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Kesavan V

kesavan-v
Associate Professor
Ph.D, Indian Institute of Science
M.Sc, Madurai Kamaraj University
Office: BT 405
Tel: +91-44-2257-4124
Email: vkesavan@iitm·ac·in
Lab: BT 417 (Website)

Research Interests

Design and synthesis of novel privileged chiral ligands for asymmetric catalysis

  1. Design novel non-hydroxamate inhibitors against HDAC to treat cancer
  2. Peptide mini-vectors for delivery of siRNAs

Publications

  • Kumarswamyreddy, N., Prakash, M., Jayakumar, S., & Kesavan, V. Assembly of 3-allyl-3-ethynyl-oxindole motifs via palladium(II)-catalyzed quaternary allylation of 3-ethynyl-3-OBoc-oxindoles. RSC Adv., 5, 54316-54320. doi: 10.1039/c5ra07955a (2015)
  • Pratap Reddy Gajulapalli, V., Vinayagam, P. & Kesavan, V. Enantioselective assembly of functionalized carbocyclic spirooxindoles using an L-proline derived thiourea organocatalyst. RSC Adv. 5, 7370-7379, doi: 10.1039/c4ra13711f (2015).
  • Kumar, V. Kesavan, V. & Gothelf, V. K. Highly stable triple helix formation by homopyrimidine (L)-acyclic threoninol nucleic acids with single stranded DNA and RNA. Org. Biomol. Chem. 13, 2366-2374, doi: 10.1039/c4ob02328e (2015).
  • Jayakumar, S., Kumarswamyreddy, N., Prakash, M. & Kesavan, V. Palladium Catalyzed Asymmetric Allylation of 3-OBoc-Oxindoles: An Efficient Synthesis of 3-Allyl-3-hydroxyoxindoles. Org. Lett. 17, 1066-1069, doi: 10.1021/acs.orglett.5b00034 (2015).
  • Prakash, M., Muthusamy, S. & Kesavan, V. Copper(I) Bromide Catalyzed Arylation of Cyclic Enamides and Naphthyl-1-acetamides Using Diaryliodonium Salts. The J. Org. Chem. 79, 7836-7843, doi:10.1021/jo501162s (2014).
  • Vinayagam, P., Vishwanath, M. & Kesavan, V. New class of bifunctional thioureas from L-proline: highly enantioselective Michael addition of 1,3-dicarbonyls to nitroolefins. Tetrahedron: Asymmetry 25, 568-577, doi:10.1016/j.tetasy.2014.02.011 (2014).
  • Pratap Reddy Gajulapalli, V., Vinayagam, P. & Kesavan, V. Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using L-proline derived bifunctional thiourea. Org. Biomol. Chem. 12, 4186-4191, doi:10.1039/c4ob00271g (2014).
  • Jayakumar, S., Prakash, M., Balaraman, K. & Kesavan, V. Highly Enantioselective Alkylation of Allyl Acetates Using Tartrate-Derived Bioxazoline Ligands. Eur. J. Org. Chem. 2014, 606-615, doi:10.1002/ejoc.201301208 (2014).
  • Jayakumar, S., Muthusamy, S., Prakash, M. & Kesavan, V. Enantioselective Synthesis of Spirooxindole α-exo-Methylene-γ-butyrolactones from 3-OBOC-Oxindoles. Eur. J. Org. Chem. 2014, 1893-1898, doi:10.1002/ejoc.201301684 (2014).
  • Prakash, M., Jayakumar, S. & Kesavan, V. Investigation of the enantioselective synthesis of 2,3-dihydroquinazolinones using Sc(III)-inda-pybox. Synthesis 45, 2265-2272, doi:10.1055/s-0033-1339288 (2013).
  • Kumar, V. & Kesavan, V. Acyclic butyl nucleic acid (BuNA): a novel scaffold for A-switch. RSC Adv. 3, 19330-19340, doi:10.1039/c3ra41255e (2013).
  • Kumar, V., Gore, K. R., Pradeepkumar, P. I. & Kesavan, V. Design, synthesis, biophysical and primer extension studies of novel acyclic butyl nucleic acid (BuNA). Org. Biomol. Chem. 11, 5853-5865, doi:10.1039/c3ob41244j (2013).
  • Balaraman, K., Vasanthan, R. & Kesavan, V. Novel O,N,N,O-tetradentate ligand from tartaric acid. Tetrahedron 69, 6162-6169, doi:10.1016/j.tet.2013.05.049 (2013).
  • Balaraman, K., Vasanthan, R. & Kesavan, V. Enantioselective fluorination of β-ketoesters using tartrate derived bidentate bioxazoline-Cu(II) complexes. Tetrahedron: Asymmetry 24, 919-924, doi:10.1016/j.tetasy.2013.07.004 (2013).
  • Balaraman, K., Vasanthan, R. & Kesavan, V. Application of tartarate derived bidentate bioxazolines in enantioselective addition of terminal alkynes to imines. Tetrahedron Lett. 54, 3613-3616, doi:10.1016/j.tetlet.2013.04.108 (2013).
  • Prakash, M. & Kesavan, V. Highly Enantioselective Synthesis of 2,3-Dihydroquinazolinones through Intramolecular Amidation of Imines.Org. Lett. 14, 1896-1899, doi:10.1021/ol300518m (2012).
  • Balaraman, K., Vasanthan, R. & Kesavan, V. Asymmetric Henry reaction catalyzed by novel chiral bioxazolines from tartaric acid. Synthesis 44, 2455-2462, doi:10.1055/s-0031-1289811 (2012).
  • Balaraman, K. & Kesavan, V. Efficient copper(II) acetate catalyzed homo- and heterocoupling of terminal alkynes at ambient conditions. Synthesis, 3461-3466, doi:10.1055/s-0030-1258199 (2010).
  • Soutschek, J., Akinc, A., Bramlage B., Charisse K., Constien, R., Donoghue, M., Elbashir, S., Geick, A., Hadwiger, P., Harborth, J., John, M., Kesavan, V., Lavine, G., Pandey, R., Racie, T., Kallanthottathil, R., R hl, I., Toudjarska, I., Wang, G., Wuschko, S., Bumcrot, D., Koteliansky, V., Limmer, S., Manoharan, M. & Vornlocher, H-P. Therapeutic silencing of an endogenous gene by systemic administration of modified siRNAs. Nature (London, U. K.) 432, 173-178, doi:10.1038/nature03121 (2004).
  • Ravikumar, K. S., Kesavan, V., Crousse, B., Bonnet-Delpon, D. & Begue, J.-P. Mild and selective oxidation of sulfur compounds in trifluoroethanol: Diphenyl disulfide and methyl phenyl sulfoxide. Synth. 80, 184-189, doi:10.15227/orgsyn.080.0184 (2003).
  • Kesavan, V., Tamilarasu, N., Cao, H. & Rana, T. M. A new class of RNA-binding oligomers: Peptoid amide and ester analogues. Bioconjugate Chem. 13, 1171-1175, doi:10.1021/bc0255642 (2002).
  • Kesavan, V., Dhar, D., Koltypin, Y., Perkas, N., Palchik, O., Gedanken, A. & Chandrasekaran, S. Studies of catalytic aerobic oxidation with nanostructured amorphous metals, alloys and metal oxides. Journal of Indian Institute of Science. 82, 113-120, (2002).
  • Kesavan, V., Dhar, D., Koltypin, Y., Perkas, N., Palchik, O., Gedanken, A. & Chandrasekaran, S. Nanostructured amorphous metals, alloys, and metal oxides as new catalysts for oxidation. Pure and Applied Chemistry. 73, 85-91, (2001).`
  • Kesavan, V., Bonnet-Delpon, D., Begue, J.-P., Srikanth, A. & Chandrasekaran, S. New catalytic oxidation of trifluoromethyl carbinols by a ruthenium(II) complex. Tetrahedron Lett. 41, 3327-3330, doi:10.1016/s0040-4039(00)00378-6 (2000).
  • Kesavan, V., Bonnet-Delpon, D. & Begue, J.-P. Oxidation in fluoro alcohols: mild and efficient preparation of disulfides from thiols. Synthesis, 223-225, doi:10.1055/s-2000-6262 (2000).
  • Kesavan, V., Bonnet-Delpon, D. & Begue, J.-P. Fluoro alcohol as reaction medium: one-pot synthesis of β-hydroxy sulfoxides from epoxides. Tetrahedron Lett. 41, 2895-2898, doi:10.1016/s0040-4039(00)00305-1 (2000).
  • Das, U., Crousse, B., Kesavan, V., Bonnet-Delpon, D. & Begue, J.-P. Facile Ring Opening of Oxiranes with Aromatic Amines in Fluoro Alcohols. Org. Chem. 65, 6749-6751, doi:10.1021/jo000031c (2000).
  • Kesavan, V., Sivanand, P. S., Chandrasekaran, S., Koltypin, Y. & Gedanken, A. Catalytic aerobic oxidation of cycloalkanes with nanostructured amorphous metals and alloys. Chem., Int. Ed. 38, 3521-3523, doi:10.1002/(sici)1521-3773(19991203)38:23<3521::aid-anie3521>3.0.co;2-s (1999).
  • Kesavan, V. & Chandrasekaran, S. A Highly β-Stereoselective Catalytic Epoxidation of Δ5-Unsaturated Steroids with a Novel Ruthenium(II) Complex under Aerobic Conditions. Org. Chem. 63, 6999-7001, doi:10.1021/jo980829k (1998).
  • Kesavan, V. & Chandrasekaran, S. Stereospecific and regioselective catalytic epoxidation of alkenes by a novel ruthenium(II) complex under aerobic conditions. Chem. Soc., Perkin Trans. 1, 3115-3116 (1997).

 

Patents

  • Manoharan, Muthiah; Kesavan, Venkitasamy; Rajeev, Kallanthottathil G. Preparation of cholesterol-chemically modified DNA duolexes and their use for inhibiting gene expression. PCT Int. Appl. (2006), 265 pp. CODEN: PIXXD2 WO 2006020768 A2 20060223 AN 2006:164429
  • Dhanoa, Dale S.; Becker, Oren; Noiman, Silvia; Alla, Sekar Reddy; Cheruku, Srinivasa Rao; Mele’ndez, Rosa E.; Sharadendu, Anurag; Chen, Dongli; Marantz, Yael; Shacham, Sharon; Heifetz, Alexander; Inbal, Boaz; Kesavan, Venkitasamy; Bar-haim, Shay. Preparation of piperidinylamino-thieno[2,3-d]pyrimidine compounds as 5-HT2B modulators. U.S. Pat. Appl. Publ. (2005), 73 pp., Cont.-in-part of U.S. Ser. No. 947,995. CODEN: USXXCO US 2005222176 A1 20051006 CAN 143:367320 AN 2005:1078251
  • Dhanoa, Dale S.; Becker, Oren; Noiman, Silvia; Reddy, Sekar A.; Cheruku, Srinivasa Rao; Mele’ndez, Rosa E.; Sharadendu, Anurag; Chen, Dongli; Marantz, Yael; Shacham, Sharon; Heifetz, Alexander; Inbal, Boaz; Kesavan, Venkitasamy; Bar-haim, Shay. Preparation of piperidinylamino-thieno[2,3-d]pyrimidine compounds as 5-HT2B modulators. U.S. Pat. Appl. Publ. (2005), 73 pp., Cont.-in-part of U.S. Ser. No. 815,417. CODEN: USXXCO US 2005222175 A1 20051006 CAN 143:367319 AN 2005:1078250
  • Manoharan, Muthiah; Kesavan, Venkitasamy; Rajeev, Kallanthottathil G. SiRNA’s containing ribose substitutes to which lipophilic moieties may be attached. U.S. Pat. Appl. Publ. (2005), 273 pp., Cont.-in-part of Appl. No. PCT/US04/011829. CODEN: USXXCO US 2005107325 A1 20050519 CAN 142:477067 AN 2005:431390
  • Dhanoa, D. S.; Becker, O.; Noiman, S.; Cheruku, S.R.; Marantz, Y.; Shachem, S.; Heifetz, A.; Inbal, B.; Kesavan, V.; Bar-haim, S.; Reddy, S.A.; Melendez, R. E.; Sharadendu, A.; Chen, D. New piperidinylamino-thieno[2,3-d]pyrimidine compounds. PCT Int. Appl. (2004), 106 pp. WO 2004089312
  • Becker, O.; Dhanoa, D. S.; Noiman, S.; Sharadendu, A.; Kesavan, V.; Mohanty, P.; Marantz, Y.; Kalid, O.; Chen, D.; Sharon, S.; Nudelman, R. Triazole neurokinin antagonists. PCT Int. Appl. (2004), 67 pp. WO 2004030629.
  • Becker, O.; Chen, D.; Cheruku, S. R.; Dhanoa, D. S.; Heifetz, A.; Kalid, O.; Kesavan, V.; Marantz, Y.; Mohanty, P.; Noiman, S.; Nudelman, R.; Shachem, S.; Sharadendu, A. Preparation of substituted aminopyrimidines as neurokinin antagonists effective for treating CNS disorders. PCT Int. Appl. (2004), 70 pp. WO 2004014850

Honours and Awards

  • Recipient of The Guha Research Medal (best thesis of the Department of Organic Chemistry, IISc, Bangalore, India, for the year 1999-2000).