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Sivappa Rasapalli, Ph.D.

Associate Professor

Department of Chemistry and Biochemistry

Biomedical Engineering and Biotechnology

Postdoc (UNTUTAHST-BWH)

Ph. DNational 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

 

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. 201921, 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, 201900, 0000.

 

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., 201580, 3929-3939.

 

Total Synthesis of 7′-Desmethylkealiiquinone, 4′-Desmethoxykealiiquinone, and 2-Deoxykealiiquinone

Lima, H.; Rasapalli, S.; Yousufuddin, M.; Lovely, C. J. 

J. Org. Chem.  201479, 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 Lett201455,  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. 20134, 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. Chem201311, 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. Lett201323, 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. Lett201315, 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. 201354, 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 Res20126,  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  201080, 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  20105, 817-821.

 

Total Synthesis of the Putative Structure of Nagelamide D

Bhandari MR.; Rasapalli, S.; Lovely, C. J. 

Org. Lett. 200911, 1535-1538.

 

Studies toward the total synthesis of the oroidin dimers

Rasapalli, S.; Mukherjee, S.; Dias, HVR.; Lovely, C. J.

 Org. Biomol. Chem20097, 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. Lett2008,  10, 5055-5058.

 

Studies toward the total synthesis of axinellamine and massadine

Rasapalli, S.; Hernandez, N.; He, Y.; Lovely, C. J. 

Org. Lett. 20079, 3861-3864.

 

Oxidative reactions of tetrahydrobenzimidazole derivatives with the N-sulfonyloxaziridines

Rasapalli, S.; Koswatta, P.; Lovely, C. J. 

Tetrahedron Lett200748, 5771-5775.

 

Preparation and Diels-Alder chemistry of 4-vinylimidazoles

Du, H.; Rasapalli, S.; Bhandari, M. J.; Lovely, C. J. 

J. Org. Chem. 200772, 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 200662, 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 Lett200647, 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 20053, 1-7.

 

Short and efficient synthesis of luotonin A, B & E

Chavan, S. P.; Rasapalli, S. 

Tetrahedron Lett. 200445, 9931-9935.

 

Total synthesis of nothapodytine B and (+/-)-mappicine

Chavan, S. P.; Rasapalli, S. 

Tetrahedron Lett. 200445, 3941-3943.

 

A synthesis of Camptothecin  

Chavan, S. P.; Rasapalli, S. 

Tetrahedron Lett. 200445, 3113-3115.

 

A facile total synthesis of rutaecarpine

Chavan, S. P.; Rasapalli, S. 

Tetrahedron Lett. 200445, 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. Chem200417, 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 20043, 66-73.

 

Reformatsky reaction of chloroesters with carbonyl compounds with commercial zinc

Chavan, S. P.; Shivasankar, K.; Rasapalli, S. 

J. Chem. Res. 20046, 406-407.

 

Facile syntheses of ABC ring skeleton of camptothecin and related alkaloids

Chavan, S. P.; Rasapalli, S.; Venkatraman, M. S. 

Synth. Commun200434, 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. Chem200368, 6817-6819.

 

Zinc mediated transesterification of b-ketoesters and coumarin synthesis

Chavan, S. P.; Shivasankar, K.; Rasapalli, S.; Kale, R. 

Tetrahedron Lett. 200243, 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. 200112, 1101-03.

 

Transesterification of ketoesters using amberlyst-15

Chavan, S. P.; Subbarao, Y.; Dantale, S. W. Rasapalli, S. 

Synth. Commun200131, 281-294.

 

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

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