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A Convenient Synthesis of Bis-(dihydro)caffeoylspermidines
Letters in Organic Chemistry ( IF 0.8 ) Pub Date : 2023-10-24 , DOI: 10.2174/0115701786265776230929180406
Lili He 1 , Jian Sun 1 , Pengjuan Zhou 1 , Jingwen Ji 1 , Lijuan Zhai 1 , Dong Tang 1 , Jinbo Ji 1 , Haikang Yang 1 , Zafar Iqbal 1 , Zhixiang Yang 1
Affiliation  

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.

中文翻译:

双(二氢)咖啡酰亚精胺的简便合成

咖啡酰亚精胺是许多植物物种中天然存在的有价值的生物碱。这些生物碱是传统药物中使用的许多植物提取物的药理学重要成分。双咖啡酰亚精胺和双二氢咖啡酰亚精胺具有抗氧化、抗炎和酶抑制特性,使其成为更安全的治疗剂的宝贵天然来源。然而,这些化合物在自然界中的可用性有限引起了合成化学家的关注。因此,我们使用更便宜且市售的起始原料合成了双咖啡酰亚精胺和双二氢咖啡酰亚精胺,总产率分别为 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。
更新日期:2023-10-24
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