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Dr. Sivappa Rasapalli

Assistant Professor

Department of Chemistry and Biochemistry; Biomedical Engineering and Biotechnology

Education

Ph. D. National Chemical Laboratory (Division of Organic Chemistry), The University of Pune, Pune, India.
M. EdKarnataka State Open University, Mysore, India.
M. ScRegional Institute of Education, National Council of Educational Research and Training (NCERT), Mysore, India.

 

Courses (MyCourses)


CHM 251 - Organic Chemistry I
CHM 252 - Organic Chemistry II

CHM 265 - Organic Chemistry Laboratory I
CHM 266 - Organic Chemistry Laboratory II


CHM 491 - Introduction to Research I
CHM 492 - Introduction to Research II


CHM 550 - Advanced Stereoselective Synthesis

CHM 550  - Chemical Biology


CHM 600 - Thesis Research
CHM 650 - Graduate Seminar

Research Interests:

Research interests of my 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 marine natural products for the development of novel chemistry, and novel drugs. Our interests are driven by the quest for the development of GREENER APRROCHES.

Research Areas:

Organic Chemistry - Target Oriented Synthesis  (Total Synthesis of Marine Natural products (NPs), Diversity-Oriented Synthesis of NP like libraries, Heterocyclic Chemistry, Green Chemistry, Development novel methodologies, and Catalysis (enzymatic, organic,and organometallic).

Medicinal Chemistry - Drug Discovery (Elucidation of mechanism of action of Natural Products, SAR of Natural Products and Drug Discovery; Chemical biology-Elucidation of signal transduction pathways using NP libraries as probes)

Material Science - Development of novel biomaterials for drug delivery, and for bioengineering

Nanotechnology - Synthesis of nanoparticles of the biomaterials for biological applications

Publications:

Design, synthesis and activity evaluation of 4/5-acyl-2-aminoimidazolyl analogues of oroidin for biofilm inhibition

Rasapalli, S.; Kumbam, V.; Dhawane, A.; Golen, J. A.; Singh, B.; Cai, S.; Jasinski, J. P.; Bowlin, T.; Moir, D.; Kwasny, S.; Opperman, T. Med. Chem. Comm. 2013, 4, 0000

 

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.; ees, C.; Harris, J.; Golen, J.;  Jasinski, J. P.; 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. et al., Org. Lett. 2013, 15, 1736–1739.

 

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

Rasapalli, S.; Jarugumilli,G.; Yarrapothu, G. R. et al., 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.; 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  2010, 80, 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  2010, 5, 817-821.

 

Total Synthesis of the Putative Structure of Nagelamide D

Bhandari MR.; Sivappa, R.; Lovely , C. J. Org. Lett. 2009, 11, 1535-1538.

 

Studies toward the total synthesis of the oroidin dimers

Sivappa, R.; 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.; 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. 200810, 5055-5058.

 

Studies toward the total synthesis of axinellamine and massadine

Sivappa, R.; Hernandez, N.; He, Y.; Lovely, C. J. Org. Lett. 2007, 9, 3861-3864.

 

Oxidative reactions of tetrahydrobenzimidazole derivatives with the N-sulfonyloxaziridines

Sivappa, R.; Koswatta, P.; Lovely, C. J. Tetrahedron Lett. 2007, 48, 5771-5775.

 

Preparation and Diels-Alder chemistry of 4-vinylimidazoles

Du, H.; Sivappa, R.; 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.; 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 2006, 62, 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. 2006, 47, 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 2005, 3, 1-7.

 

Short and efficient synthesis of luotonin A, B & E

Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 2004, 45, 9931-9935.

 

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

Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 2004, 45, 3941-3943.

 

A synthesis of Camptothecin  

Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 2004, 45, 3113-3115.

 

A facile total synthesis of rutaecarpine

Chavan, S. P.; Sivappa, R. Tetrahedron Lett. 2004, 45, 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. 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.; Sivappa, R. ARKIVOC 2004, 3, 66-73.

 

Reformatsky reaction of chloroesters with carbonyl compounds with commercial zinc

Chavan, S. P.; Shivasankar, K.; Sivappa, R. J. Chem. Res. 2004, 6, 406-407.

 

Facile syntheses of ABC ring skeleton of camptothecin and related alkaloids

Chavan, S. P.; Sivappa, R.; Venkatraman, M. S. Synth. Commun. 2004, 34, 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. 2003, 68, 6817-6819.

 

Zinc mediated transesterification of b-ketoesters and coumarin synthesis

Chavan, S. P.; Shivasankar, K.; Sivappa, R.; 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.; Sivappa, R. Tetrahedron: Asymm. 2001, 12, 1101-03.

 

Transesterification of ketoesters using amberlyst-15

Chavan, S. P.; Subbarao, Y.; Dantale, S. W. Sivappa, R. Synth. Commun. 2001, 31, 281-294.

 

Contact:

Violette 216 (508)-999-8276; Lab: Textile#108

Email: srasapalli@umassd.edu

 

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