Unlock instant, AI-driven research and patent intelligence for your innovation.

A new β-dihydroagarfuran-type sesquiterpene compound with antibacterial activity and its preparation method and application

A technology of dihydro agarwood and antibacterial activity, which is applied in the fields of agriculture and phytochemistry, can solve the problems of less research on chemical components and unclear composition of chemical components, etc., and achieves the effect of good antibacterial activity.

Inactive Publication Date: 2022-03-08
INST OF BOTANY JIANGSU PROVINCE & CHINESE ACADEMY OF SCI
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many species of Euonymus plants, 61 of which are used by traditional Chinese medicine, ethnic minorities and folk medicine in my country. Among them, the plants of the genus Selina, Tripterygium genus and Maydenia have been studied more, and a large number of plants have been obtained from these plants. A compound with good insecticidal and antibacterial activities, and vine petals is a unique plant in China. It is only used as a folk herbal medicine at present. There are few studies on its chemical composition, and its chemical composition is still unclear.

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
  • A new β-dihydroagarfuran-type sesquiterpene compound with antibacterial activity and its preparation method and application
  • A new β-dihydroagarfuran-type sesquiterpene compound with antibacterial activity and its preparation method and application
  • A new β-dihydroagarfuran-type sesquiterpene compound with antibacterial activity and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The preparation of embodiment 1 compound

[0024] antibacterial β -The preparation method of the novel compound of dihydroagarwood furan type sesquiterpene, comprising the following steps:

[0025] (1) Extraction: take the stems and leaves of the vine, add 50-90% methanol to reflux extraction 3 times according to the ratio of material to liquid 1:10-1:30, combine the extracts, and concentrate them into liquid extracts;

[0026] (2) Coarse separation by silica gel column chromatography: mix the liquid extract, apply 100-200 mesh silica gel column chromatography, and use 100:1, 50:1, 20:1, 10:1, 5:1 (v / v) gradient elution with dichloromethane-methanol solvent system, and thin-layer chromatography detection. The same fractions obtained were combined to obtain 8 fractions (Fr.1-Fr.8);

[0027] (3) Silica gel column chromatography subdivision: Fraction 2 (Fr.2) mixes samples, and performs 200-300 mesh silica gel column chromatography, followed by 5:1, 4:1, 3:1, 2:1, 1 : ...

Embodiment 2

[0029] Example 2 Structural Analysis of Compounds

[0030] white amorphous powder, : -20.2 (c 0.113, MeOH). High resolution mass spectrometry (HR-ESI-MS: m / z = 631.2642 [M+H] + , calculated value 631.2652) shows that its molecular formula is C 35 h 38 N 2 o 9 . The fragmentation peaks of the mass spectrum indicated that the molecule might contain niacin ( m / z 123), benzoic acid ( m / z 122) and 5-carboxy-N-methyl-2-pyridone ( m / z 153) Structure. 13 C-NMR spectrum and HSQC spectrum show that the molecule has 4 methyl carbons δ = 31.1 (C-12), 24.0 (C-13), 12.5 (C-14) and 16.9 (C-15), 2 methylene carbons δ = 22.3 (C-2) and 26.6 (C-3), 6 methine carbons δ = 79.7 (C-1), 34.3 (C-4), 75.8 (C-6), 54.4 (C-7), 70.0 (C-8), 76.8 (C-9), and 3 quaternary carbons δ = 91.5 (C-5), 49.2 (C-10) and 81.6 (C-11), the above spectral data shows that the molecule contains a β - dihydroagarfuran skeleton.

[0031] According to the HMBC spectrum, the three substituents are re...

Embodiment 3

[0036] Example 3 Bacteriostatic activity analysis of perpetalin G

[0037] The test phytopathogens used in the bacteriostatic activity assay of the obtained perpetalin G prepared by embodiment 1 include hickory scab ( Fusicladium effusum ), Anthrax ( Gloeosporium fructigenum ), Leaf Spot ( Alternaria alternata ), root rot fungus ( Fusarium oxysporum ), black spot fungus ( Xanthomonas jugladis ) and other five common pathogenic bacteria on hickory nuts.

[0038] Dissolve valerine G in DMSO to prepare a stock solution with a concentration of 5000 μg / mL, and use DMSO for gradient dilution before use. Add various concentrations of valerine G solutions or equal volumes of DMSO into the PSA medium that has been heated and melted and cooled to 55°C, mixed evenly, and poured into a petri dish with a diameter of 9 cm to make a drug-containing plate. Use a puncher with a diameter of 5mm to pick out the fungal discs from the edge of the pre-cultured fungal colonies (Hickory s...

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 present invention relates to a kind of antibacterial activity β ‑Dihydro agarwood furan type sesquiterpene compound and its preparation method and application. The present invention conducts systematic and in-depth research on the chemical constituents of the vine, uses the stem and leaves of the vine as raw materials, undergoes alcohol extraction, silica gel purification, liquid phase separation, and identifies a new compound 1 through mass spectrometry and spectral analysis. α ‑Nicotinyloxy‑6 β ‑(5‑carboxy‑N‑methyl‑2‑pyridinonyl)‑9 α ‑Benzoyloxy‑8 α ‑Hydroxy‑ β ‑Dihydroagarfuran, named as valerine G. The compound can be used to control hickory scab and anthracnose.

Description

technical field [0001] The invention belongs to the fields of agriculture and phytochemistry, and in particular relates to a β -New compound of dihydroagarwood furan type sesquiterpene and its preparation method and application. Background technique [0002] Everpetal Vine ( Monimopetalum chinense Rehd.) is a single-species medicinal plant of the genus Celastraceae, which is used to treat rheumatoid arthritis in Jiangxi folk. The plant was first discovered in 1926 by Chinese botanist Qin Renchang in Pankeng, Zongli Village, Qimen County, Anhui Province. Due to the destruction of the ecological environment and other reasons, the plant has been listed as the first batch of national second-class rare and endangered plants. There are many species of Euonymus plants, 61 of which are used by traditional Chinese medicine, ethnic minorities and folk medicine in my country. Among them, the plants of the genus Selina, Tripterygium genus and Maydenia have been studied more, and a la...

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 Patents(China)
IPC IPC(8): C07D405/14A01N43/40A01P3/00
CPCC07D405/14A01N43/40
Inventor 贾晓东徐曙赵兴增印敏王奇志张计育贾展慧莫正海冯煦
Owner INST OF BOTANY JIANGSU PROVINCE & CHINESE ACADEMY OF SCI