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Paper/Poster presented at the International Conference: “Microwave-Assisted One Pot Synthesis Of Anti-Biofilm Active 2- Aminoimidazole -Triazole Conjugates Using Copper Nanoparticles” Bharat S. Savalia, Denis S. Ermolat’ev, Anamik K. Shah and Erik V. Van der Eycken.“12th Belgian Organic Synthesis Symposium” (BOSS XII) Namur, Belgium (2010) “A General Approach To 2-Aminoimidazole Marine Sponge Alkaloids From Leucetta sp.” Denis S. Ermolat’ev, Bharat S. Savalia, Jitender B. Bariwal and Erik V. Van der Eycken,“12th Belgian Organic Synthesis Symposium” (BOSS XII) Namur, Belgium (2010) “Crystal Structure Of DP-7: A New MDR Reverting Agent Against Tumor Cells” Manisha Parmar, Bharat Savaliya, Harsukh Gaveriya, Lakshminarayana B.N. J. Shashidhara Prasad, M. A. Sridhar and Anamik Shah. ISCBC. Lucknow,India, 2010. “Rapid Synthesis Of Fused Bicyclic Thiazolo-Pyrimidine And Purimido- Thiazine Derivatives Devoid Of Use Of Catalyst By Microwave Assisted Method.” Bharat S.Savaliya, Vijay Virsodia, Punit Rasadia, Nikhil Vekaria, Rupesh Khunt And Anamik Shah.ISCBC., BITS-Pilani, India.2008
PUBLICATIONS [1] One-Pot Microwave-Assisted Protocol For The Synthesis Of Substituted 2- Amino-1H-Imidazoles. Denis S. Ermolat’ev, Bharat Savaliya, Anamik Shah and Erik V. Van der Eycken. Molecular Diversity. (2010) DOI 10.1007/s11030-010-9270-5 [2] Structure Activity Relationship of 2-Hydroxy-2-phenyl-2,3-dihydro- [3] imidazo[1,2-a]pyrimidinium Salts and 2N-Substituted 4(5)-Phenyl-2-Amino- 1H-imidazoles as Inhibitors of the Biofilm Formation by Salmonella Typhimurium and Pseudomonas aeruginosa. P.L. Steenackers, Denis S. Ermolat’ev, Bharat Savaliya, Ami De Weerdt, David De Coster, Anamik Shah, Erik V. Van der Eycken, Dirk E. De Vos, Jozef Vanderleyden and Sigrid C.J. De Keersmaecker. Bio. & Med. Chem. Submitted (2010) Structure Activity Relationship of 4(5)-Phenyl-2-amino-1H-imidazoles, N1- Substituted 2-Aminoimidazoles and Imidazo[1,2-a]pyrimidinium Salts as Inhibitors of Biofilm Formation by Salmonella Typhimurium and Pseudomonas aeruginosa. Hans P.L. Steenackers, Denis S. Ermolat’ev, Bharat Savaliya, Ami De Weerdt, David De Coster, Anamik Shah, Erik V. Van der Eycken, Dirk E. De Vos, Jozef Vanderleyden and Sigrid C.J. De Keersmaecker. J. Med. Chem. (2010) DOI: 10.1021/jm1011148 [4] Copper Catalyzed Microwave Assisted One Pot Synthesis of 2- Aminoimidazole-Triazole Framework. Bharat Savaliya, Denis S. Ermolat’ev, Anamik Shah and Erik V. Van der Eycken. (2010) Manuscript in preparation. Org. lett. [5] Crystal And Molecular Structure Analysis Of DP-7: A New Multi Drug Resistance Reverter Lead Molecule. Bharat Savaliya, Manisha Parmar, Vaibhav Ramani, Harsukh Gevariya, B.N. Lakshminarayana, J. Shashidhara Prashad, M. A. Sridhar and Anamik Shah. (2010) Manuscript in preparation. [6] Catalyst-Free, Rapid Synthesis of Fused Bicyclic Thiazolo-Pyrimidine and Pyrimido-Thiazine Derivatives by a Microwave-Assisted Method. Vijay R. Virsodia, Nikhil R. Vekariya, Atul T. Manvar,Rupesh C. Khunt, Bhavin R. Marvania, Bharat S.Savalia and Anamik K. Shah. Phosphorus, Sulfur, and Silicon, 184:34–44 (2009)
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Saurashtra University Re - Accredit
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JANUARY-2011 Statement under O. Ph.
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Acknowledgment This thesis arose in
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since I was a child. My Mother Hans
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CHAPTER - 2 Microwave Assisted Synt
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5.5 Results and discussion 156 5.6
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Ms Mesyl MW Microwave NBS N-bromosu
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1. Microwave Assisted Organic Synth
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1.4 Heating Mechanism In microwave
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1.5. Effects of solvents Every solv
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1.7 Application of microwave in org
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aromatic amines, Lancini’s group
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1.9 2-Aminoimidazole Alkaloids The
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Recently group of Erik 83 described
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1.10 Methods for the preparation of
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R 1 O X R 2 NH 2 H 2N NAc R 1 HN R
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this manifold, was reported in 1925
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Another route to 4(5)-acyl-2-amino-
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this series of compounds against th
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documented. Extra care is needed be
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Very recently the research group of
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OH a,b O N H2N N Boc N 3 H N R N N
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1.12.2 Biofilm Growth Cycle 1) Plan
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can survive both the onslaught of a
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[26] Leadbeater, N. E. (2004) Chemi
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[86] Kreutzberger, A. (1962) J. Org
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Microwave Assisted Synthesis & Stru
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2.1 Introduction As described in ch
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2.3 Proposed Mechanism: Regarding t
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No. 12 60 120 traces 84 a All react
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the development of biofilm related
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In first instance, a series of 2-hy
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Br N N N R 1 OH Br N N N R 1 OH Fig
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do have a very strong effect agains
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2.6 Conclusion In the present study
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2.8 Biological assays 2.8.1 Static
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2.9 Experimental protocol: 2.9.1 Ge
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temperature of 80 °C and a maximum
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29.5,29.4, 29.2, 27.0, 22.6, 14.1.
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Yield: 78 %. 1 H NMR (300 MHz, CDCl
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N Br N N C 14H 29 OH Yield: 72 %. 1
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(75.5 MHz, CDCl3): δ = 167.7, 154.
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N Br N N C 14H 29 OH Cl Yield: 90 %
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2-(3,4-Dichlorophenyl)-2-hydroxy-1-
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N Br N N C 8H 17 OH NO 2 Yield: 49
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C3H7 HN N N H Cl Cl Yield : 70 %. 1
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(s, 1H), 3.16 (s, 3H), 1.80 (m, 2H)
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5-(4’-Nitrobiphenyl-4-yl)-N-octyl
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2.11 Representative NMR spectra 2.1
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2.11.3 10.4329 0.7429 151.5720 10.0
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[21] Matz C, McDougald D, Moreno A.
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Chapter-3 Structure Activity Relati
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imidazoles, where the addition of a
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3.4 Result and Discussion It was fo
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No. H 2N Compound Code N N C8H17 R1
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medium used in the set-up to monito
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H 2N N N N H2N N R R Figure-1 Effec
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3.5.3 Cyclo-alkyl 2-aminoimidazoles
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3.6. Conclusion In the present stud
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3.8. Experimental protocols 3.8.1 G
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122.6, 54.6, 33.3(×2), 27.3 (×2),
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Yield: 52 %. 1 H NMR (300 MHz, CDCl
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5-(4-Chlorophenyl)-1-cyclooctyl-1H-
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Yield: 50 %. Mp: 76-78 ° C. 1 H NM
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5-(4-Chlorophenyl)-1-cyclobutyl-1H-
Page 133 and 134: Yield: 66%. 1 H NMR (300 MHz, CDCl3
Page 135 and 136: 3.10 Representative NMR spectra 3.1
Page 137 and 138: 3.11 References [1] (a) Alvi K. A,
Page 139 and 140: Copper Catalyzed Microwave Assisted
Page 141 and 142: 4.1 Introduction There are only a f
Page 143 and 144: (Table-1, No- 6). Next reaction tem
Page 145 and 146: No. Product, Yield b (%) No. Produc
Page 147 and 148: 4.4 Possible Mechanism Regarding th
Page 149 and 150: 4.7 Experimental protocols 4.7.1 Ge
Page 151 and 152: Yield: 69 %. 1 H NMR (300 MHz, CDCl
Page 153 and 154: 1-(3-Azidopropyl)-2-(3,4-dichloroph
Page 155 and 156: Yield: 84 %. 1 H NMR (300 MHz, DMSO
Page 161 and 162: 1H), 1.66 (m, 6H), 1.70 (m, 2H). 13
Page 163 and 164: 5.48 Hz, 2H), 3.59 (m, 2H), 3.16 (d
Page 165 and 166: 4.10 References [1] For a general r
Page 167 and 168: Crystal and Molecular Structure Ana
Page 169 and 170: 5.1 Introduction The membrane efflu
Page 171 and 172: oscillation range of 5˚ and proces
Page 173 and 174: C12-C13 1.372(4) C32-C37 1.390(3) C
Page 175 and 176: Fig.-3: Packing of the molecules wh
Page 177 and 178: 1 H NMR (400 MHz CDCl3): δ = 7.57-
Page 179 and 180: 5.9.2 13 C spectra of bs-DP-7
Page 181 and 182: SUMMARY The work represented in the
Page 183: CONFERENCES/SEMINARS/WORKSHOPS ATTE
Page 200 and 201: Scheme 2 Competitive formation of 1
Page 202 and 203: Table 2 continued 9 10 11 12 N hydr
Page 204: 8. Colson G, Raboult L, Lavelle F,
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