Synthetic studies of the Thelephoric acid and Phelligridin D

• Main Authors: Shih-Yi-Cheng, 施易呈
• Other Authors: 李衍彰
• Format: Others
• Language: zh-TW
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/85238359962332620372

碩士 === 國立彰化師範大學 === 化學系 === 98 === The first part is facile approach for the total synthesis of Thelephoric acid. This natural product molecule extracted from (Polyozellus multiflex) mushroom plant in South Korean by Kyung-Sik Song scientist . The Thelephoric acid structure belongs to the benzofuran dimmer. The target molecule has important biological activity. It inhibits prolyl endopeptidase, an enzyme that has a rote in processing proteins in Alzheimer's disease . So, the scientists hoped this natural product to develop the method of treatment. Also, this natural product molecule similar to benzofuran derivatives , including Kynapcin-12, Kynapcin-13, Kynapcin-24, Kynapcin-28, Kynapcin-24 was synthesized. In this article, we used catechol as a starting material to synthesis our target molecule via. Heck reaction, Finally benzofuran dimer is used in the ortho-lithium reaction to obtain the quinone link end product. The second part is the synthesis of natural product like Phelligridin D. This natural product extracted from (Inonotus obliquus) Chaga mushroom in 2007 by Bong-Sik Yun scientist . This natural product contain isocoumarin structure, and it inhibits many biological activities like treatment of myocardial, diabetes, rheumatoid arthritis. In this article, we used the commercial 3,4-dihydroxybenzoic acid as a starting material, and use Michael addition to get the precursor for coupling reaction. And use Heck reaction to make isocoumarin structure, Finally the alkene structure is used Wittig reaction to get the target nature product.