Synthesis designs to create structurally diverse and natural-product based ring-systems
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Our research addresses synthetic challenges in building collection of structurally intriguing and complex small molecules by engaging innovative modes of multiple bond forming chemical transformations in stereoselective manner. In many cases, the structural targets are based on the scaffolds existing in natural products; however, we are equally interested in scaffold diversity synthesis approaches that can easily and efficiently build a number of distinct, complex and novel molecular frameworks affording a range of structurally rich focused small molecule collections. Biological screening of small molecules from these synthesis approaches and identification of modulators of biological function/phenotype then marks the beginning of a long journey of understanding their mode of action, cause of phenotype induction and the target identification. The potential of these hits can be further polished when possible to provide starting points for medicinal chemistry campaigns and drug discovery.
Garcia-Castro M, Kremer L, Reinkemeier CD, Unkelbach C, Strohmann C, Ziegler S, Ostermann C. & Kumar K (2015). De novo branching cascades for structural and functional diversity in small molecules. Nat Commun 6:6516
Wang Y, Bauer JO, Strohmann C, & Kumar K (2014). A Bioinspired Catalytic Oxygenase Cascade to Generate Complex Oxindoles. Angew Chem Int Ed 53, 7514-18. doi: 10.1002/anie.201403415
Dakas P-Y, Parga JA, Höing S, Schöler HR, Sterneckert J, Kumar K & Waldmann H (2013). Discovery of Neuritogenic Compound Classes Inspired by Natural Products. Angew Chem Int Ed 52, 9576 –95813. doi: 10.1002/anie.201302045
Sankar, M. G., Garcia-Castro, M., Golz, C., Strohmann, C. & Kumar K. (2016). Engaging Allene Derived Zwitterions in an Unprecedented Mode of Asymmetric [3+2]-Annulation Reaction. Angew Chem Int Ed doi: 10.1002/anie.201603936.
Danda A, Kesava-Reddy N, Golz C, Strohmann C & Kumar K (2016). Asymmetric Roadmap to Diverse Polycyclic Benzopyrans via 2 Phosphine-Catalyzed Enantioselective [4 + 2]-Annulation Reaction. Org. Lett doi: 10.1021/acs.orglett.6b01030.