds, which is applied in the preparation of pentacyclic triterpene glycosides and the application field of diamondback moth control, can solve the problems of separation and identification of active compounds, achieve good application prospects, simple operation, and low toxicity Effect

Inactive Publication Date: 2010-09-01
ZHEJIANG ACADEMY OF AGRICULTURE SCIENCES
View PDF1 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

And it is preliminarily determined that the active ingredients mainly exist in the polar extracts (Zeng Dongqiang et al. The antifeedant effect of pomegranate fruit extract on Xiao Caie[J]. Journal of South China Agricultural University, 2005, 26(4): 34-36 ), but the active compound was not further isolated and identified

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Novel triterpenoid saponin compound and application in pest control thereof
  • Novel triterpenoid saponin compound and application in pest control thereof
  • Novel triterpenoid saponin compound and application in pest control thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Embodiment 1: the preparation of general formula (1) compound

[0022] Use pomegranate with a dry weight of 9kg as the raw material, soak and extract with 95% ethanol at room temperature three times after crushing, each time for 2 days, then heat and reflux with 50% ethanol for three times, each time for 6 hours, the extracts are combined, concentrated under reduced pressure to obtain extract. The extract was suspended and dissolved in water to obtain a 3L solution, and then extracted with equal volumes of petroleum ether, ethyl acetate and n-butanol, each three times, and the n-butanol extract was concentrated under reduced pressure to obtain a crude extract (170 g). The extract was subjected to macroporous adsorption resin column (D101) chromatography, eluted with water, 30%, 60%, and 95% ethanol aqueous solution in sequence, and concentrated under reduced pressure respectively 60% and 95% ethanol aqueous solution to obtain two parts of samples 35g and 10g.

[0023]...

Embodiment 2

[0024] Embodiment 2: Structural identification and data assignment of the compound of general formula (1)

[0025] High resolution mass spectrum HRESI-MS m / z 951.4938[M+Na] of compound I in general formula (1) + Deduce its molecular formula as C 47 h 76 o 18 ; Through hydrochloric acid hydrolysis reaction, after TLC thin-layer chromatography, develop color with sulfuric acid chromogen and compare with the standard sample, it is determined that the sugar chain of the compound contains glucose and xylose; 1 H NMR and 13 C NMR can see the end group carbon signal of 3 sugar molecules in the compound [δ H 4.83(d, J=7.7Hz), 5.37(d, J=7.9Hz), 5.60(d, J=7.7Hz); δ C 105.1, 104.8, 104.6], from the methylene δ on the carbon spectrum C 67.2 Determine that one of the three molecular sugars is xylose and the other two are glucose. There are seven single-peak methyl proton signals in the high-field region of the hydrogen spectrum (δ H1.28, 1.07, 0.84, 1.03, 1.68, 1.20, 1.12); olefini...

Embodiment 3

[0030] Embodiment 3: Antifeedant activity test of punicalagin I-III to diamondback moth

[0031] The structures of the three compounds are

[0032]

[0033] I R 1 = XylR 2 =H

[0034] II R 1 = Rha R 2 =Glu

[0035] III R 1 = XylR 2 =Glu

[0036] In this experiment, the Plutella xylostella population was raised in an artificial climate chamber (temperature: 25±1°C, humidity: 75±10%, photoperiod 14:10h (L:D)), and cabbage (Brassica oleraceae) was planted in Zhejiang Academy of Agricultural Sciences In the greenhouse of the Institute of Plant Protection and Microbiology, no pesticides were sprayed.

[0037] The antifeedant activity test adopts the leaf disk method: the sample compound is dissolved with 0.05% Tween-80 aqueous solution, and is prepared into an aqueous solution with a concentration gradient of 0.1, 1, 10, 100 and 1000 ppm, and a blank control with 0.05% Tween-80 aqueous solution. Use a puncher (diameter 1.5cm) to prepare round cabbage leaf discs, soak t...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to a method for preparing a novel triterpenoid saponin compound and application in diamondback moth control thereof. The triterpenoid saponin is obtained by extracting fraction of a mangrove-associated plant, namely Catunaregam spinosa, by using an organic solvent and then performing all kinds of conventional column chromatographic separation and high performance liquid chromatographic separation. As the novel triterpenoid saponin compound has a certain antifeedant effect on agricultural pests, the novel triterpenoid saponin compound can be used for preparing botanical pesticide.

Description

technical field [0001] The invention relates to a new saponin, in particular to a preparation method of a pentacyclic triterpene type glycoside and its application in the control of diamondback moth. Background technique [0002] Pomegranate Catunaregam spinosa Tirveng, belonging to Rubiaceae (Rubiaceae) Pomegranate genus Catunaregam Wolf, is a common mangrove companion plant in Hainan Province. In India (local name Madna, Mainphal) and Brazil (local name Sacrifício de Cristo), pomegranate is used as a traditional herbal medicine for emetic, anti-tumor and anti-fertility (Varshney IP, et al.Saponins from Randiadumetorum Lamk.Fruit pulp[ J]. J Indian Chem Soc, 1978: 397-400.) and anthelmintic and anti-dysentery etc. : 451-455). The diverse medicinal activities of pomegranate have caused foreign researchers to study its chemical components, from which triterpenes and their glycosides, coumarin glycosides, and iridoids have been obtained (Hamerski L, et al.Iridoid glucosides ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
Patent Type & Authority Applications(China)
IPC IPC(8): C07J63/00A01N45/00A01P7/04
Inventor 高广春吕仲贤张偲徐红星郑许松
Owner ZHEJIANG ACADEMY OF AGRICULTURE SCIENCES
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap