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Novel anti-tumor compound thelenota ananas J. saponin in thelenota ananas J.

A technology of sea cucumber saponins and compounds, applied in the field of medicine

Inactive Publication Date: 2016-08-24
宁波市镇海龙赛医院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical structure and antitumor activity of the saponins contained in it have not been reported so far.

Method used

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  • Novel anti-tumor compound thelenota ananas J. saponin in thelenota ananas J.

Examples

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Embodiment Construction

[0006] The following examples further describe the isolation and preparation of black milk sea cucumber saponin 1a.

[0007] 1000 grams of black milk sea cucumbers are cleaned, chopped, soaked successively with 5 times the amount (weight) of 95%, 85%, and 85% ethanol respectively, soaked for 7 days each time, combined ethanol leaching solution, and recovered ethanol under reduced pressure to obtain a stream. extract. Dissolve the liquid extract in 3 times the amount of water, filter, and pass the filtrate through a DA201-B macroporous resin column, elute with water and 50% ethanol in turn, collect the 50% ethanol eluate, recover ethanol under reduced pressure until dryness, and obtain total saponins 5.6 grams. The total saponins were subjected to silica gel column chromatography, eluted with dichloromethane:methanol:water at a ratio of 7.2:2.8:1, and fractions containing black milk sea cucumber saponin decyl were collected. After Zorbax SBC18 high-performance liquid chromato...

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Abstract

The invention relates to the technical field of medicines, in particular to an anti-tumor compound thelenota ananas J. saponin 1a separated from thelenota ananas J. The molecular formula of the anti-tumor compound thelenota ananas J. saponin is C40H61O17SNa, and the anti-tumor compound thelenota ananas J. saponin 1a is colorless crystalline powder, m.p. 212.4-214.4 DEG C (MeOH-H2O)(c=0.3, MeOH), and is positive in both a Liebermann-Burchard reaction and a Molish reaction. It is predicted that the molecular weight of a compound 5 is 868 through a quasi-molecular ion peak m / z 891[M+Na]+ provided by an electrospraying-positive ion mass spectrum ESI-MS+ and a quasi-molecular ion peak m / z 845[M+Na]- provided by an electrospraying-positive ion mass spectrum ESI-MS-. It is determined that the molecular formula of the compound s C40H61O17SNa through a precision molecular weight m / z 891.4220[M+Na]+(Calc.Mass891.4223) provided by the quasi-molecular ion peak in the high-resolution mass spectrum HRESI-MS+ with the combination of 13CNMR, a 1HNMR spectrum and a DEPT spectrum, wherein IR(KBr)cm<-1> is 3418(hydroxyl), 1762(carbonyl), 1637(double bond), 1253 and 1069(sulfo group). Deduction of the sulfo group can be supported by the existence of the positive ion mass spectrum fragment peak m / z789[M-SO3Na+H+Na]+. The pilot compound can be provided for developing the novel anti-tumor drug, and the important value is achieved for developing and utilizing marine medicinal biological resources in China.

Description

technical field [0001] The invention relates to the technical field of medicine, and relates to a new antitumor compound black milk sea cucumber saponin 1a isolated from sea cucumber black milk sea cucumber. Background technique [0002] Black milk sea cucumber (Thelenota ananas J.), also known as "pineapple ginseng", belongs to the sea cucumber family Aposticidae of the marine echinodermata. Its body is very large, generally 700mm in length, 100mm in width, and 80mm in height. It is widely distributed in my country's Xisha Islands and the southern tip of Taiwan. Its body is rich in protein, polysaccharides, vitamins, and saponins, which have the effects of nourishing the liver and kidney, benefiting essence, and nourishing blood. The chemical structure and antitumor activity of the saponins contained in it have not been reported so far. Contents of the invention [0003] The present invention extracts and separates a new saponin compound from black milk sea cucumber gro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J71/00A61K31/7048A61P35/00
Inventor 沈是铭
Owner 宁波市镇海龙赛医院