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UMass Dartmouth College of Arts & Sciences

Sivappa Rasapalli

 

Rasapalli Group

Sivappa Rasapalli, Ph.D.

Associate Professor

Department of Chemistry and Biochemistry

Biomedical Engineering and Biotechnology

Postdoc (UNT, UTA, HST-BWH)

Ph. D. National Chemical Laboratory (University of Pune)

M. Ed.  Karnataka State Open University

M. Sc.  Regional Institute of Education (NCERT)

Research Group Website

Research interests of the Rasapalli group lie in the general area of medicinal chemistry with a focus on the development of new strategies for the preparation of complex molecules possessing interesting biological properties. Our research interests are interdisciplinary in nature. We are interested in the exploration of the potential of natural products for the development of novel chemistry, and novel drugs. Our interests are driven by the quest for the development of GREENER APPROACHES. Our main focus is directed towards the development of novel anti-bacterial leads through modification of natural products derived from marine sponges and Cranberry of Southcoast origin. Please see the group's website for more details.

Publications

  • Design and Synthesis of C-Aryl Angular Luotonins via One-Pot Aza-Nazarov and Friedlander Sequence and Their Topo-I Inhibition Studies Along with C-Aryl Vasicinones and Luotonins Rasapalli, S.; Sammeta, V. R.; Murphy, Z.; Golen, J. A.; Agama, K., Pommier,Y.;and  Savinov S. N.  Bioorg. Med. Chem. Lett., 2021, 41,127998.  
  • Synthesis and Biological Evaluation of 4​/5-​Aroyl-​2-​aminoimidazoles as Microbial Biofilm Inhibitors Rasapalli, S.; Reddy Sammeta, V.; Singh, S.; Golen, J. A.; Semerdzhiev, D.; Bo, Y.; Silby, M.; Rao, R.; Ali, A.; Schiffer, C. A.; Savinov, S. Chemistry Select2020, 5, 5965-5969.
  • The hydrochloride salt of 4-hydroxy-N, N-di-n-propyltryptamine (4-HO-DPT) Sammeta, V.; Rasapalli, S.; Chadeayne, A.R. Golen, J.;  Manke, D. IUCrData2020, 5, x201546.
  • Total Synthesis of the Nagelamides - Synthetic Studies toward the Reported Structure of Nagelamide D and Nagelamide E Framework Bhandari, M. R.; Herath, A. K.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.  Org. Chem. 2020,85, 12971-12987.
  • Electrospinning of tyrosine-​based oligopeptides: Self-​assembly or forced assembly? Hamedani, Y.; Macha, P.; Evangelista, E. L.; Sammeta, V. R.; Chalivendra, V.; Rasapalli, S.; Vasudev, M. C.  Biomed. Mater. Res. A, 2020,108, 829-838. 
  • Synthesis and biofilm inhibition studies of 2-​(2-​amino-​6-​arylpyrimidin-​4-​yl)​quinazolin-​4(3H)​-​ones Rasapalli, S.; Murphy, Z. F.; Sammeta, V. R.; Golen, J. A.; Weig, A.W.; Melander, R. J.; Melander, C.; Macha, P.; Vasudev, M. C.  Bioorg. Med. Chem.Lett, 2020, 30, 127550-127554.
  • Synthesis of C-​Ring-​Substituted Vasicinones and Luotonins via Regioselective Aza-​Nazarov Cyclization of Quinazolinonyl EnonesRasapalli, S.; Sammeta, V. R.; Murphy, Z. F.; Huang, Y.; Boerth, J. A.; Golen, J. A.; Savinov, S. N. Org. Lett. 2019, 21,9824-9828.  
  • A novel aza-​Nazarov Cyclization of Quinazolinonyl enones: A facile Access to C-​ring Substituted Vasicinones and Luotonins Rasapalli, S.; Sammeta, V. R.; Murphy, Z. F.; Huang, Y.; Boerth, J.A.; Golen, J. A.; Savinov, S. N. ChemRxiv,2019, 1-6.
  • Facile Synthesis of 3-Substituted Imidazo[1,2-a]pyridines Through Formimidamide chemistry Rasapalli, S.; Sammeta, V. R.; Murphy, Z. F.; Huang, Y.; Golen, J. A.; Savinov, S. N. RSC Adv.,2019, 9, 29659-29664.  
  • Electrospinning of Tyrosine Based Oligopeptides: Self-​Assembly or Forced Assembly? Hamedani, Y.; Macha, P.; Evangelista, E. L.; Sammeta, V. R.; Chalivendra, V.; Rasapalli, S.; Vasudev, M. C.  Biomed. Mater. Res, Part A,2020, 108, 829-838
  • Hydantoin-based Molecular Photoswitches  López, D. M.; Yu, M.;Iriepa, C. G.; Campos, P. J.; Frutos, L. M.; Golen. J. A.; Rasapalli, S.; Sampedro, D.Org. Chem., 2015, 80, 3929-3939.
  • Total Synthesis of 7′-Desmethylkealiiquinone, 4′-Desmethoxykealiiquinone, and 2-Deoxykealiiquinone Lima, H.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.  Org. Chem.2014, 79, 2481-2490.
  • Studies towards total synthesis of hygrocin A and B Rasapalli, S.; Jarugumilli, G.; Yarrapothu, G. R.; Hamza, I.; Golen, J. A.; Williard, P.  Tetrahedron Lett. 2014, 55,821–825.
  • Design, synthesis and activity evaluation of 4/5-acyl-2-aminoimidazolyl analogues of oroidin for biofilm inhibition Rasapalli, S.; Rees, C.; Dhawane, A.; Golen, J.; Singh, B.; Cai, S.; Jasinski, J.; Bowlin, T.; Moir, D.; Kwasny, S.; Opperman, T.  Chem. Comm.2013, 4, 1467-1471.
  • Total syntheses of oroidin, hymenidin, clathrodin Rasapalli, S.; Kumbam, V.; Dhawane, A.; Golen, J. A.; Lovely, C. J.; Rheingold, A. L.;   Biomol. Chem. 2013, 11,4133 - 4137.
  • Detour of prenostodione synthesis towards pyrazolones for antibacterial activity Rasapalli, S.; Fan, Y.;  Yu, M.; Rees, C.; Harris, J.; Golen, J.;  Jasinski, J; Rheingold, A. L.; Kwasny, S.; Opperman,T.  Med. Chem. Lett. 2013, 23,3235–3238.
  • Studies towards total synthesis of divergolides C and D Rasapalli, S.; Jarugumilli, G.; Yarrapothu, G. R.; Golen, J. A.; Rheingold, A. L.  Lett. 2013, 15,1736–1739.
  • Synthesis of the naphthoquinone core of divergolides (C-D)  Rasapalli, S.; Jarugumilli, G.; Yarrapothu, G. R.; Golen, J. A.; Rheingold, A. L. Tetrahedron Lett. 2013, 54,2615–2618.
  • Antibacterial activities of commonly used traditional Chinese medicines as cold and flu remedies Shah, A.; Rasapalli, S.; Mello, C.; Singh, B. R.; Cai, S. Med. Plants Res. 2012, 6, 234-242.
  • Total Synthesis of 7′-Desmethylkealiiquinone Lima, H.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.  Lett.2012, 9, 2274–2277.
  • Intramolecular Diels-Alder Chemistry of 4-Vinylimidazoles He, Y.; Krishnamoorthy, P.; Lima, H.M.; Chen, Y.; Wu, H.; Rasapalli, S.; Dias, H.V.R.; Lovely, C. J. Biomol. Chem., 2011, 9, 2685-2701.
  • Asymmetric total synthesis of ent-cyclooroidin  Mukherjee, S.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.  Lett.2010, 12, 4940–4943.
  • Efficient preparation of urocanic acid derivatives from histidine Lovely, C. J.; Rasapalli, S.; Mukherjee, S.; Doundoulakis, T.; Lima, H.M.; Yousufuddin, M.  Heterocycles2010, 80, 1353-1358. 
  • An approach to the oxazoline-containing fragments of the oroidin dimers nagelamide R and T Mukherjee, S.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J. Synlett2010, 5, 817-821.
  • Total Synthesis of the Putative Structure of Nagelamide D Bhandari MR.; Rasapalli, S.; Lovely, C. J.  Lett.2009, 11, 1535-1538.
  • Studies toward the total synthesis of the oroidin dimers Rasapalli, S.; Mukherjee, S.; Dias, HVR.; Lovely, C. J. Biomol. Chem. 2009, 7, 3215-3218.
  • Total Synthesis of the Leucetta-Derived Alkaloid Calcaridine A Koswatta, P.B.; Rasapalli, S.; Dias, HVR.; Lovely, C. J Synthesis2009, 2970-2982.
  • Total Synthesis of (±)-Calcaridine A and (±)-epi-Calcaridine A Koswatta, P. B.; Rasapalli, S.; Rasika, H, D.; Lovely, C. J.   Lett. 2008, 10,5055-5058.
  • Studies toward the total synthesis of axinellamine and massadine Rasapalli, S.; Hernandez, N.; He, Y.; Lovely, C. J. Lett.2007, 9, 3861-3864.
  • Oxidative reactions of tetrahydrobenzimidazole derivatives with the N-sulfonyloxaziridines Rasapalli, S.; Koswatta, P.; Lovely, C. J. Tetrahedron Lett. 2007, 48,5771-5775.
  • Preparation and Diels-Alder chemistry of 4-vinylimidazoles Du, H.; Rasapalli, S.; Bhandari, M. J.; Lovely, C. J. Org. Chem. 2007, 72, 3741-3749. 
  • Silver-catalyzed [2,3]-rearrangement of halonium ylides derived from allyl and propargyl halides and diazoacetate Pasupathy, K.; Browning, R. G.; Singh, S.; Rasapalli, S.; Lovely, C. J.; Dias, H. V. R.  Commun. 2007, 731-733.
  • Palladium-catalyzed substitution reactions of 4-allylimidazole derivatives Pasupathy, K.; Rasapalli, S.; Du, H.; Lovely, C. J. Tetrahedron2006, 62, 10555-10566.
  • New methods for imidazole functionalization - from imidazole to marine alkaloids He, Y.; Du, H.; Rasapalli, S.; Lovely, C. J. Synlett2006, 965-993.
  • A ring closing metathesis approach to the indole alkaloid mitralactonine Chavan, S. P.; Sharma, P.; Rasapalli, S.; Kalkote, U. R. Tetrahedron Lett. 2006, 47,9301-9303.
  • A convergent and facile approach towards indole alkaloid mitralactonine Chavan, S. P.; Sharma, P.; Rasapalli, S.; Kalkote, U. R. Synlett2006, 79-82.
  • A metal cation complexation of a novel, doubly cage-annulated molecular box by electrospray ionization mass spectrometry Sherman, C. L.; Brodbelt, J.; Srinivas, G.; Rasapalli, S.; Marchand, A. P. ARKIVOC2005, 3, 1-7.
  • Short and efficient synthesis of luotonin A, B & E Chavan, S. P.; Rasapalli, S. Tetrahedron Lett.2004, 45, 9931-9935.
  • Total synthesis of nothapodytine B and (+/-)-mappicine Chavan, S. P.; Rasapalli, S. Tetrahedron Lett.2004, 45, 3941-3943.
  • A synthesis of Camptothecin Chavan, S. P.; Rasapalli, S. Tetrahedron Lett.2004, 45, 3113-3115.
  • A facile total synthesis of rutaecarpine Chavan, S. P.; Rasapalli, S. Tetrahedron Lett.2004, 45, 997-999.
  • Regio- and stereochemistry of Michael addition studies of Thiele's diester Minter, D.E.; Smith, W.B.; Rasapalli, S.; Marchand, A. P. Phys. Org. Chem. 2004, 17,174-179.
  • Structure of a minor reaction product formed via base promoted hydrolysis of Thiele's ester Watson, W. H.; Marchand, A.P.; Rasapalli, S. ARKIVOC2004, 3, 66-73. 
  • Reformatsky reaction of chloroesters with carbonyl compounds with commercial zinc Chavan, S. P.; Shivasankar, K.; Rasapalli, S.  Chem. Res.2004, 6, 406-407. 
  • Facile syntheses of ABC ring skeleton of camptothecin and related alkaloids Chavan, S. P.; Rasapalli, S.; Venkatraman, M. S.Commun. 2004, 34, 3099-3110.
  • Enantioselective synthesis of L-CCG-I Chavan, S. P.; Sharma, P.; Rasapalli, S.; Bhadbhade, M. M.; Gonnade, G.; Kalkote, U. R.  Org. Chem. 2003, 68,6817-6819.
  • Zinc mediated transesterification of b-ketoesters and coumarin synthesis Chavan, S. P.; Shivasankar, K.; Rasapalli, S.; Kale, R. Tetrahedron Lett.2002, 43, 8583-8586.
  • Facile synthesis of a key intermediate for the synthesis of prostanes and isoprostanes Chavan, S. P.; Subbarao, Y.; Chittiboin, A.; Rasapalli, S. Tetrahedron: Asymm.2001, 12, 1101-03.
  • Transesterification of ketoesters using amberlyst-15 Chavan, S. P.; Subbarao, Y.; Dantale, S. W. Rasapalli, S. Commun. 2001, 31, 281-294.

Contact:

Dr. Siva Rasapalli , Associate Professor

Department of Chemistry and Biochemistry
Violette Research Building #216,
285 Old Westport Road,
North Dartmouth, MA 02747-2300.
Phone: (508)-999-8276
Email: srasapalli@umassd.edu.