December 23, 2018

Publications

49. Diastereoselective Monofluorocyclopropanation Using Fluoromethylsulfonium Salts

Melngaile, R.; Sperga, A.; Baldridge, K. K.; Veliks, J. Org. Lett. 2019, 21,7174-7178. DOI:10.1021/acs.orglett.9b02867




48. Exploiting Structural Dynamics to Design Open-Flap Inhibitors of Malarial Aspartic Proteases

Babrovs, R.; Jaudzems, K.; Jirgensons, A. J. Med. Chem., 2019, Just Accepted Manuscript DOI:10.1021/acs.jmedchem.9b00184




47. Fluoromethylene Transfer from Diarylfluoromethylsulfonium Salts: Synthesis of Fluorinated Epoxides

Veliks, J.; Kazia, A. Chem. Eur. J., 2019, 25, 3786 –3789. DOI:10.1002/chem.201900349



46. A Novel Collaborative Approach to Facilitate Chemical Biology

Brennecke, P.; Rasina, D.; Aubi, O.; Herzog, K.; Landskron, J.; Cautain, B.; Vicente, F.; Quintana, J.; Mestres, J.; Stechmann, B.; Ellinger, B.; Brea, J; Kolanowski, J. L.; Pilarski, R.; Orzaez, M.; Pineda-Lucena, A.; Laraia, L.; Nami, F.; Zielenkiewicz, P.; Paruch, K.; Hansen, E.; Von Kries, J. P.; Neuenschwander, M.; Specker, E.; Bartunek, P.; Simova, S.; Leśnikowski, Z.; Krauss, S.; Lehtiö, L.; Bilitewski, U.; Brönstrup, M.; Taskén, K.; Jirgensons, A.; Lickert, H.; Clausen, M. H.; Andersen, J. H.; Vicent, M. J.; Genilloud, O.; Martinez, A.; Nazaré, M.; Fecke, W.; Gribbon, P.
SLAS Discov., 2019, 24, 398–413. DOI:10.1177/2472555218816276



45. Amination of Carbenium Ions Generated by Directed Protonolysis of Cyclopropane

Skvorcova, M.; Lukasevics, T. L.; Jirgensons, A. J. Org. Chem., 2019 84, 3780-3792. DOI:10.1021/acs.joc.8b02576




44. Peptidomimetic Plasmepsin Inhibitors with Potent Anti-Malarial Activity and Selectivity Against Cathepsin D

Zogota, R.; Kinena, L.; Withers-Martinez, C.; Blackman, M. J.; Bobrovs, R.; Pantelejevs, T.; Kanepe-Lapsa, I.; Ozola, V.; Jaudzems, K.; Suna, E.; Jirgensons, A. Eur. J. Med. Chem., 2019, 163, 344-352. DOI:10.1016/j.ejmech.2018.11.068



43. Refining the Structure−Activity Relationships of 2-Phenylcyclopropane Carboxylic Acids as Inhibitors of O-Acetylserine Sulfhydrylase Isoforms

Magalhães, J.; Franko, N.; Annunziato, G.; Pieroni, M.; Benoni, R.; Nikitjuka, A.; Mozzarelli, A.; Bettati, S.; Karawajczyk, A.; Jirgensons, A.; Campanini, B.; Costantino, G. J. Enzyme Inhib. Med. Chem., 2019, 34, 31-43. DOI:10.1080/14756366.2018.1518959



42. Azole-Based Non-Peptidomimetic Plasmepsin Inhibitors

Kinena, L.; Leitis, G.; Kanepe-Lapsa, I.; Bobrovs, R.; Jaudzems, K.; Ozola, V.; Suna, E., Jirgensons, A. Arch. Pharm. Chem. Life Sci., 2018, 351, 1800151. DOI:10.1002/ardp.201800151



41. 2-Aminoquinazolin-4(3H)-one Based Plasmepsin Inhibitors with Improved Hydrophilicity and Selectivity

Rasina, D.; Stakanovs, G.; Borysov, O.V.; Pantelejevs, T.; Bobrovs, R.; Kanepe-Lapsa, I.; Tars, K.; Jaudzems, K.; Jirgensons, A. Biorg. Med. Chem., 2018, 26(9), 2488-2500. DOI:10.1016/j.bmc.2018.04.012



40. N-Leucinyl Benzenesulfonamides as Structurally Simplified Leucyl-tRNA Synthetase Inhibitors

Charlton, M.H.; Aleksis, R.; Saint-Leger, A.; Gupta, A; Loza, E.; , Ribas De Pouplana, L.;  Kaula, I.;  Gustina, D.; Madre, M.; Lola, D;  Jaudzems, K.;  Edmund, G.; Randall, C.P.; Kime, L.;  O’Neill, A.J.; Goessens, W.; Jirgensons, A.; Finn, P.W.  ACS Med. Chem. Lett.  2018, 9(2), 84-88. DOI:10.1021/acsmedchemlett.7b00374




39. Carbenium Ion Formation by Fragmentation of Electrochemically Generated Oxonium Ions

Lielpetere, A.; Jirgensons, A. Org. Biomol. Chem., 2018, 16, 5094-5096. DOI:10.1039/c8ob01339j



38. Inhibition of O-Acetylserine Sulfhydrylase by Fluoroalanine Derivatives

Franko, N.; Grammatoglou, K.; Campanini, B.; Costantino, G.; Jirgensons, A.; Mozzarelli, A. J. Enzyme Inhib. Med. Chem., 2018, 33, 1343-1351. DOI:10.1080/14756366.2018.1504040



37. Discovery of Novel Fragments Inhibiting O-Acetylserine Sulphhydrylase by Combining Scaffold Hopping and Ligand–Based Drug Design

Magalhães, J.; Franko, N.; Annunziato, G.; Welch, M.; Dolan, S. K.; Bruno, A.; Mozzarelli, A.; Armao, S.; Jirgensons, A.; Pieroni, M.; Costantino, G.; Campanini, B. J. Enzyme Inhib. Med. Chem., 2018, 33, 1444-1452. DOI:10.1080/14756366.2018.1512596



36. The Ritter Reaction for the Synthesis of Heterocycles (Minireview)

Bolsakova, J.; Jirgensons, A. Chem. Heterocycl. Compd., 2017, 53(11), 1167-1177. DOI:10.1007/s10593-018-2189-y



35. 1-Amino-1-hydroxymethylcyclobutane Derivatives via Intramolecular Amination of Nonclassical Cyclopropylmethyl Cation

Skvorcova, M., Grigorjeva, L., Jirgensons, A. Chem. Heterocycl. Compd., 2017, 53(9), 989-996. DOI:10.1007/s10593-017-2162-1



34. Amide-Group-Directed Protonolysis of Cyclopropane: An Approach to 2,2-Disubstituted Pyrrolidines

Skvorcova, M.; Jirgensons, A. Org. Lett., 2017, 19, 2478-2481. DOI:10.1021/acs.orglett.7b00584




33. N-Sulfonylcarboxamide as an Oxidizing Directing Group for Ruthenium-Catalyzed C–H Activation/Annulation

Petrova, E.; Rasina, D.;  Jirgensons, A. Eur. J. Org. Chem., 2017, 1773-1779. DOI:10.1002/ejoc.201601582

32. Intramolecular Cyclopropylmethylation via Non-Classical Carbocations

Skvorcova, M.; Jirgensons, A. Org. Biomol. Chem., 2017, 15, 6909-6912. DOI:10.1039/C7OB01721A



31. C-Quaternary Alkynyl Glycinols via the Ritter Reaction of Cobalt Complexed Alkynyl Glycols

Grammatoglou, K.; Bolsakova, J.; Jirgensons, A. RSC Adv., 2017, 7, 27530-27537. DOI:10.1039/C7RA03965D



30. Allylic Amination via Acid Catalyzed Leaving Group Activation

Skvorcova, M.; Jirgensons, A. Curr. Green Chem., 2016, 3(2), 145-159. DOI:10.2174/2213346103666160905101423



29. Evaluation of the Characteristics of Leucyl-tRNA Synthetase (LeuRS) Inhibitor AN3365 in Combination with Different Antibiotic Classes

Monteferrante, C.G.; Jirgensons, A.; Varik, V. et al. Eur. J. Clin. Microbiol. Infect. Dis., 2016, 35, 1857-1864. DOI:10.1007/s10096-016-2738-1



28. Targeting Multiple Aminoacyl-tRNA Synthetases Overcomes the Resistance Liabilities Associated with Antibacterial Inhibitors Acting on a Single Such Enzyme

Randall, C.; Rasina, D.; Jirgensons, A.; O’Neill, A. Antimicrob. Agents Chemother., 2016, 60(10) 6359-6361. DOI:10.1128/AAC.00674-16



27. Crystal Structure of Plasmodium Falciparum Proplasmepsin IV: the Plasticity of Proplasmepsins

Recacha, R.; Jaudzems, K.; Akopjana, I.; Jirgensons, A.; Tars, K.
Acta Cryst., 2016, F72, 659-666. DOI:10.1107/S2053230X16011663



26. A Polymorphism in LeuS Confers Reduced Susceptibility to GSK2251052 in a Clinical Isolate of Staphylococcus Aureus

Gupta, A.; Monteferrante, C.; Rasina, D.; Leitis, G.; Randall, C. P.; Tomlinson, J. H.; Jirgensons, A.; Goessens, W.H.F.; Hays, J.P.; O’Neill, A.J.
Antimicrob. Agents Chemother., 2016, 60(5), 3219-3221. DOI:10.1128/AAC.02940-15



25. Fragment-Based Discovery of 2-Aminoquinazolin-4(3H)-ones as Novel Class Nonpeptidomimetic Inhibitors of the Plasmepsins I, II, and IV

Rasina, D.;  Otikovs, M.; Leitans, J; . Recacha, R.; Borysov, O.V.;  Kanepe-Lapsa, I.; Domraceva, I.; Pantelejevs, T.;  Tars, K.;  Blackman, M.J.; Jaudzems, K.;  Jirgensons,  A. J. Med. Chem., 2016, 59, 374–387. DOI:10.1021/acs.jmedchem.5b01558




24. Synthesis of α‐Ethynyl Glycines (Microreview)

Bolsakova, J.; Jirgensons, A. Eur. J. Org. Chem., 2016, 27, 4591-4602. DOI:10.1002/ejoc.201600253



23. Synthesis of Alkynyl‐Glycinols by Lewis Acid Catalyzed Propargylic Substitution of Bis‐Imidates

Sirotkina, J.; Grigorjeva, L.; Jirgensons, A. Eur. J. Org. Chem. 2015, 6900-6908. DOI: 10.1002/ejoc.201500937



22. Synthesis and Biological Evaluation of Aziridin-1-yl Oxime-based Vorinostat Analogs as Anticancer Agents

Nikitjuka, A.; Shestakova, I.; Romanchikova, N.; Jirgensons A. Chem. Heterocycl. Compd., 2015, 51(7), 647-657. DOI:10.1007/s10593-015-1752-z



21. Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation

Skvorcova, M.; Grigorjeva, L.; Jirgensons, A. Org. Lett., 2015, 17, 2902–2904. DOI:10.1021/acs.orglett.5b01014




20. 2-Vinyl Threoninol Derivatives via Acid-Catalyzed Allylic Substitution of Bisimidates

Kumar, V.; Klimovica, K.;  Rasina, D. Jirgensons A. J. Org. Chem., 2015, 80, 5934–5943. DOI:10.1021/acs.joc.5b00529




19. Unsaturated syn– and anti-1,2-Amino Alcohols by Cyclization of Allylic Bis-trichloroacetimidates. Stereoselectivity Dependence on Substrate Configuration

Grigorjeva, L;  Kinens, A.; Jirgensons, A. J. Org. Chem., 2015, 80, 920–927. DOI:10.1021/jo502404y




18. Quinoxaline Based Inhibitors of Malarial Protease PfSUB

Kher, S.S.; Penzo, M.; Fulle, S.; Ebejer,  J.P.;  Finn, P.W. ; Blackman, M.J.; Jirgensons, A. Chem. Heterocycl. Compd., 2015, 50, 1457-1463. DOI:10.1007/s10593-014-1610-4



17. Structures of Plasmepsin II from Plasmodium Falciparum in Complex with Two Hydroxyethylamine-Based Inhibitors

Recacha R.; Leitans J.; Akopjana I.; Aprupe L.; Trapencieris P.; Jaudzems K.; Jirgensons A.; Tars K. Acta Cryst. 2015. F71, 1531-1539. DOI:10.1107/S2053230X15022049



16. Methylprenyl and Prenyl Protection for Sulfonamides

Nikitjuka, A.;  Nekrasova, A.; Jirgensons A. Synlett, 2015,  26, 183-186. DOI:10.1055/s-0034-1379428



15. Substrate Derived Peptidic α-Ketoamides as Inhibitors of the Malarial Protease PfSUB1

Kher, S.S.; Penzo, M.; Fulle, S.; Finn, P.W. ; Blackman, M.J.; Jirgensons, A. Bioorg. Med. Chem. Lett.,  2014, 24(18), 4486-4489. DOI:10.1016/j.bmcl.2014.07.086



14. Semisynthesis of Libiguin A and Its Analogues by Trans-Lactonization of Phragmalin

Grigorjeva, L.; Liepinsh, E.; Razafimahefa, S.; Yahorau, A.; Yahorava, S.; Rasoanaivo, P.; Jirgensons, A.; Wikberg, J.E.S. J. Org. Chem., 2014, 79(9), 4148–4153. DOI:10.1021/jo500318w




13. Plasmepsin Inhibitory Activity and Structure-Guided Optimization of a Potent Hydroxyethylamine-Based Antimalarial Hit

Jaudzems, K.; Tars, K.; Maurops, G.; Ivdra, N; Otikovs, M. ; Leitans, J.; Kanepe-Lapsa, I.; Domraceva, I.; Mutule, I.; Trapencieris, P.; Blackman, M.J.; Jirgensons, A. ACS Med. Chem. Lett., 2014, 5(4), 373–377. DOI:10.1021/ml4004952




12. Synthesis of β-Amino-α-ketoamides (Review)

Kher, S.S.; Jirgensons, A. Curr. Org. Chem., 2014, 18, 2240-2269. DOI:10.2174/1385272819666140818223225



11. Synthesis, Chemical and Biological Properties of Aziridine-1-carbaldehyde Oximes (Minireview)

Nikitjuka, A.; Jirgensons, A. Chem. Heterocycl. Compd., 2014, 49, 1544-1559. Dedicated to Professor Janis Stradins on the occasion of his 80 anniversary. DOI:10.1007/s10593-014-1407-5



10. Unsaturated Amino Alcohols via Cyclization of Allylic Bistrichloroacetimidates

Jirgensons, A.; Grigorjeva, L.; Maleckis, A.; Klimovica, K. Synlett, 2013, 24(18), 2345-2349. DOI:10.1055/s-0033-1338977



9. Synthesis of 5-Substituted 3-Mercapto-1,2,4-Triazoles via Suzuki–Miyaura Reaction

Katkevica, S.; Salun, P.; Jirgensons, A. Tetrahedron Lett., 2013, 54, 4524–4525. DOI:10.1016/j.tetlet.2013.06.067



8. Synthesis of Hydroxamic Acids by Using the Acid Labile O-2-Methylprenyl Protecting Group

Nikitjuka, A; Jirgensons, A. Synlett, 2012, 23, 2972-2974. DOI:10.1055/s-0032-1317687



7. Synthesis of Cyclic N-Tosyl-iminocarbonates by Lewis Acid Catalysed Allylic Substitution of Trichloroacetimidates

Grigorjeva, L.; Jirgensons, A. Eur. J. Org. Chem., 2012, 27, 5307–5316. DOI:10.1002/ejoc.201200378



6. Plasmodium Subtilisin-like Protease 1 (SUB1): Insights into the Active-Site Structure, Specificity and Function of a Pan-Malaria Drug Target

Withers-Martinez, C.; Suarez, C.; Fulle, S.; Kher, S.; Penzo, M.; Ebejer, J.-P.; Koussis, K.; Hackett, F.; Jirgensons, A.; Finn, P.; Blackman, M.J. Int. J. Parasitol., 2012, 42, 597-612. DOI:10.1016/j.ijpara.2012.04.005



5. Novel Synthesis of 2-Trichloromethyl-4-vinyl-oxazoline and its Derivatization by Ring Cleavage Reactions

Grigorjeva, L.; Maleckis, A.; Klimovica, K.; Skvorcova, M.; Ivdra, N.; Leitis, G.; Jirgensons, A. Chem. Heterocycl. Compd., 2012, 48, 919-924. Dedicated to professor Ivars Kalvinsh on the occasion of his 65th birthday. DOI:10.1007/s10593-012-1077-0



4. C-Quaternary Vinylglycinols by Metal Catalysed Cyclization of Allylic Bis-Trichloroacetimidates

Klimovica, K.; Grigorjeva, L.; Maleckis, A.; Popelis, J.; Jirgensons, A. Synlett, 2011, 2849-2851. DOI:10.1055/s-0031-1289537



3. Lewis Acid Catalyzed Intramolecular Allylic Substitution of Bis(trichloroacetimidates): A Versatile Approach to Racemic Unsaturated Amino Acids

Grigorjeva, L.; Jirgensons, A. Eur. J. Org. Chem., 2011, 2421–2425. DOI:10.1002/ejoc.201100060



2. Catalytic Enantioselective Synthesis of 4-Vinyl-2-Trichloromethyloxazoline: An Access to Enantioenriched Vinylglycinol Surrogate

Maleckis, A.; Klimovica, K.; Jirgensons, A. J. Org. Chem., 2010, 75, 7897-7900. DOI:10.1021/jo101781y




1. Synthesis of Hydroxamic Acids by Activation of Carboxylic Acids with N,N’-Carbonyldiimidazole: Exploring the Efficiency of the Method

Usachova, N.; Leitis, G.; Jirgensons, A.; Kalvinsh I. Synthetic Comm., 2010, 40, 927–935. DOI:10.1080/00397910903026723



Patents

5. Novel Compounds, Their Manufacture and Uses (II)

Wikberg, J.; Jirgensons A., Liepinsh E. Patent No WO2013110744, A2, 01.08. 2013.

4. Method for Preparing Neramexane or a Salt Thereof

Gold M.R.; Kauss V.; Jirgensons A; Patent No WO2011035924, A1, 31. 03. 2011.

3. Method for Producing Memantine

Gold, M.R.; Jirgensons, A; Huber, F.A.M. Patent No WO 2010/069555, A1, 24. 06. 2010.

2. Enantioselektīva 2-trihlormetil-4-viniloksazolīna iegūšana

Maleckis, A.; Jirgensons, A. LV Patent Application No, P-09-77. 2009.

1. Bicyclosulfonyl Acid (BCSA) Compounds and Their Use as Therapheutic Agents

Finn, P; Robinson, D.; Kham, N.; Jirgensons, A.; Leitis, G.; Kalvinsh I. PCT /GB2008/001683, 16.05.2008.