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Anticancer active part la-d of uniyuhuotong tree and its pharmaceutical composition and separation and identification method of its chemical constituents

A technology of LA-D and chemical composition, applied in the direction of drug combination, organic active ingredient, plant/algae/fungus/moss composition, etc.

Active Publication Date: 2019-04-02
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

The chemical constituents and anticancer activity of its extracts from S. unifeather have not been reported yet

Method used

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  • Anticancer active part la-d of uniyuhuotong tree and its pharmaceutical composition and separation and identification method of its chemical constituents

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The preparation of LA-D of the present invention and the separation of contained chemical composition thereof:

[0031] Preparation of LA-D: The dried whole plant (1.3kg) of Shanyuhuotong tree was crushed, soaked in methanol (4L) for 7 days, filtered, and the filter residue was further extracted. A total of 4 extractions were performed, the filtrates were combined, and the solvent was recovered to obtain 167 g of extract (code LA). LA water (500mL) was made into a suspension, extracted with petroleum ether (0.5L×3) and chloroform (0.5L×3) respectively, and the extracted mother liquor was further extracted with ethyl acetate (0.5L×3), recovered Ethyl acetate was used to obtain 18 g of the ethyl acetate extraction fraction (code LA-D).

[0032] Separation of chemical components contained in LA-D:

[0033] Take the LA-D that weighs 18g and use the chloroform-methanol mixed solvent gradient elution section (20:1, 15:1, 10:1, 5:1, 3:1, 1:1) through silica gel column chroma...

Embodiment 2

[0036] The structural identification of LA-D chemical composition of the present invention:

[0037] Kaempferol, yellow needle-like crystal, molecular formula C 15 h 10 o 6 , CAS registry number 520-18-3. 1 H NMR (CD 3 OD, 400 MHz) δ: 6.19 (1H, s), 6.41 (1H, s), 6.91 (2H, d, J = 8.6 Hz), 8.10 (2H, d, J = 8.6 Hz). 13 C NMR (CD 3 OD, 125MHz) δ: 179.4, 165.6, 162.5, 160.6, 158.3, 148.1, 136.5, 130.7, 130.7, 123.7, 116.3, 116.3, 104.5, 99.2, 99.4. ESI-MS m / z 285[M-H] - . That 1 H NMR is consistent with that reported in the literature [Chang Y C, Chang F R, Wu Y C. The constituents of Lindera glauca. Journal of the Chinese Chemical Society, 2000, 47(2), 373-380.].

[0038] Kaempferol-3-O-α-L-rhamnopyranoside, yellow powder, molecular formula C 21 h 20 o 10 , CAS registry number 5041-73-6. 1 H NMR (CD 3 OD, 400MHz) δ: 6.21 (1H, d, J = 2.0Hz), 6.39 (1H, d, J = 2.0Hz), 7.77 (2H, d, J = 8.8Hz), 6.93 (2H, d, J = 8.8Hz), 5.38 (1H, d, J = 1.6Hz), 0.92 (1H, d, J = 5.7Hz). 1...

Embodiment 3

[0049] Inhibition of tumor cell growth by ethyl acetate fraction (LA-D) of the extract of the single feather fire tube tree:

[0050] 1. Segment LA-D.

[0051] Take the LA-D that weighs 18g and use the chloroform-methanol mixed solvent gradient elution section (20:1, 15:1, 10:1, 5:1, 3:1, 1:1) through silica gel column chromatography , get Fr.A 1 (1.34g), Fr.A 2 (1.54g), Fr.B 1 (1.40g), Fr.B 2 (0.67g), Fr.C(2.38g), Fr.D(4.77g), Fr.E(0.47g), Fr.F(0.83g), Fr.G(0.68g), Fr.H(0.51 g) etc. 10 parts;

[0052] 2. Take a small amount of sample from the heavy part, and use column chromatography and semi-preparative high performance liquid chromatography to quickly obtain the chemical composition.

[0053] Take Fr.A 1 Part 1.34g, over C 18 Reverse-phase silica gel column chromatography (methanol-water elution) obtained 80% methanol elution fraction, which was purified by LH-20 gel column chromatography (methanol elution) to obtain the compound maslinic acid (3.0 mg). Take Fr.B ...

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Abstract

The invention provides an anticancer active site LA-D of Leea crispa van Royen (Leea asiatica (Linnaeus) Ridsdale), an extraction and identification method of chemical components in the anticancer active site LA-D, a medicinal composition consisting of the active site and application of the active site and the medicinal composition to the preparation of a medicine for treating a tumor. According to the extraction and identification method, kaempferol, kaempferol-3-O-alpha-L-rhamnopyranoside, quercetin, isoquercitrin, quercetin-3-O-alpha-L-rhamnopyranoside, myricetin, myricetin-3-O-alpha-L-rhamnopyranoside, Europetin, Europetin 3-O-alpha-L-rhamnopyranoside, (-)-catechin and maslinic acid are separated and identified from the LA-D by adopting a separation method of chromatographic-column chromatography and semi-preparative high performance liquid chromatography and an identification method of mass spectrometry and nuclear magnetic resonance wave spectrometry. By using the separation and identification method, main chemical components of the LA-D are clarified for the first time; through the provided method, the chemical components can be simply and quickly obtained from the Leea crispa van Royen and the anticancer active site LA-D thereof, and are used for establishing a quality control standard of the Leea crispa van Royen and the anticancer active site LA-D thereof.

Description

Technical field: [0001] The invention belongs to the technical field of extraction and separation of natural products, and in particular relates to LA-D, an anticancer active part of the genus L. chinensis, a pharmaceutical composition thereof, and a method for separating and identifying its chemical components. Background technique: [0002] Single feather fire tube tree [Leea asiatica (Linnaeus) Ridsdale], also known as nine-section raccoon, is a plant of the genus Fire Tube Tree in the grape family. The root of the single-feather Huotong tree has the function of clearing heat and benefiting but, and it is used to treat icteric hepatitis [Zhu Zhaoyun, Yunnan Natural Medicine Illustration (Volume 5). Kunming: Yunnan Science and Technology Press. 2009: 285]. The applicant's investigation found that in Dehong, Yunnan, the local residents called the single-feather fire tube tree "nine-section civet", and used it to treat tonsillitis, triglanditis, breast fibroids, uterine fibr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/30C07D311/40C07D311/62C07H17/07C07J63/00A61K31/352A61K31/353A61K31/7048A61K31/56A61K36/87A61P35/00A61P35/02G01N30/72G01N30/78
CPCA61K31/352A61K31/353A61K31/56A61K31/7048A61K36/87A61K2236/33A61K2236/35A61K2236/39C07D311/30C07D311/40C07D311/62C07H17/07C07J63/008G01N30/72G01N30/78
Inventor 杨珺黄铁坚黄靖柯镭喻王跃虎罗吉凤李恒
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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