CN102190699B - 海藻内生真菌二萜生物碱类化合物及其制备和应用 - Google Patents
海藻内生真菌二萜生物碱类化合物及其制备和应用 Download PDFInfo
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- CN102190699B CN102190699B CN 201010131156 CN201010131156A CN102190699B CN 102190699 B CN102190699 B CN 102190699B CN 201010131156 CN201010131156 CN 201010131156 CN 201010131156 A CN201010131156 A CN 201010131156A CN 102190699 B CN102190699 B CN 102190699B
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- Prior art keywords
- alga
- ethyl acetate
- alkaloid compound
- endophytic fungi
- preparation
- Prior art date
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- 241000233866 Fungi Species 0.000 title claims abstract description 28
- 229930013930 alkaloid Natural products 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 150000004141 diterpene derivatives Chemical class 0.000 title abstract 3
- 238000004809 thin layer chromatography Methods 0.000 claims abstract description 25
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 240000006439 Aspergillus oryzae Species 0.000 claims abstract description 11
- 239000000287 crude extract Substances 0.000 claims abstract description 10
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- 239000003960 organic solvent Substances 0.000 claims abstract description 10
- 235000002247 Aspergillus oryzae Nutrition 0.000 claims abstract description 8
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- 230000003068 static effect Effects 0.000 claims abstract description 5
- 238000000926 separation method Methods 0.000 claims abstract description 4
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- -1 diterpenoid alkaloid compound Chemical class 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 20
- SRCZQMGIVIYBBJ-UHFFFAOYSA-N ethoxyethane;ethyl acetate Chemical compound CCOCC.CCOC(C)=O SRCZQMGIVIYBBJ-UHFFFAOYSA-N 0.000 claims description 14
- 239000003208 petroleum Substances 0.000 claims description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- 238000010898 silica gel chromatography Methods 0.000 claims description 12
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- 238000003810 ethyl acetate extraction Methods 0.000 claims description 8
- 238000001641 gel filtration chromatography Methods 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 230000000749 insecticidal effect Effects 0.000 claims description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000003905 agrochemical Substances 0.000 claims description 4
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 claims description 4
- 238000000638 solvent extraction Methods 0.000 claims description 4
- UXTMROKLAAOEQO-UHFFFAOYSA-N chloroform;ethanol Chemical compound CCO.ClC(Cl)Cl UXTMROKLAAOEQO-UHFFFAOYSA-N 0.000 claims description 3
- 239000002917 insecticide Substances 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 239000000575 pesticide Substances 0.000 abstract description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 6
- 238000002474 experimental method Methods 0.000 abstract description 3
- 238000004440 column chromatography Methods 0.000 abstract 3
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- 239000001963 growth medium Substances 0.000 abstract 1
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- 230000000361 pesticidal effect Effects 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 229910052736 halogen Inorganic materials 0.000 description 9
- 150000002367 halogens Chemical class 0.000 description 9
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- 235000015097 nutrients Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
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- 231100000225 lethality Toxicity 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
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- 229960001866 silicon dioxide Drugs 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000006273 synthetic pesticide Substances 0.000 description 2
- 239000012138 yeast extract Substances 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 241000238421 Arthropoda Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 102000002322 Egg Proteins Human genes 0.000 description 1
- 108010000912 Egg Proteins Proteins 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 238000003811 acetone extraction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000005276 aerator Methods 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- UCZDOMMSHDUFIK-BWGHAJCOSA-N asporyzin C Natural products CC(C)(O)C=CC[C@]1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@H]3Cc4c([nH]c5ccccc45)[C@]23C UCZDOMMSHDUFIK-BWGHAJCOSA-N 0.000 description 1
- UCZDOMMSHDUFIK-TWQPBVKTSA-N asporyzin c Chemical compound C1=CC=C2C(C[C@@H]3CC[C@@H]4[C@]([C@@]53C)(C)CC[C@H](O)[C@@]4(C)C/C=C/C(C)(O)C)=C5NC2=C1 UCZDOMMSHDUFIK-TWQPBVKTSA-N 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
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- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 210000001136 chorion Anatomy 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 1
- 150000003800 diterpene alkaloid derivatives Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000003808 methanol extraction Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 210000004681 ovum Anatomy 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
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- 239000002689 soil Substances 0.000 description 1
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- 239000002352 surface water Substances 0.000 description 1
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
Description
Claims (6)
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CN 201010131156 CN102190699B (zh) | 2010-03-19 | 2010-03-19 | 海藻内生真菌二萜生物碱类化合物及其制备和应用 |
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CN 201010131156 CN102190699B (zh) | 2010-03-19 | 2010-03-19 | 海藻内生真菌二萜生物碱类化合物及其制备和应用 |
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CN102190699A CN102190699A (zh) | 2011-09-21 |
CN102190699B true CN102190699B (zh) | 2013-02-27 |
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CN101230068B (zh) * | 2008-01-25 | 2010-11-03 | 中国科学院海洋研究所 | 聚醚三萜类化合物在制备抗肿瘤药物中的应用 |
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Owner name: BEIHAI SOUTHERN OCEAN SCIENCE AND TECHNOLOGY DEVEL Free format text: FORMER OWNER: YANTAI INSTITUTE OF COASTAL ZONE RESEARCH, CHINESE ACADEMY OF SCIENCES Effective date: 20141210 |
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Free format text: CORRECT: ADDRESS; FROM: 264003 YANTAI, SHANDONG PROVINCE TO: 536000 BEIHAI, GUANGXI ZHUANG AUTONOMOUS REGION |
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Effective date of registration: 20141210 Address after: 536000, the Guangxi Zhuang Autonomous Region Beihai Beihai Avenue science and technology building, 5 floor Patentee after: Beihai Nanfang marine science and Technology Development Co.,Ltd. Address before: Chunhui road Laishan District 264003 Shandong city of Yantai province No. 17 Patentee before: Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences |
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