Arun K. Ghosh, Ph.D. Distinguished Professor of Medicinal Chemistry Phone: (765) 494-5323 E-mail: akghosh@purdue.edu Full directory listing

Specialization: www.purdue.edu

Education

Research: www.purdue.edu

Exploration of chemistry and biology of naturally occurring organic molecules with therapeutic potential is an important part of my group's research. These interests include the development of new synthetic methodologies, general strategies for synthesis and the study of important structure-function relationships. As part of our ongoing program, we are investigating the chemistry and biology of hapalosin, nucleotide antibiotic sinefungin and peptide antibiotics madumycin and nikkomycin B. My research group is further involved in the development of new and efficient asymmetric reactions based upon various intermolecular or intramolecular metal chelation. Of particular interest, we are investigating a variety of asymmetric syntheses including syn- and anti- selective aldol reactions, inter- and intramolecular Diels-Alder reactions, conjugate addition and asymmetric reductions. Another important research area in my group is the design and synthesis of molecular probes for various biologically active peptides and proteins. We are currently studying various critical ligand-binding site interactions of the proteolytic enzyme, HIV protease whose clinical effectiveness for the treatment of AIDS has been recognized recently. We are also involved in the design of nonpeptidal turn-mimics for biologically active peptides and proteins. Our present target is the tripeptide, L-prolyl-L-leucylglycinamide (PLG) which has recently been shown to prevent and in many cases reverse neuroleptic drug-induced tardive dyskinesia in animal studies.

The structure and biological importance of various organic molecules of our research interest are represented in the first three lines. The bottom of the figure briefly outlines our effort in the area of asymmetric anti-aldol and asymmetric catalytic Diels-Alder reactions.

Representative Publications

"An Asymmetric Total Synthesis of Brevisamide" A. K. Ghosh and J. Li. Org. Lett. 2009, 11 (18), 4164-4167.

"Synthesis of Bioactive Natural Products by Asymmetric syn- and anti-Aldol Reactions" A. K. Ghosh and Z. L. Dawson Synthesis, 2009, 2992-3003.

"A Symmetry-Based Concise Formal Synthesis of Platencin, a Novel Lead against "Superbugs" " A. K. Ghosh and K. Xi Angew. Chem. Int. Ed. 2009, 48, 5372-5375.

"Asymmetric Synthesis of anti-Aldol Segments via a Nonaldol Route: Synthetic Applications to Statines and (-)-Tetrahydrolipstatin" A. K. Ghosh, K. Shurrush, S. Kulkarni J. Org. Chem. 2009, 74, 4508-4518.

"Design of HIV-1 Protease Inhibitors with Pyrrolidinones and Oxazolidinones as Novel P1'-Ligands to Enhance Backbone-binding interactions with Protease: Synthesis, Biological Evaluation and Protein-ligand X-ray Studies" A. K. Ghosh, S. Leshchenko-Yashchuk, D. D. Anderson, A. Baldridge, M. Noetzel, H. B. Miller, Y. Tie, Y.-F. Wang, Y. Koh, I. T. Weber, and H. Mitsuya J. Med. Chem. 2009, 52, 3902-3914.

"A Convergent Synthesis of the Proposed Structure of Antitumor Depsipeptide, Stereocalpin A" A. K. Ghosh and Chun-Xiao Xu Org. Lett. 2009, 11, 1963-1966.

"Harnessing Nature's Insight: Design of Aspartyl Protease Inhibitors from Treatment of Drug-Resistant HIV to Alzheimer's Disease" A. K. Ghosh J. Med. Chem. 2009, 52(8), 2163-2176.

"Total Synthesis of (-)-Platensimycin, a Novel Antibacterial Agent" A. K. Ghosh and Kai Xi, J. Org. Chem. 2009, 74, 1163-1170.

"Stereoselective synthesis of the C1-C12 segment of iriomoteolide-1a: a very potent macrolide antitumor agent" A. K. Ghosh, Hao Yuan, Tet. Lett., 2009, 50, 1416-1418.

"GRL-02031: A Novel Nonpeptide Protease Inhibitor (PI) Containing A Stereochemistry Defined Fused Cyclopentanyltetrahydrofuran (Cp-THF) Potent Against Multi-PI-Resistant HIV-1 In Vitro" Y. Koh, D. Das, S. Leshchenko, H. Nakata, H. Ogata-Aoki, M. Amano, M. Nakayama, A. K. Ghosh, and H. Mitsuya, Antimicrob. Agents Chemother. 2009, 53, 987-996.