Ph.D., University of Oklahoma

Organic Chemistry

Prof. Lakshman's research is in organic chemical synthesis pertaining to questions of biological interest. The program has many facets but can be broadly divided into the following areas. A. Nucleoside Modifications. Here new metal-catalyzed as well as uncatalyzed routes are being invented, to enable nucleoside modification. B. Studies on Environmental Pollutants. In this area, structural and biological effects of DNA modification by environmental pollutants are studied. In addition, new chemical methodology to create model systems for studying metabolic activation processes of environmental pollutants are being developed. C. New Chemical Methodology. New methods to create molecules, and new physiologically important molecules are developed, via new approaches. Research is conducted with the idea that Fundamental Understanding drives New Chemistry (FUNCy). Thus, development of chemical methodology and synthesis of novel molecules require a sound understanding of mechanistic organic chemistry, as being integral to the research. - See more at: http://www.gc.cuny.edu/Page-Elements/Academics-Research-Centers-Initiatives/Doctoral-Programs/Chemistry/Faculty-Bios/Mahesh-K-Lakshman#sthash.vVjdEuYv.dpuf

Gurram. V.; Akula, H. K.; Garlapati, R.; Pottabathini, N.; Lakshman, M. K.: Mild and general access to diverse 1H-benzotriazoles via diboron mediated N–OH deoxygenation, and Pd-catalyzed C–C and C–N bond formation, Advanced Synthesis and Catalysis 2015, 357, 451–462.

Yedulla, V. R.; Pradhan, P.; Yang, L.; Lakshman, M. K.: Cycloaddition of arynes and cyclic enol ethers as a platform for access to stereochemically defined 1,2-disubstituted benzocyclobutenes, European Journal of Organic Chemistry 2015, 750–764.

Lakshman, M. K.; Singh, M. K.; Kumar, M.; Chamala, R. R.; Yedulla, V. R.; Wagner, D.; Leung, E.; Yang. L.; Matin, A.; Ahmad, S.: Facile synthesis of 1-alkoxy-1H-benzo- and 7-azabenzotriazoles from peptide coupling agents, mechanistic studies, and synthetic applications, Beilstein Journal of Organic Chemistry 2014, 10, 1919–1932. DOI: 10.3762/bjoc.10.200

Chamala, R. R.; Parrish, D.; Pradhan, P.; Lakshman, M. K.: Purinyl N1-directed C-H oxidation in 6-arylpurines and 6-arylpurine nucleosides, The Journal of Organic Chemistry 2013, 78, 7423-7435. DOI: 10.1021/jo4008282

Akula, H. K.; Lakshman, M. K.: Synthesis of deuterated 1,2,3-triazoles, The Journal of Organic Chemistry 2012, 77, 8896-8904. DOI: 10.1021/jo301146j

Lakshman, M. K.; Kumar, A.; Balachandran, R.; Day, B. W.; Andrei, G.; Snoeck, R.; Balzarini, J.: Synthesis and biological properties of C-2 triazolyl inosine derivatives, The Journal of Organic Chemistry 2012, 77, 5870-5883. DOI: 10.1021/jo300628y

Gurram, V.; Pottabathini, N.; Garlapati, R.; Chaudhary, A. B.; Patro, B.; Lakshman, M. K.: C-C cross-coupling reactions of O6-alkyl-2-haloinosine derivatives and a one-pot cross-coupling/O6-deprotection procedure, Chemistry-An Asian Journal, 2012, 7, 1853-1861. DOI: 10.1002/asia.201200093

Kokatla, H. P.; Lakshman, M. K: Two-step, one-pot synthesis of inosine, guanosine, and 2'-deoxyguanosine O6-ethers, Current Protocols in Nucleic Acid Chemistry (John Wiley and Sons, Inc.) 2012, 49, 1.26.1-1.26.16. DOI: 10.1002/0471142700.nc0126s49

Lakshman, M. K.; Deb, A.; Chamala, R. R.; Pradhan, P.; Pratap, R.: Direct arylation of 6-phenylpurine and 6-arylpurine nucleosides by ruthenium-catalyzed C-H bond activation, Angewandte Chemie, International Edition 2011, 50, 11400-11404. DOI: 10.1002/anie.201104035

Kokatla, H. P.; Thomson, P. F.; Bae, S.; Facile reduction of amine N-oxides by diboron compounds, The Journal of Organic Chemistry 2011, 76, 7842-7848. DOI: 10.1021/jo201192c

Kokatla, H. P.; Lakshman, M. K.: One-pot etherification of purine nucleosides and pyrimidines, Organic Letters 2010, 12, 4478-4881. DOI: 10.1021/ol101655h

Thomson, P. F.; Lagisetty, P.; Balzarini, J.; De Clercq, E.; Lakshman, M. K.: Palladium-catalyzed aryl amination reactions of 6-bromo and 6-chloropurine nucleosides, Advanced Synthesis and Catalysis 2010, 352, 1728-1735. DOI: 10.1002/adsc.200900728

Kumar, A.; Akula, H. K.; Lakshman, M. K.: Simple synthesis of amides and Weinreb amides using PPh3 or polymer-supported PPh3 and iodine, European Journal of Organic Chemistry 2010, 2709-2715. DOI: 10.1002/ejoc.200901420

Lakshman, M. K.; Singh, M. K.; Parrish, D.; Balachandran, R.; Day, B. W.: Azide-tetrazole equilibrium of C-6 azidopurine nucleosides and their ligation reactions with alkynes, The Journal of Organic Chemistry 2010, 75, 2461-2473. DOI: 10.1021/jo902342z

Pratap, R.; Parrish, D.; Gunda, P.; Venkatraman, D. V.; Lakshman, M. K.: Influence of biaryl phosphine structure on C-N and C-C bond formation, Journal of the American Chemical Society 2009, 131, 12240-12249.