“绿色制药前沿论坛”第三十三讲预告


来源: 中心国际合作部   日期: 2018-05-08 点击: 1097

题目:NMR Characterization of Complex Natural Products: New Inhibitors of Cancerous Processes and Phenotypes

主讲人:Kirk R. Gustafson                                        

时间: 2018年05月15日(星期二)09:00-11:00

地点: 新教1202室

讲座内容简介(Abstract):

        NMR provides powerful structural elucidation tools that are particularly well suited for natural products studies.  Comprehensive spectroscopic characterization of a native metabolite may be sufficient to fully assign a planar structure.  However, assignment of novel molecular architectures that incorporate numerous heteroatoms and proton-deficient fused ring systems can be challenging.  Two new families of marine alkaloids were recently discovered that each had quite novel structural features. One series of alkaloids had two pyrimidine rings and an imidazole ring fused to generate an unprecedented tetracyclic core with embedded guanidine and amidine functionalities.  The other class of metabolites incorporated multiple halogen substituents and six fused heterocyclic rings to generate a new structural motif. Structure characterization of these proton-deficient alkaloid scaffolds was quite challenging using only HMBC heteronuclear correlation data, which generally provides only two- and three-bond correlations with good sensitivity. However, application of some new NMR pulse sequences and strategies ultimately allowed the complete structural elucidation of these new marine alkaloids. Anisotropic NMR parameters such as residual dipolar coupling (RDC) and residual chemical shift anisotropy (RCSA) provide a powerful and complementary means to help assign and verify structures deduced from conventional NMR analyses. We utilized RDC and RCSA measurements to confirm the structures of the new alkaloids. Application of a wide spectrum of NMR techniques and methodologies will be described in the structural elucidation of two novel natural product scaffolds,and the potential utility of these experiments for future studies will be presented.Continued development, refinement, and application of enhanced NMR capabilities is crucial for the successful assignment of the novel structural frameworks and functional group arrays that are often found in natural products.

主讲人简介:

        Kirk R. Gustafson,加拿大不列颠哥伦比亚大学博士, 1987年至今任职于美国国立卫生研究院(NIH)癌症研究所(NCI),担任天然产物化学部主任。美国Norman R. Farnsworth研究成果奖委员会主席,美国生药学学会、化学与结构生物学指导委员会和化学生物学论坛组委会委员;Journal of Natural Products, Marine Drugs, Natural Product Sciences, Magnetic Resonance in Chemistry和Phytomedicine等期刊编委。长期从事海洋生物、陆生植物和微生物中新型抗癌活性次生代谢产物和作用机制研究,尤其擅长于开发新的二维核磁共振技术,并用于复杂天然产物的结构确证。已在Journal of the American Chemical Society, Organic Letters, the Journal of Organic Chemistry和Journal of Natural Products等期刊发表研究论文120篇,并获得授权专利14件。


 

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