Title of Talk

Biomimetic collective total syntheses of the borreverine, caulindole and flinderole alkaloids

 

Abstract

In 2008, there were 247 million cases of malaria and nearly one million deaths. Over $1.8 billion was spent in 2010 to control malaria. There is a pressing need to develop new antimalarial drugs as in many countries it has been identified that P. Falciparum is resistant to conventional malaria drugs like chloroquine, sulfadoxine-pyrimethamine and amodiaquine. The emergence of drug-resistant strains of Plasmodium falciparum — the major cause of severe malarial infections — has resulted in much interest in the flindersial alkaloids, which are thought to act by a different mechanism than the commonly used drug chloroquine. With a goal of further testing and developing these natural products, we have developed a biomimetic synthesis of several members of this family of alkaloids and their analogues. In this presentation we will discuss about syntheses of these alkaloids using Lewis acid catalysed formal [3+2] and [4+2] cycloaddition reactions as key step.

 

 

References:

1. D. H. Dethe, R. Erande and A. Ranjan., J. Am. Chem. Soc., 2011, 133, 2864

2. D. H. Dethe, R. Erande and A. Ranjan., J. Org. Chem., 2013, ASAP

3. D. H. Dethe, R. Erande and B. Dherange., Manuscript Submitted

Dattatraya Dethe, Assistant Professor

 

Department of Chemistry, Indian Institute of Technogoly Kanpur, Kanpur-208016, INDIA

e-mail: ddethe@iitk.ac.in

Profile. Dattatraya Dethe received his M.Sc from the University of Pune in 1999, and did his Ph.D in 2005 under the supervision of Professor A.Srikrishna in the Department of organic Chemistry at Indian Institute of Science, Bangalore. He then joined research group of Prof. K. C. Nicolaou at ICES Singapore. After three years of postdoctoral studies followed by one year at AMRI Singapore, he joined as senior scientist in National Chemical Laboratory, Pune from July 2009. He then moved to IIT Kanpur in Dec. 2011 He is currently working as Assistant Professor in the Deparment of Chemistry IIT Kanpur. His research interests involve total synthesis of biological active natural products and development of new synthetic methods.He is a recipient CSIR young scientist and OPPI young scientist awards. He is also young associate of Indian Academy of Sciences.

 

Selected Publications

1. D. H. Dethe and G. Murhade, Chem. Comm., 2013, 8051

2. D. H. Dethe, R. Boda and S. Das, Chem. Comm., 2013, 49, 3260

3. D. H. Dethe and G. Murhade., Org. Lett., 2013, 15, 429

4. D. H. Dethe, A. Ranjan and V. Pardeshi., Org. Biomol. Chem., 2011, 9, 7990

5. D. H. Dethe, R. Erande and A. Ranjan., J. Am. Chem. Soc., 2011, 133, 2864