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Diterpene compound, and preparation method and application thereof

A compound and selected technology, applied in organic chemistry, drug combination, pharmaceutical formulation, etc., can solve the problem of lack of research on anticoagulant components

Active Publication Date: 2014-11-05
CHENGDU FIRST PHARMACEDTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The anti-platelet aggregation effect is related to the traditional effect of motherwort "blood circulation", but the research on anti-coagulant components is very lacking

Method used

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  • Diterpene compound, and preparation method and application thereof
  • Diterpene compound, and preparation method and application thereof
  • Diterpene compound, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1 (-)-(3R,5S,7R,8R,9R,10S,13R,15R)-3-acetoxy-7-hydroxyl-15-ethoxy-9,13; 15,16-bis Extraction, Purification and Structure Identification of Epoxyhalan-6-one (Compound of Formula Ⅱ)

[0043] (1) Experimental materials:

[0044] ① Medicinal materials

[0045] Motherwort is collected from Wenjiang District, Chengdu, Sichuan, and identified as the whole herb of Lamiaceae Leonurus japonicus Houtt.

[0046] ②Reagents and fillers

[0047] Column chromatography silica gel, 200-300 mesh (reagent grade), purchased from Qingdao Haiyang Silica Gel Desiccant Factory;

[0048] TLC silica gel G, GF 254 and H (chemically pure), purchased from Qingdao Haiyang Silica Gel Desiccant Factory;

[0049] MCI gel CHP20P, 75-150 μm, is a reversed-phase polystyrene resin, purchased from Mitsubishi Chemical Corporation of Japan;

[0050] Sephadex LH-20 glucan gel, purchased from Sweden Amersham company;

[0051] GF 254 Silica gel preparation thin layer, purchased from Yantai Jiangyou ...

Embodiment 2

[0076] Example 2(-)-(5S,7R,8R,9R,10S,13R,15R)-7-hydroxy-15-ethoxy-9,13; Extraction, separation, purification and structure identification of ketone (compound of formula Ⅲ)

[0077] (1) experimental material: with embodiment 1

[0078] (2) Extraction of medicinal materials: take 20Kg of motherwort medicinal materials, pulverize them, add 95% ethanol (3×160L) to extract for 72 hours, extract 3 times, after the extracts are combined, after the solvent is recovered under reduced pressure, 1.2Kg of ethanol extract is obtained;

[0079] (3) Separation and purification of components:

[0080] ①Weigh 20kg of motherwort medicinal material, pulverize it, add 160L of 95% v / v ethanol to extract 3 times, and obtain 1.2kg of ethanol extract after depressurizing and recovering the solvent from the extract;

[0081] ② Disperse the ethanol extract with water, extract with ethyl acetate and n-butanol successively, combine the ethyl acetate part, recover the solvent under reduced pressure, and...

Embodiment 3

[0086] Example 3 (+)-(5S,7R,8R,9R,10S,13S,15R)-7-hydroxy-15-ethoxy-9,13; Extraction, Purification and Structure Identification of Ketone (Compound of Formula Ⅳ)

[0087] (1) experimental material: with embodiment 1

[0088] (2) Extraction of medicinal materials: take 20Kg of motherwort medicinal materials, pulverize them, add 95% ethanol (3×160L) to extract for 72 hours, extract 3 times, after the extracts are combined, after the solvent is recovered under reduced pressure, 1.2Kg of ethanol extract is obtained;

[0089] (3) Separation and purification of components:

[0090] ①Weigh 20kg of motherwort medicinal material, pulverize it, add 160L of 95% v / v ethanol to extract 3 times, and obtain 1.2kg of ethanol extract after depressurizing and recovering the solvent from the extract;

[0091] ② Disperse the ethanol extract with water, extract with ethyl acetate and n-butanol successively, combine the ethyl acetate part, recover the solvent under reduced pressure, and obtain 400...

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Abstract

The invention discloses a compound represented by a formula A, or pharmaceutically acceptable salts thereof. In the formula, R1 is selected from H, -OH, -OAc, -OMe, or -OEt; R2 is selected from H, -Ac, -Me, or -Et; R3 is selected from H, -OMe, -OEt, -OH or null; R4 is selected from H, -OMe, -OEt, -OH or null; R5 is selected from H or =O; X and Y are independently selected from O or C; and X and Y are different elements. As a research result, bis-spiro labdane diterpene separated from motherwort herb has a certain inhibition effect against platelet aggregation.

Description

technical field [0001] The present invention relates to a kind of diterpenoid compound and its preparation method and application. Background technique [0002] Motherwort was first recorded in "Shen Nong's Materia Medica", formerly known as Chiwei, and was listed as top grade. In "Compendium of Materia Medica", it is called "the holy medicine of the blood family". [0003] Motherwort mainly contains alkaloids, diterpenes, flavonoids, iridoid glycosides, phenylethanol glycosides, volatile oils, peptides and fatty acids, etc. Currently, the active researches are mainly alkaloids and diterpenes: [0004] (1) Alkaloids: mainly include stachydrine, leonurine, leonurin, and leonurin. Modern studies have shown that the total alkaloids of Motherwort have a therapeutic effect on cerebral ischemia-reperfusion injury, among which Leonurine can not only protect myocardial cells from ischemic injury through anti-oxidation, but also has neuroprotective activity. [0005] (2) Diterpene...

Claims

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Application Information

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IPC IPC(8): C07D493/10A61K31/343A61K31/365A61P7/02
CPCC07D493/10
Inventor 彭成熊亮谢晓芳周勤梅郭力刘昭华
Owner CHENGDU FIRST PHARMACEDTICAL CO LTD
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