A Convenient Synthesis of Bis-(dihydro)caffeoylspermidines

IF 0.7 4区 化学 Q4 CHEMISTRY, ORGANIC Letters in Organic Chemistry Pub Date : 2023-10-24 DOI:10.2174/0115701786265776230929180406
Lili He, Jian Sun, Pengjuan Zhou, Jingwen Ji, Lijuan Zhai, Dong Tang, Jinbo Ji, Haikang Yang, Zafar Iqbal, Zhixiang Yang
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Abstract

Abstract: Caffeoyl spermidines are valuable alkaloids naturally existing in many plant species. These alkaloids are characterized as pharmacologically important ingredients of many plant extracts used in traditional medicines. Bis-caffeoylspermidine and bis-dihydrocaffeoylspermidine exhibit antioxidant, anti-inflammatory, and enzyme inhibition properties that make them valuable natural sources of safer therapeutic agents. However, the limited availability of these compounds in nature derives the attention of synthetic chemists. Therefore, we synthesized bis-caffeoylspermidine and bisdihydrocaffeoylspermidine using cheaper and commercially available starting materials in 97% and 86% overall yields, respectively. The synthetic scheme can be upgraded to the commercial-scale synthesis of these compounds.
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双(二氢)咖啡酰基亚精胺的简便合成
摘要:咖啡酰亚精胺是一种天然存在于多种植物中的重要生物碱。这些生物碱是传统药物中许多植物提取物的重要药理成分。双咖啡酰基亚精胺和双二氢咖啡酰基亚精胺具有抗氧化、抗炎和酶抑制的特性,使它们成为更安全的治疗药物的宝贵天然来源。然而,这些化合物在自然界中有限的可用性引起了合成化学家的注意。因此,我们使用较便宜的、市售的原料合成了双咖啡因基亚精胺和双二氢咖啡因基亚精胺,总收率分别为97%和86%。该合成方案可以升级为这些化合物的商业规模合成。
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来源期刊
Letters in Organic Chemistry
Letters in Organic Chemistry 化学-有机化学
CiteScore
1.30
自引率
12.50%
发文量
135
审稿时长
7 months
期刊介绍: Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.
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