23-hydroxybetulinic acid derivatives as well as preparation methods and application thereof

Abstract

The invention discloses three new 23-hydroxybetulinic acid derivatives, i.e. 3-carboxy-23-hydroxybetulinic acid, 3-carboxy-23-dihydrobetulinic acid and 23-dihydrobetulinic acid, and also discloses preparation methods of the three new compounds. The three new compounds can widely restrain the growth of various types of human tumor cell lines and further induce apoptosis of tumor cells. In the research of human tumor xenograft models, the 3-carboxy-23-hydroxybetulinic acid is proved to be an effective antineoplastic agent which can intensively restrain cells of human melanoma, leukemia, malignant gliomas, prostatic cancer, lung cancer and colon cancer from growing in a human body, thereby having great potential to be developed into a new broad-spectrum antitumor drug. Furthermore, the threenew compounds also have a function for resisting HIV virus, particularly, the function of the 3-carboxy-23-dihydrobetulinic acid for resisting the HIV virus is strongest and even stronger than that of a positive control group of an anti-AIDS drug used in clinic, therefore, the 3-carboxy-23-dihydrobetulinic acid has great potential to be developed into a new anti-AIDS drug.

Description

technical field [0001] The invention relates to a 23-hydroxy betulinic acid derivative with anti-tumor and anti-AIDS effects, its preparation method and application. Background technique [0002] Betulinic acid, also known as betulinic acid, is a pentacyclic triterpenoid compound, the English name is Betulinicacid, the chemical name is 3β-hydroxy-lup-20(29)-ene-28-oicacid, and the molecular formula is C 30 h 48 o 3 , the molecular weight is 456.71. There are several biological sources of betulinic acid, such as recrystallization and extraction from ethanol extracts of rose apple leaves and birch bark; it can also be obtained by chemical synthesis using betulin as a raw material. Can be used as a flavoring agent. Betulinic acid is a colorless crystal with a melting point of 316-318°C and an optical rotation [α] D +8°, soluble in ether, ethanol, acetone, chloroform, pyridine. The properties and functions of betulinic acid can be found in the following three documents: Zh...

AI Technical Summary

Problems solved by technology

At present, when antineoplastic drugs are applied to the human body, the pharmacological effects of different individuals are very different, and the molecular mechanism of antineoplastic drugs has not been fully studied, so different individuals can only choose from different antineoplastic drugs Drugs with high efficacy and small side effects are in great demand for the development of more anti-tumor drugs or compounds with anti-tumor activity

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