甘草酸甲酯新 A-癸基衍生物的合成

IF 0.8 4区化学 Q4 CHEMISTRY, MEDICINAL

Chemistry of Natural Compounds Pub Date : 2024-08-06 DOI:10.1007/s10600-024-04407-2

E. R. Karimova, L. A. Baltina, T. R. Nugumanov, N. I. Medvedeva, L. V. Spirikhin, O. S. Kukovinets

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引用次数: 0

摘要

合成了新的甘草酸甲酯（MeGLC）A-共衍生物。在含有 NaOMe（28%）的 MeOH 溶液中，用 H2O2（30%）裂解 MeGLC 的 2-羟基亚甲基-3-氧代衍生物的 A 环，得到 2,3-seco-2,3-二酸，并分离出二甲酯。对 MeGLC 的 2-羟基亚甲基-3-氧代衍生物进行臭氧分解，首次生成了 2,3-seco-2-乙氧羰基-18βH-油-12-烯-2,3,30-三酸甲酯和 2,3-anhydro-11-oxo-18βH-油-9,12-diene-2,3,30-三酸甲酯。

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Synthesis of New A-Seco-Derivatives of Methyl Glycyrrhetinate

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Synthesis of New A-Seco-Derivatives of Methyl Glycyrrhetinate

New A-seco-derivatives of methyl glycyrrhetinate (MeGLC) were synthesized. Cleavage of ring A of the 2-hydroxymethylene-3-oxo-derivative of MeGLC by H₂O₂ (30%) in the presence of NaOMe (28%) in MeOH led to the 2,3-seco-2,3-diacid, which was isolated as the dimethyl ester. Ozonolysis of the 2-hydroxymethylene-3-oxo-derivative of MeGLC produced for the first time the methyl esters of 2,3-seco-2-ethoxycarbonyl- 18βH-olean-12-ene-2,3,30-trioic acid and 2,3-anhydro-11-oxo-18βH-olean-9,12-diene-2,3,30-trioic acid.

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来源期刊

Chemistry of Natural Compounds 化学-有机化学

CiteScore

1.40

自引率

25.00%

发文量

265

审稿时长

7.8 months

期刊介绍： Chemistry of Natural Compounds publishes reviews and general articles about the structure of different classes of natural compounds, the chemical characteristics of botanical families, genus, and species, to establish the comparative laws and connection between physiological activity and the structure of substances.