CN1405172A - Lactosamino fat, preparation method and application thereof - Google Patents

Lactosamino fat, preparation method and application thereof Download PDF

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Publication number
CN1405172A
CN1405172A CN01127323A CN01127323A CN1405172A CN 1405172 A CN1405172 A CN 1405172A CN 01127323 A CN01127323 A CN 01127323A CN 01127323 A CN01127323 A CN 01127323A CN 1405172 A CN1405172 A CN 1405172A
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China
Prior art keywords
lactose
fat
lactosamino
alkyl
amine
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Pending
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CN01127323A
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Chinese (zh)
Inventor
李英霞
宋妮
张一纯
褚世栋
管华诗
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Ocean University of Oingdao
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Ocean University of Oingdao
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Priority to CN01127323A priority Critical patent/CN1405172A/en
Publication of CN1405172A publication Critical patent/CN1405172A/en
Pending legal-status Critical Current

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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A kind of lactose amine grease is disclosed in the invention, whose characters are: its chemically name is N-12 alkyl-N(beta-D-lactose) acetamide; lactose and long chain amine processes amination reaction in the medium of isopropanol and creates N-alkyl-beta-lactose amine firstly, and then processing O-and N-acetylation, putting off O-acetyl and getting N-alkyl (beta-D-lactose) acetamide in the quantitative sodium methoxide action lastly. The lactose amine grease has characters of antinubble and antitransfer activity to Lewis lung cancer.

Description

A kind of Lactosamino fat and its production and application
The present invention relates to a kind of Lactosamino fat and press down application in knurl and the anti-metastasis in Louis (Lewis) lung cancer.
Transfer is that malignant tumour is brought a key property of bigger harm to people, stops metastases to become the focus of treatment cancer.According to document (1, Natori, T.; Morita, M.; Akimoto, K.; Koezuka, Y.; Agelasphins, Novel Antitumor and ImmunostimulatoryCerebroside from the Marine Sponge Agelas Mauritianus.Tetrahedron, 1994,50,2771-2784; 2, Akimoto, K.; Koezuka, Y.; Higa, T.Agelasphins, Novel Galactosylceramides from the Marine Sponge Agelas Mauritianus.Tetrahedron Lett.1993,34,5591-92) report, sphingoglycolipid has the effect of blocking-up metastases, yet the synthesis step of sphingoglycolipid is loaded down with trivial details, yield and stereoselectivity are lower, therefore, the analogue of design, searching and simulation sphingoglycolipid chain, exploitation is efficient, the antitumor drug of low toxicity becomes pharmacy circle and the focus of chemical boundary research.
The purpose of this invention is to provide a kind of Lactosamino fat, it is a kind of new compound, and Lewis lung cancer is had the knurl and the antimetastatic activity of pressing down, and can remedy the above-mentioned deficiency of prior art.
A kind of Lactosamino fat, the chemical name that it is characterized in that it are N-alkyl-(β-D-lactose base) ethanamide, and molecular formula is C 26H 49NO 11, structural formula is
Figure A0112732300031
A kind of method for preparing Lactosamino fat is characterized in that at first in the medium of Virahol and water, lactose and long-chain fat amine carry out aminated reaction, generates N-alkyl-beta lactose amine; Under the effect of pyridine and acetic anhydride, carry out O-and N-acetylization reaction then, last, under the effect of sodium methylate, optionally take off the O-ethanoyl.
A kind of Lactosamino fat is characterized in that it is used for Lewis lung cancer and presses down knurl and anti-metastasis.
Lactosamino fat of the present invention can obviously suppress the generation of Lewis lung cancer in the scope of 25mg, two dosages of 50mg, its maximum tumour inhibiting rate is 42.3%, and can obviously suppress the transfer of lung cancer, obvious effective rate, P＜0.05.
Below by embodiment the present invention is described.
When preparing osamine fat of the present invention, at first in the medium of 500ml Virahol and 300ml water, add 25g lactose and 23g long-chain fat amine, stirred 24 hours under the room temperature, under 60 ℃, carry out aminated reaction, generate N-alkyl-beta lactose amine; Under the effect of 200ml pyridine and 100ml acetic anhydride, under room temperature condition, carry out O-and N-acetylization reaction then; At last, under the effect of the sodium methylate of 0.2g, optionally take off the O-ethanoyl, obtain N-alkyl-N-(β-D-lactose base) ethanamide, be called for short Lactosamino fat, its molecular formula is C 26H 49NO 11, structural formula is
Figure A0112732300041

Claims (3)

1, a kind of Lactosamino fat, the chemical name that it is characterized in that it are N-dodecyl N-(β-D-lactose base) ethanamide, and molecular formula is C 26H 49NO 11, structural formula is
Figure A0112732300021
2, a kind of method for preparing Lactosamino fat is characterized in that at first in the medium of Virahol and water, lactose and long-chain fat carry out aminated reaction, generates N-alkyl-beta lactose amine; Under the effect of pyridine and acetic anhydride, carry out O-and N-acetylization reaction then, last, under the effect of sodium methylate, optionally take off the O-ethanoyl.
3, a kind of Lactosamino fat is characterized in that it is used for Lewis lung cancer and presses down knurl and anti-metastasis.
CN01127323A 2001-08-13 2001-08-13 Lactosamino fat, preparation method and application thereof Pending CN1405172A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN01127323A CN1405172A (en) 2001-08-13 2001-08-13 Lactosamino fat, preparation method and application thereof

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Application Number Priority Date Filing Date Title
CN01127323A CN1405172A (en) 2001-08-13 2001-08-13 Lactosamino fat, preparation method and application thereof

Publications (1)

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CN1405172A true CN1405172A (en) 2003-03-26

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CN (1) CN1405172A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103748103A (en) * 2011-01-05 2014-04-23 台湾大学 Methods for preparation of glycosphingolipids and uses thereof
CN104655859A (en) * 2013-11-21 2015-05-27 苏州中赢医疗科技有限公司 Breast cancer diagnosis marker
CN104812769A (en) * 2012-10-30 2015-07-29 Abivax公司 Method of preparation of alpha-galactosyl ceramides compounds
CN104910218A (en) * 2014-03-14 2015-09-16 中国科学院微生物研究所 Neoglycospingolipid compound, preparation method and application thereof

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103748103A (en) * 2011-01-05 2014-04-23 台湾大学 Methods for preparation of glycosphingolipids and uses thereof
US9181292B2 (en) 2011-01-05 2015-11-10 Pi-Hui Liang Methods for preparation of glycosphingolipids and uses thereof
US10654880B2 (en) 2011-01-05 2020-05-19 Pi-Hui Liang Methods for preparation of glycosphingolipids and uses thereof
CN104812769A (en) * 2012-10-30 2015-07-29 Abivax公司 Method of preparation of alpha-galactosyl ceramides compounds
CN109503682A (en) * 2012-10-30 2019-03-22 Abivax公司 Prepare α-galactosylceramide compound method
US10870671B2 (en) 2012-10-30 2020-12-22 Abivax Method of preparation of alpha galactosyl ceramides compounds
CN109503682B (en) * 2012-10-30 2023-07-07 Abivax公司 Process for preparing alpha-galactosyl ceramide compound
CN104655859A (en) * 2013-11-21 2015-05-27 苏州中赢医疗科技有限公司 Breast cancer diagnosis marker
CN104910218A (en) * 2014-03-14 2015-09-16 中国科学院微生物研究所 Neoglycospingolipid compound, preparation method and application thereof

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