天然物摩金黃烷A、B、C 的合成研究

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Title:	天然物摩金黃烷A、B、C 的合成研究 Synthesis of Naturally Occurring Moracinflavan A, Moracinflavan B, and Moracinflavan C
Authors:	謝衡洋
Contributors:	化學系應用化學碩士班
Keywords:	桑葉摩金黃烷 A 摩金黃烷 B 摩金黃烷 C Morus alba moracinflavans A moracinflavans B moracinflavans C
Date:	2021
Issue Date:	2023-02-13 13:03:54 (UTC+8)
Abstract:	桑葉為桑科Moraceae 植物桑Morus alba L.之乾燥葉，黃酮類化合物為主要成分，最近文獻報導，摩金黃烷 A、B、C 是由桑葉中分離與確認出來的新天然化合物，屬於黃烷類，具有抗氧化、抗發炎活性，根據文獻報導，天然或合成的黃酮類化合物顯示具有不同的生物活性如抗氧化、抗菌、抗發炎、抗癌等，因此被關注可以開發成為治療用藥的可能，在本研究中，針對摩金黃烷 A、B、C 進行全合成方法探討。以2’,4’-dihydroxyacetophenone 為起始物，經9 個步驟合成出摩金黃烷 A 的類似物9 與查耳酮化合物8，另外，以2’,4’-dihydroxyacetophenone 為起始物，經10 個步驟成功的合成了摩金黃烷 B 與摩金黃烷 C，所有合成的化合物皆由核磁共振光譜分析確認其結構。 Mulberry leaf is the dry leaf of Morus alba L. (Fam. Moraceae). Flavonoids are the major components. Recently, moracinflavans A, B, and C were isolated and characterized as three new flavans from the leaves of Morus alba and displayed antioxidant and anti-inflammatory activity. Naturally occurring flavonoids and synthesized analogues have been reported to have various bioactivities, such as antioxidant, antibacterial, anti-inflammatory, and anticancer activities. Due to the variety of their beneficial effects, compounds related to flavonoids have attracted attention as a novel potential therapeutic target. In this study, the total synthesis of moracinflavans A, B, and C were carried out. An analogue of moracinflavan A (9) was synthesized in nine steps starting from 2’4’-dihydroxyacetophenone and a chalcone (8) was also prepared. Starting from 2’4’-dihydroxyacetophenone, moracinflavans B and C were accomplished in ten steps. The structures of synthesized compounds were confirmed on the basis of NMR spectroscopic analysis.
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