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Steroidal saponin derivatives, and preparation method and application thereof

A technology of steroidal saponin and derivatives, applied in the field of steroidal saponin derivatives, which can solve the problems of high toxicity, low pharmacological activity, and low product yield

Inactive Publication Date: 2017-11-03
INST OF MEDICINAL PLANT DEV CHINESE ACADEMY OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Most of the preparation methods for biotransformation using pseudoprotodioscin as substrates have defects such as low biotransformation efficiency and low product yield. In addition, the steroidal saponin derivatives prepared by this biotransformation have low pharmacological activity in varying degrees. , high toxicity and other issues need to be improved

Method used

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  • Steroidal saponin derivatives, and preparation method and application thereof
  • Steroidal saponin derivatives, and preparation method and application thereof
  • Steroidal saponin derivatives, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0047] Preparation and identification of embodiment 1 steroidal saponin derivatives

[0048] 1. Expansion and extraction of strains

[0049] First inoculate the bacteria in the test tube (Chaetomium olivaceum CGMCC 3.3604) in a 250mL Erlenmeyer flask for 2 days, then transfer the bacteria in the Erlenmeyer flask into 17 1L flasks with a plastic dropper in a triangular flask. The medium used in the experiment was PDA medium. The shaker condition is 28°C, 160r / min;

[0050] After continuing to cultivate for 2 days, the substrate pseudoprotodioscin was added. The amount added is 2.5g (dissolve 2.5g of pseudoprotodioscin with 17mL of methanol, and then add 1mL to each Erlenmeyer flask).

[0051] The reaction was terminated 4 days after the addition of the substrate: an equal amount (400 mL) of n-butanol was added to each bottle of medium for ultrasonic extraction for 30 min, and repeated three times. The extract was concentrated by rotary evaporation. A total of 19.32 g of c...

experiment example 1

[0071] In vitro antitumor activity experiment of experimental example 1 steroidal saponin derivatives

[0072] In vitro anti-tumor activity experiments show that the anti-tumor activity of compounds 1-5 prepared in Example 1 of the present invention is significantly better than that of pseudoprotodioscin or compounds with similar structures.

experiment example 2

[0073] In Vitro Cytotoxicity Test of Experimental Example 2 Steroidal Saponin Derivatives

[0074] In vitro cytotoxicity test data prove that the toxicity of compounds 1-5 prepared in Example 1 of the present invention is significantly lower than that of pseudoprotodioscin or structurally similar compounds.

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Abstract

The invention discloses steroidal saponin derivatives, and a preparation method and application thereof. According to the invention, pseudoprodioscin is used as a substrate; a Chaetomium olivaceum strain is used as a biotransformation bacterium for biotransformation; and separation is finally carried out so as to obtain the steroidal saponin derivatives as shown in formula I to formula V in the specification. Pharmacological experiments prove that the steroidal saponin derivatives as shown in formula I to formula V have excellent antineoplastic activity and thrombolytic activity, substantial protection activity to myocardial cells and low toxicity to normal cells; so the steroidal saponin derivatives have important application prospects in cancer prevention, treatment of the diseases of cardiovascular systems, improvement of immunity, reduction in blood sugar, anti-fertility action, bacterium resistance, etc.

Description

technical field [0001] The present invention relates to steroidal saponin derivatives, in particular to steroidal saponin derivatives prepared by using pseudoprotodiosgenin as a substrate and adopting a biotransformation method. The present invention further relates to the use of the steroidal saponin derivatives in the treatment of cardiovascular diseases , anti-tumor, improving immunity or lowering blood sugar, etc., and belongs to the field of steroidal saponin derivatives. Background technique [0002] Steroidal saponins are an important class of chemical components in natural products, mainly divided into furostanol saponin and spirosteroid saponin (FENG B, KANG L-P, MA B-P, et al. The substrate specificity of a glucoamylase with steroidal saponin-rhamnosidase activity from Curvularia lunata[J].Tetrahedron,2007,63(29):6796-812.), most of which have certain pharmacological activities, mainly including the treatment of cardiovascular system diseases, anti-tumor, improving...

Claims

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Application Information

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IPC IPC(8): C07J71/00C12P33/20A61K31/7048A61P35/00A61P9/00A61P37/02A61P9/10A61P7/02A61P31/00C12R1/645
CPCC07J71/0005C12P33/20
Inventor 孙迪安董欣然
Owner INST OF MEDICINAL PLANT DEV CHINESE ACADEMY OF MEDICAL SCI
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