【作者】 李芸菡；

【导师】 胡秀琴；

【作者基本信息】 兰州大学 ， 化学工程（专业学位）， 2015， 硕士

【摘要】 本论文主要对多取代四氢-β-咔啉化合物的合成进行了研究,主要包括三个部分：第一章：p-咔啉生物碱以及四氢-p-咔啉化合物的合成研究进展p-咔啉生物碱作为吲哚类生物碱的一大组成部分,其在抗肿瘤、抗菌、抗寄生虫和抗血栓以及中枢神经系统疾病治疗等方面有重要的用途。四氢-p-咔啉化合物具有一系列很好的生物活性,广泛地存在于天然产物以及合成化合物中。本章对近年来发展的四氢-β-咔啉化合物的合成方法进行了综述。第二章：C4取代的四氢-β-咔啉化合物的合成研究目前报道的合成四氢-p-咔啉衍生物的方法多以C1或者C3取代为主,涉及C4取代的研究较少,但是部分拥有较高药用价值的四氢-β-咔啉化合物对C4取代有一定的要求。因此我们发展了亚甲胺叶立德和磺酰吲哚为底物的Mannich/ Pictet-Splengler反应,以“一锅法”高效的合成了C4取代四氢-β-咔啉衍生物。第三章：C4位取代四氢-β-咔啉化合物对映选择性合成探索在第二章研究的基础上,通过催化剂的使用、底物的修饰等方法进行了对映选择性合成C4位取代四氢-β-咔啉化合物的尝试。更多还原

【Abstract】 Synthesis of tetrahydro-β-carbolines derivatives via Pictet-Splengler reaction is studied in this thesis which is composed of three parts:Part 1:The research process of the synthesis of β-carboline alkaloids and tetrahydro-β-carboline derivatives.The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids, and numerous reports investigated the biochemical and pharmacological effects of β-carboline alkaloids on the central nervous system (CNS), antitumor, antiviral, antimicrobial and antiparasitic activities. Tetrahydro-β-carbolines which are well spread in nature productions, were proved to having significant biochemical and pharmacological activities. A great amount of various synthetic methods of tetrahydro-β-carbolines have been reported.Part 2:One pot synthesis of C4 substituted tetrahydro-β-carboline derivatives via Pictet-Splengler reaction.As some of the high pharmacological valued tetrahydro-β-carboline derivatives were substituted at the C4 position, an efficient strategy to achieve this goal is needed. With very simple and readily available starting materials, we have successfully established an efficient diastereoselectivity route to the biologically important tetrahydro-β-carboline scaffold using simple base and Lewis acid catalyst, through tandem Mannich/Pictet-Splengler reactions.Part 3:Attempt asymmetric synthesis of C4 substituted tetrahydro-β-carboline derivatives.更多还原