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 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.,b Pommier,Y.;b and Savinov S. N.
Bioorg. Med. Chem. Lett., 2021 https://doi.org/10.1016/j.bmcl.2021.127998
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 Select 2020, 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.
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.
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.
J. 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 Enones
Rasapalli, 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.
J. 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.
J.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.
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.
Med. 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.;
Org. 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.
Bioorg. 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.
Org. 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.
J. Med. Plants Res. 2012, 6, 234-242.
Total Synthesis of 7′-Desmethylkealiiquinone
Lima, H.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.
Org. 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.
Org. Biomol. Chem., 2011, 9, 2685-2701.
Asymmetric total synthesis of ent-cyclooroidin
Mukherjee, S.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J.
Org. 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.
Heterocycles 2010, 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.
Synlett 2010, 5, 817-821.
Total Synthesis of the Putative Structure of Nagelamide D
Bhandari MR.; Rasapalli, S.; Lovely, C. J.
Org. Lett. 2009, 11, 1535-1538.
Studies toward the total synthesis of the oroidin dimers
Rasapalli, S.; Mukherjee, S.; Dias, HVR.; Lovely, C. J.
Org. 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
Synthesis 2009, 2970-2982.
Total Synthesis of (±)-Calcaridine A and (±)-epi-Calcaridine A
Koswatta, P. B.; Rasapalli, S.; Rasika, H, D.; Lovely, C. J.
Org. Lett. 2008, 10, 5055-5058.
Studies toward the total synthesis of axinellamine and massadine
Rasapalli, S.; Hernandez, N.; He, Y.; Lovely, C. J.
Org. 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.
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.
Chem. Commun. 2007, 731-733.
Palladium-catalyzed substitution reactions of 4-allylimidazole derivatives
Pasupathy, K.; Rasapalli, S.; Du, H.; Lovely, C. J.
Tetrahedron 2006, 62, 10555-10566.
New methods for imidazole functionalization - from imidazole to marine alkaloids
He, Y.; Du, H.; Rasapalli, S.; Lovely, C. J.
Synlett 2006, 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.
Synlett 2006, 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.
ARKIVOC 2005, 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.
J. 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.
ARKIVOC 2004, 3, 66-73.
Reformatsky reaction of chloroesters with carbonyl compounds with commercial zinc
Chavan, S. P.; Shivasankar, K.; Rasapalli, S.
J. 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.
Synth. 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.
J. 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.
Synth. Commun. 2001, 31, 281-294.
Contact: Violette Research Building #216, 285 Old Westport Road, Dartmouth, MA 02747-2300. Phone: (508)-999-8276, Email: srasapalli@umassd.edu.