中国科学院昆明植物研究所知识管理系统(KIB OpenIR): Search Results

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2010 [1]

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Funding Project：Pulverolide, a new butenolide-type fungal pigment with a rare 2H-furo[3,2-b]chromen-2-one skeleton isolated from Pulveroboltus ravenelii, showed potentiating α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor activity. Therefore, it was considered to be a promising candidate treating Alzheimer’s and dysmnesia disease. Total synthesis of pulverolide together with its analogues and further investigations on its pharmacological activity are important to find new medicines for treatment of Alzhermeri’s disease.Chapter 1 elaborated the study on total synthesis of pulverolide. Three different approaches for the synthesis with same starting materials isovanillin and phenylacetic acid have been investigated. In the first synthetic route, 2,5-diphenyl-pentanoate was designed as a key intermediate via Michael addition reaction for the synthesis. In the second method, similar structure of chromene was used as an intermediate material to synthesize the target molecule. In the third approach, there are two key steps included to synthesize pulverolide. One is the development of 5-(hydroxyl(phenyl)methyl)-3-phenyl-tetromic acid aldol reaction and another is an aromatization reaction step with microwave. As a result, the first total synthesis of pulverolide has been successfully achieved through the third route, and the original proposed structure was revised. Microwave heating enhanced aromatization was the highlight. The original synthesis route has been shortened and several analogues were obtained through this manner.In Chapters 2-4, chemical constituents of seven higher fungi were studied. There are including Boletus edulis, B. aereus, Leccinum crocipodium, Polyporus ellisii, Coltricia perennis, Catathelasma ventricosum and Hygrophorus camarophyllus collected from Yunnan Province, P. R. China. More than 60 different compounds, including two news, (1S)-(4-acetylphenyl)-1,2-ethanediol and (1S)-(3-ethenylphenyl)-1,2-ethanediol, were isolated and identified. Four phenyl-1,2-ethanediols and one Al(Ⅲ) complex desferriferricrocin were isolated from B. edulis for the first time.Chapter 5 is a review on chemical constituents of Boletaceae. The paper provides 184 structurally diverse compounds published between 1975-2009, and 51 references.

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