CN108047166B - 一种南鹤虱提取物及其提取方法 - Google Patents
一种南鹤虱提取物及其提取方法 Download PDFInfo
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- CN108047166B CN108047166B CN201810079117.1A CN201810079117A CN108047166B CN 108047166 B CN108047166 B CN 108047166B CN 201810079117 A CN201810079117 A CN 201810079117A CN 108047166 B CN108047166 B CN 108047166B
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- methanol
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- 238000000605 extraction Methods 0.000 title claims abstract description 29
- 239000000284 extract Substances 0.000 title claims abstract description 25
- 241000253115 Carpesium Species 0.000 title description 12
- 239000004593 Epoxy Substances 0.000 claims abstract description 12
- 229960003328 benzoyl peroxide Drugs 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000010828 elution Methods 0.000 claims description 13
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 claims description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003208 petroleum Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 239000000469 ethanolic extract Substances 0.000 claims description 8
- 238000010992 reflux Methods 0.000 claims description 8
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 claims description 7
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 6
- 238000010898 silica gel chromatography Methods 0.000 claims description 6
- 241001092084 Agrimonia Species 0.000 claims description 4
- 235000016993 Agrimonia Nutrition 0.000 claims description 4
- 238000001514 detection method Methods 0.000 claims description 4
- 238000010829 isocratic elution Methods 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000005194 fractionation Methods 0.000 claims 1
- 238000005457 optimization Methods 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 7
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 5
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 description 5
- 229930004725 sesquiterpene Natural products 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- -1 sesquiterpene compounds Chemical class 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000003919 heteronuclear multiple bond coherence Methods 0.000 description 2
- 238000002114 high-resolution electrospray ionisation mass spectrometry Methods 0.000 description 2
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 2
- 238000012306 spectroscopic technique Methods 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 241001083548 Anemone Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002206 Daucus carota subsp carota Nutrition 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000219873 Vicia Species 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000005770 birds nest Nutrition 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 210000004351 coronary vessel Anatomy 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- WGLUMOCWFMKWIL-UHFFFAOYSA-N dichloromethane;methanol Chemical compound OC.ClCCl WGLUMOCWFMKWIL-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- ROAYSRAUMPWBQX-UHFFFAOYSA-N ethanol;sulfuric acid Chemical compound CCO.OS(O)(=O)=O ROAYSRAUMPWBQX-UHFFFAOYSA-N 0.000 description 1
- 238000003810 ethyl acetate extraction Methods 0.000 description 1
- 239000002038 ethyl acetate fraction Substances 0.000 description 1
- 238000001052 heteronuclear multiple bond coherence spectrum Methods 0.000 description 1
- 238000005570 heteronuclear single quantum coherence Methods 0.000 description 1
- 238000000990 heteronuclear single quantum coherence spectrum Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 235000017807 phytochemicals Nutrition 0.000 description 1
- 229930000223 plant secondary metabolite Natural products 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000005765 wild carrot Nutrition 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/32—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
No. | δH | δC | HMBC |
1 | 2.14 (overlapped) | 45.5 | C-14, C-5 |
2 | 2.14 (overlapped) | 37.7 | |
3 | 209.4 | ||
4 | 68.3 | ||
5 | 73.3 | ||
6 | 2.44 (dd, 14.3, 11.5) 1.75 (d, 14.3) | 26.4 | C-4, C-5, C-8 |
7 | 2.81 (br.d, 11.5) | 45.3 | C-8, C-6, C-12, C-11 |
8 | 5.57 (m) | 70.3 | C-6, C-7, C-9, C-10, C-11 |
9 | 1.51 (overlapped), 2.28 (ddd, 15.4, 6.8, 4.4) | 42.3 | C-1, C-7, C-14 |
10 | 2.01 (m) | 30.6 | C-9, C-14 |
11 | 84.2 | ||
12 | 1.44 (s) | 24.6 | C-7, C-11 |
13 | 1.40 (s) | 24.8 | C-11 |
14 | 0.88 (d, 6.7) | 21.6 | C-1, C-9, C-10 |
15 | 3.93 (d, 11.3), 3.61 (d, 11.3) | 66.0 | C-3, C-4, C-5 |
1' | 166.9 | ||
2' | 127.8 | ||
3' | 6.08 (q, 7.1) | 139.2 | C-1′, C-2′, C-4′, C-5′ |
4' | 2.00 (d, 7.1) | 16.0 | C-2′, C-3 |
5' | 1.87 (s) | 20.9 | C-1′, C-2′, C-3′ |
6' | 170.5 | ||
7' | 1.96 (s) | 22.7 | C-6′ |
15-OCH3 | 3.39 (s) | 60.0 | C-15 |
Claims (8)
Priority Applications (1)
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CN201810079117.1A CN108047166B (zh) | 2018-01-26 | 2018-01-26 | 一种南鹤虱提取物及其提取方法 |
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CN201810079117.1A CN108047166B (zh) | 2018-01-26 | 2018-01-26 | 一种南鹤虱提取物及其提取方法 |
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CN108047166A CN108047166A (zh) | 2018-05-18 |
CN108047166B true CN108047166B (zh) | 2021-05-25 |
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Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP4105196A1 (en) * | 2020-02-13 | 2022-12-21 | Pharma-Gene Co., Ltd. | Compound isolated from torilidis fructus, and anticancer pharmaceutical composition containing same as active ingredient |
CN113917032B (zh) * | 2021-10-14 | 2023-10-20 | 天津现代创新中药科技有限公司 | 一种检测南鹤虱或南鹤虱提取物中有关物质含量的方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101219158A (zh) * | 2007-01-09 | 2008-07-16 | 张望之 | 苗药粘粘草在制备治疗鼻炎药物中的应用 |
WO2014079498A1 (en) * | 2012-11-22 | 2014-05-30 | Bejo Zaden B.V. | Methods for providing cytoplasmic male sterile petroselinum crispum plants, cytoplasmic male sterile petroselinum crispum plants and seeds and plant parts thereof |
CN107021947A (zh) * | 2017-05-31 | 2017-08-08 | 遵义医学院 | 金钗石斛中一个新化合物及其提取分离方法 |
-
2018
- 2018-01-26 CN CN201810079117.1A patent/CN108047166B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101219158A (zh) * | 2007-01-09 | 2008-07-16 | 张望之 | 苗药粘粘草在制备治疗鼻炎药物中的应用 |
WO2014079498A1 (en) * | 2012-11-22 | 2014-05-30 | Bejo Zaden B.V. | Methods for providing cytoplasmic male sterile petroselinum crispum plants, cytoplasmic male sterile petroselinum crispum plants and seeds and plant parts thereof |
CN107021947A (zh) * | 2017-05-31 | 2017-08-08 | 遵义医学院 | 金钗石斛中一个新化合物及其提取分离方法 |
Non-Patent Citations (4)
Title |
---|
New Sesquiterpenoids from Eugenia jambolana Seeds and Their Anti-microbial Activities;Feifei Liu等;《J.Agric. Food Chem.》;20171115;第65卷;第10214-10222页 * |
南鹤虱中两个新的倍半萜类化合物;成蕾 等;《有机化学》;20180404;第38卷;第1829-1832页 * |
南鹤虱中愈创木烷型倍半萜类化学成分研究;刘贵园 等;《药学学报》;20171231;第52卷(第7期);第1146-1149页 * |
南鹤虱果实中愈创木烷型倍半萜和其他化学成分的研究;付红伟等;《2010年中国药学大会暨第十届中国药师周论文集》;20101130;第2143页第3段、第2155页化合物3 * |
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Address after: 563000 Dalian Road, Guizhou, China, No. 201, No. Applicant after: ZUNYI MEDICAL University Address before: 563000 No. 201 Dalian Road, Huichuan District, Zunyi City, Guizhou Province Applicant before: ZUNYI MEDICAL University |
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Effective date of registration: 20240416 Address after: 200025 Building 1, 2 and 3, No. 105 Sinan Road, Huangpu District, Shanghai (centralized registration place) Patentee after: Anjie Tai Biotechnology (Shanghai) Co.,Ltd. Country or region after: China Address before: 563000 No. 201, Dalian Road, Zunyi, Guizhou Patentee before: ZUNYI MEDICAL University Country or region before: China |