合并总合成和NMR技术,以破译自然的2,6-二氧化二氧化甘氨酸的现实结构
Zhaolun Zhang1,2, Renjie Wu1,2, Shen Cao3
1State Key Laboratory of Chemical Biology, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Science advances
|April 12, 2024
概括
研究人员从药用植物中合成和修订了生物活性2,6-二氧化二氧化糖化物的结构. 这些化合物,包括ecdysosides,显示潜在的抗癌和抗炎活性,为天然产品的识别奠定了基础.
科学领域:
- 自然产品化学 自然产品化学
- 有机合成 有机合成
- 药用化学 医学化学
背景情况:
- 2,6-二氧化二氧化糖化物是具有复杂结构的生物活性化合物,其合成和识别具有挑战性.
- 像 *Ecdysanthera rosea* 和 *Chonemorpha megacalyx* 这样的民间药用植物含有独特的类固醇糖化物,具有潜在的治疗应用.
研究的目的:
- 为了实现来自 *Ecdysanthera rosea* 和 *Chonemorpha megacalyx* 的 2,6-二氧化二氧化糖的总合成和结构修订.
- 开发和验证有效的合成方法来构建2-脱氧-β-酸链接.
- 用NMR数据建立在自然产品中识别这些糖单位的基础.
主要方法:
- 总合成的ecdysosides A,B,F,和ecdysantheroside A,包括所有八个立体异构体的2,6-二氧化-3-O-甲基-β-pyranoside部分.
- 黄金 (((I) 催化糖化反应用于形成β-pyranosidic链接.
- 核磁共振 (NMR) 数据分析用于结构阐明和识别.
主要成果:
- 成功合成和结构修订了ecdysosides A,B,F和ecdysantheroside A.的成功合成和结构修订.
- 证明有效的黄金 ((I) 催化甘化用于合成2 - 脱氧-β-酸链接.
- 建立NMR数据映射,用于识别天然糖化物中的2,6-二氧化-3-O-甲基-β-酸盐单位.
结论:
- 这项研究为复杂的2,6-二氧化二氧化糖化物及其同位素提供了强大的合成途径.
- 开发的方法有助于在天然产品中识别这些糖分.
- 合成化合物和异构体表现出有前途的药理学活性,包括抗癌,免疫抑制,抗炎和抗寨卡病毒作用.
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