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Lycorine derivative, veterinary drug taking lycorine derivative as an active constituent, and applications of lycorine derivative

The technology of lycorine and veterinary medicine is applied in the field of preparing veterinary medicine for the treatment of porcine reproductive and respiratory syndrome (porcine blue-ear disease), which can solve the problems such as the inability to provide effective protection for pig farms, and achieves remarkable curative effect, economical application, moderate dose effect

Inactive Publication Date: 2013-04-03
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no effective drug for the treatment of porcine reproductive and respiratory syndrome, and the development of vaccines has been problematic and does not yet provide effective protection for pig farms

Method used

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  • Lycorine derivative, veterinary drug taking lycorine derivative as an active constituent, and applications of lycorine derivative
  • Lycorine derivative, veterinary drug taking lycorine derivative as an active constituent, and applications of lycorine derivative
  • Lycorine derivative, veterinary drug taking lycorine derivative as an active constituent, and applications of lycorine derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Preparation of compound 1-O-(methylthio)methyl-2-O-acetyllycorine (KY-91): Take 50 mg (0.152 mmol) of 2-O-acetyllycorine and add dimethyl sulfoxide ( 0.5 mL) and acetic anhydride (0.35 mL), and stirred overnight at room temperature. The reaction system was extracted by adding water (0.5 mL) and ammonia water (0.5 mL), then extracted with ether, evaporated to dryness, separated by silica gel column chromatography, and eluted with petroleum ether-ethyl acetate (4?1) to obtain Compound KY-91 (15 mg, 0.0384 mmol, 25%).

[0029] .

[0030] Compound KY-91 is light yellow solid; 1 H-NMR (CD 3 OD, 400 MHz): δ 7.09 (s, 1H, H-8), 6.62 (s, 1H, H-12), 5.90 (s, 2H, H 2 -11), 5.75 (br s, 1H, H-2), 5.49 (br s, 1H, H-3), 4.70 and 4.65 (d, J = 12.0 Hz, 1H each, OCH 2 SCH 3 ), 4.57 (br s, 1H, H-1), 4.12 and 3.52 (d, J = 14.0 Hz, 1H each, H 2 -7), 3.46 and 2.44 (m, 1H each, H 2 -5), 2.84 (d, J = 10.4 Hz, 1H, H-12b), 2.72 (d, J = 10.4 Hz, 1H, H-12c), 2.66 (m, 2H, H 2 -4), 2.17 (...

Embodiment 2

[0032] Compounds Lycorine (KY-01) [Wang et al. Chin Herb Med 2011, 3: 60-63], 1,2-di-O-acetyllycorine (KY-55) [Lee et al. Bioorg Med Chem 2007, 15 (2), 1034-1043], 2-O-acetyllycorine (KY-71) [Toriizuka et al. Bioorg Med Chem 2008, 16 (24), 10182-10189] and lycorine- 2-Keto (KY-96) [Wang et al. Chem Cent J 2012, 6: 96] was prepared according to the method reported in the literature.

[0033] Lycorisine (KY-01) preparation method: extract the bulb and flower of Lycoris radiata (Lycoris radiata) with methanol, recover the solvent to obtain an extract, add water to make a suspension, extract with petroleum ether, and use the water phase Adjust the pH to about 2 with 1% hydrochloric acid and extract with ethyl acetate. The aqueous phase was adjusted to a pH value of about 10 with 5% sodium hydroxide, extracted with chloroform, and the solvent was recovered to obtain a chloroform extract. The chloroform extract was subjected to column chromatography on C-18 silica gel, methanol-wa...

Embodiment 3

[0045] According to the method of Example 1 or 2, lycorine and its derivatives are first prepared, and water for injection is added as usual, finely filtered, potted and sterilized to make an injection.

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Abstract

The invention relates to lycorine and derivative thereof which are represented by a structural formula I and II, and also relates to a veterinary drug which takes pharmaceutically acceptable salt of the lycorine and the derivative thereof as active constituents, a preparation method of compound (1-O-(thiophanate) methyl-2-O-acetyl lycorine (KY-91)), and applications of the compound in preparation of an inhibitor for porcine reproductive and respiratory syndrome and the preparation of the veterinary drug for the porcine reproductive and respiratory syndrome (blue-eared pig disease). A new psychotherapeutic drug can be provided for porcine reproductive and respiratory syndrome virus, and has the advantages of moderate dose, convenience in drug use, obvious curative effect, economy, suitability, low toxic and side effects.

Description

Technical field: [0001] The present invention relates to the field of veterinary medicine, in particular, to the compound lycorine and its derivatives, and veterinary medicines using it as an active ingredient. They are used in the preparation of inhibitors of porcine reproductive and respiratory syndrome, and in the preparation and treatment of porcine reproductive and respiratory syndrome ( pig blue ear disease) in the application of veterinary medicine. Background technique: [0002] Porcine reproductive and respiratory syndrome (porcine reproductive and respiratory syndrome, PRRS) is caused by porcine reproductive and respiratory syndrome virus (porcine reproductive and respiratory syndrome virus, PRRSV). Reproductive disorders are characteristic. PRRS spreads in the major swine production areas of the world and is one of the main causes of losses in the swine industry. In China, PRRS spread to more than 10 provinces, municipalities, and districts in 2006 alone, causin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/16A61K31/4745A61P31/12
Inventor 王跃虎尹革芬李文贵龙春林罗吉凤杨贵树
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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