icon of a paper next to Apply online text
open door next to gray writing "Visit"

Sivappa Rasapalli, Ph.D Associate Professor

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 APRROCHES. Our main focus is directed towards 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

 

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

Lima, H.; Sivappa, R.; 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 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. A.; Singh, B.; Cai, S.; Jasinski, J. P.; Bowlin, T.; Moir, D.; Kwasny, S.; Opperman, T. Med. Chem. Comm. 201341467-1471.

 

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. P.; Rheingold, A. L.; Kwasny, S.; Opperman, T.  Bioorg. Med. Chem. Lett. 201323, 3235–3238.

 

Studies towards total  synthesis of divergolides C and D

Rasapalli, S.; Jarugumilli,G.; Yarrapothu, G. R. et al., Org. Lett. 201315, 1736–1739.

 

Synthesis of the naphthoquinone core of divergolides (C-D) 

Rasapalli, S.; Jarugumilli,G.; Yarrapothu, G. R. et al., Tetrahedron Lett201354, 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. 20126,  234-242.

 

Total Synthesis of 7′-Desmethylkealiiquinone

Lima, H.; Sivappa, R.; 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.; Sivappa, R.; Dias, H.V.R.; Lovely, C. J. Org. Biomol. Chem.2011,  9, 2685-2701

 

Asymmetric total synthesis of ent-cyclooroidin 

Mukherjee, S.; Sivappa, R.; Yousufuddin, M.; Lovely, C. J. Org. Lett. 2010, 12, 4940–4943.

 

Efficient preparation of urocanic acid derivatives from histidine

Lovely, C. J.; Sivappa, R.; 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.; Sivappa, R.; Yousufuddin, M.; Lovely, C. J. Synlett  20105, 817-821.

 

Total Synthesis of the Putative Structure of Nagelamide D

Bhandari MR.; Sivappa, R.; Lovely , C. J. Org. Lett. 200911, 1535-1538.

 

Studies toward the total synthesis of the oroidin dimers

Sivappa, R.; Mukherjee, S.; Dias, HVR.; Lovely, C.J,  Org. Biomol. Chem. 20097, 3215-3218.

 

Total Synthesis of the Leucetta-Derived Alkaloid Calcaridine A

Koswatta, P.B.; Sivappa, R.; Dias, HVR.; Lovely, C.J  Synthesis 2009, 2970-2982.

 

Total Synthesis of (±)-Calcaridine A and (±)-epi-Calcaridine A

Koswatta, P. B.; Sivappa, R.; Rasika, H, D.; Lovely, C. J.  Org. Lett. 2008,  10, 5055-5058.

 

Studies toward the total synthesis of axinellamine and massadine

Sivappa, R.; Hernandez, N.; He, Y.; Lovely, C. J. Org. Lett. 20079, 3861-3864.

 

Oxidative reactions of tetrahydrobenzimidazole derivatives with the N-sulfonyloxaziridines

Sivappa, R.; Koswatta, P.;Lovely, C. J. Tetrahedron Lett200748, 5771-5775.

 

Preparation and Diels-Alder chemistry of 4-vinylimidazoles

Du, H.; Sivappa, R.; 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.; Sivappa, R.; Lovely, C. J.; Dias, H. V. R. Chem. Commun. 2007, 731-733.

 

Palladium-catalyzed substitution reactions of 4-allylimidazole derivatives

Pasupathy, K.; Sivappa, R.; Du, H.; Lovely, C. J. Tetrahedron 200662, 10555-10566.

 

New methods for imidazole functionalization - from imidazole to marine alkaloids

He, Y.; Du, H.; Sivappa, R.; Lovely, C. J. Synlett 2006, 965-993.

 

A ring closing metathesis approach to the indole alkaloid mitralactonine

Chavan, S. P.; Sharma, P.; Sivappa, R.;Kalkote, U. R Tetrahedron Lett. 200647, 9301-9303.

 

A convergent and facile approach towards indole alkaloid mitralactonine

Chavan, S. P.; Sharma, P.; Sivappa, R.; 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.; Sivappa, R.; Marchand, A.P. ARKIVOC 20053, 1-7.

 

Short and efficient synthesis of luotonin A, B & E

Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 200445, 9931-9935.

 

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

Chavan, S. P.; Sivappa, R. Tetrahedron Lett200445, 3941-3943.

 

A synthesis of Camptothecin  

Chavan, S. P.; Sivappa, R. Tetrahedron Lett200445, 3113-3115.

 

A facile total synthesis of rutaecarpine

Chavan, S. P.; Sivappa, R. Tetrahedron Lett200445, 997-999.

 

Regio- and stereochemistry of Michael addition studies of Thiele's diester

Minter, D.E.; Smith, W.B.; Sivappa, R.; 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.; Sivappa, R. ARKIVOC 20043, 66-73.

 

Reformatsky reaction of chloroesters with carbonyl compounds with commercial zinc

Chavan, S. P.; Shivasankar, K.; Sivappa, R. J. Chem. Res. 20046, 406-407.

 

Facile syntheses of ABC ring skeleton of camptothecin and related alkaloids

Chavan, S. P.; Sivappa, R.; Venkatraman, M. S. Synth. Commun. 200434, 3099-3110.

 

Enantioselective synthesis of L-CCG-I

Chavan, S. P.; Sharma, P.; Sivappa, R.; Bhadbhade, M. M.; Gonnade, G.; Kalkote, U. R. J. Org. Chem. 200368, 6817-6819.

 

Zinc mediated transesterification of b-ketoesters and coumarin synthesis

Chavan, S. P.; Shivasankar, K.; Sivappa, R.; 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.; Sivappa, R. Tetrahedron: Asymm200112, 1101-03.

 

Transesterification of ketoesters using amberlyst-15

Chavan, S. P.; Subbarao, Y.; Dantale, S. W. Sivappa, R. Synth. Commun. 200131, 281-294.

 

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

QuickLinks

x

+