Abstract

Studying the synthesis of natural products provides rich opportunities for identifying new directions in chemistry and biology. The overarching goal of our research program is to study the chemical synthesis of small-molecules of medicinal relevance and to advance chemical technology for the next-generation of drug synthesis. Through this project, we will better understand how nature performs cycloaddition-type dimerization reactions to produce higher order pyrrole-imidazole alkaloids. We will test the biosynthetic hypotheses and develop biomimetic synthetic approaches to these natural products. Inspired by the oxidative metalloenzymes, we will further develop new metal catalysts for C-H and olefin oxidation. Our research will have direct impacts on the discovery and manufacturing of small-molecule drugs.

Public Health Relevance

This research project is directed toward advancing technologies for drug synthesis. We will develop new chemical methods to enable the efficient synthesis of natural products of medicinal relevance. The potential of these natural products as new anticancer drugs will be further evaluated in future studies.

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
2R01GM079554-06A1
Application #
8439930
Study Section
Synthetic and Biological Chemistry B Study Section (SBCB)
Program Officer
Lees, Robert G
Project Start
2007-01-01
Project End
2016-11-30
Budget Start
2012-12-10
Budget End
2013-11-30
Support Year
6
Fiscal Year
2013
Total Cost
$299,820
Indirect Cost
$109,820

  Institution

Name
University of Texas Sw Medical Center Dallas
Department
Biochemistry
Type
Schools of Medicine
DUNS #
800771545
City
Dallas
State
TX
Country
United States
Zip Code
75390

  Publications

You, Lin; Chen, Chuo (2018) Rapid access to the core skeleton of the [3 + 2]-type dimeric pyrrole-imidazole alkaloids by triplet ketone-mediated C-H functionalization. Tetrahedron 74:769-772
Ma, Zhiqiang; Chen, Chuo (2018) Natural products as inspiration for the development of new synthetic methods. J Chin Chem Soc 65:43-59
Han, Lei; Xia, Jibao; You, Lin et al. (2017) Ketone-catalyzed photochemical C(sp3)-H chlorination. Tetrahedron 73:3696-3701
Ma, Zhiqiang; You, Lin; Chen, Chuo (2017) Stereocontrolled Formation of a [4.4]Heterospiro Ring System with Unexpected Inversion of Configuration at the Spirocenter. J Org Chem 82:731-736
Chen, Chuo (2016) The past, present, and future of the Yang reaction. Org Biomol Chem 14:8641-7
Ma, Zhiqiang; Wang, Xiao; Ma, Yuyong et al. (2016) Asymmetric Synthesis of Axinellamines A and B. Angew Chem Int Ed Engl 55:4763-6
Zhang, Chengwei; You, Lin; Chen, Chuo (2016) Palladium-Catalyzed C-H Arylation of 1,2,3-Triazoles. Molecules 21:
Shi, Heping; De, Saptarshi; Wang, Qiaoling et al. (2015) Construction of the 5,6,7-tricyclic skeleton of lancifodilactone F. Tetrahedron Lett 56:3225-3227
Wang, Xiaolei; Chen, Chuo (2015) An approach for the synthesis of nakamuric acid. Tetrahedron 71:3690-3693
Ma, Yuyong; De, Saptarshi; Chen, Chuo (2015) Syntheses of Cyclic Guanidine-Containing Natural Products. Tetrahedron 71:1145-1173

Showing the most recent 10 out of 36 publications