Natural Products Synthesis & Bioorganic Chemistry Print
Written by Pitsinos M.   
Wednesday, 06 May 2009 10:18
  1. The Chemistry and Biology of Alkannin, Shikonin, and Related Naphthazarin Natural Products
    Papageorgiou, V.P.; Assimopoulou, A.N.; Couladouros, E.A.; Hepworth, D.; Nicolaou, K. C.
    Angew. Chem. Int. Ed. 1999, 38, 270300
  2. 1,4-Reductive Addition of Hydrazoic Acid to g-Oxo-a,b-unsaturated d-Lactones and -Lactams: A Convenient Route to a-Amino-g-oxo-a,b-unsaturated d-Lactones and -Lactams
    Koulocheri, S.D.; Haroutounian, S.A.; Apostolopoulos, C.D.; Chada, R.K.; Couladouros E.A.
    Eur. J. Org. Chem. 1999, 14491453
  3. A General Synthetic Route Towards 7- and 8-Lactones. Total Asymmetric Synthesis of ()-Muricatacin and the Mosquito Oviposition Pheromone (5R,6S)-6-Acetoxy-hexadecanolide
    Couladouros E.A.; Mihou, A.P.
    Tetrahedron Lett. 1999, 40, 48614862
  4. A general synthetic route towards bastadins. Part 1: Synthesis of the eastern part of bastadins 4–16
    Couladouros E.A.; Moutsos, V.I.
    Tetrahedron Lett. 1999, 40, 70237026
  5. A general synthetic route towards bastadins. Part 2: Synthesis of the western part of bastadins 4-16, and fully functionalized macrocycle of bastadin 12
    Couladouros E.A.; Moutsos, V.I.
    Tetrahedron Lett. 1999, 40, 70277030
  6. Stabilization of microtubules by combretastatin D derivatives
    Couladouros, E. A.; Li, T.; Moutsos, V. I.; Pitsinos, E. N.; Soufli, I. C.
    Bioorg. Med. Chem. Lett. 1999, 9, 2927–2928
  7. Biomimetic explorations towards the bisorbicillinoids. Total synthesis of bisorbicillinol, bisorbibutenolide and trichodimerol
    Nicolaou, K. C.; Simonsen, K. B.; Vassilikogiannakis, G.; Baran, P. S.; Vidali, V. P.; Pitsinos, E. N.; Couladouros, E. A.
    Angew. Chem. Int. Ed. 1999, 38, 3555–3559
  8. Regioselective oxidation of 3-monosubstituted juglone derivatives
    Couladouros, E. A.; Strongilos, A.T.
    Tetrahedron Lett. 2000, 41, 535538
  9. Biomimetic total synthesis of bisorbicillinol, bisorbibutenolide, trichodimerol, and designed analogues of bisorbicillinoids
    Nicolaou, K. C.; Vassilikogiannakis, G.; Simonsen, K. B.; Baran, P. S.; Zhong, Y.-L.; Vidali, V. P.; Pitsinos, E. N.; Couladouros, E. A.
    J. Am. Chem. Soc. 2000, 122, 3071–3079
  10. Liquid crystals resulting from combined ionic and hydrogen bonding interactions of nucleobase derivatives
    Tsiourvas, D.; Mihou, A.P.; Couladouros, E. A.; Paleos, C.M.
    Mol. Cryst. Liq. Cryst. 2001, 362, 177184
  11. Vicinal tetraamines of defined geometry: Potential scaffolds for assembly
    Pitsinos, E.N.; Lehn, J.-M.; De Cian, A.
    Helv. Chim. Acta 2001, 84, 2231
  12. Heterofunctional linking agents for the synthesis of well-defined block copolymers of dimethylsiloxane and tert-butyl methacrylate or 2-vinylpyridine
    Bellas, V.; Iatrou, H.; Pitsinos, E.N.; Hadjichristidis, N.
    Macromolecules 2001, 34, 5376–5378
  13. A convenient route to alkaloid lipids: Application for the synthesis of a leptophylline A analogue
    Koulocheri, S.D.; Pitsinos, E.N.; Haroutounian, S.A.
    Synthesis 2002, 111–115
  14. An expedient asymmetric synthesis of a calystegin B4 analogue
    Koulocheri, S.D.; Pitsinos, E.N.; Haroutounian, S.A.
    Synthesis 2002, 1707–1710
  15. A novel 2΄-(N-methylpyridinium acetate) prodrug of paclitaxel induces superior antitumor responses in preclinical cancer models
    Wrasidlo, W.; Gaedicke, G.; Guy, R. K.; Renaud, J.; Pitsinos, E. N.; Nicolaou, K. C.; Reisfeld, R. A.; Lode, H. N.
    Bioconjugate Chemistry 2002, 13, 1093–1099
  16. A new efficient route for multigram asymmetric synthesis of alkannin and shikonin
    Couladouros, E. A.; Strongilos, A.T.; Papageorgiou, V.P.; Plyta, Z.F.
    Chem. Eur. J. 2002, 8, 17951803
  17. Synthesis of hydroxylated naphthoquinone derivatives
    Couladouros, E. A.; Strongilos, A.T.
    Eur. J. Org. Chem. 2002, 33413350
  18. Generation of libraries of pharmacophoric structures with increased complexity and diversity by employing polymorphic scaffolds
    Couladouros, E. A.; Strongilos, A.T.
    Angew. Chem. Int. Ed. 2002, 41, 36773680
  19. Synthetic studies towards trichodimerol and related vertinoid polyketides
    Pitsinos, E.N.; Vidali, V.P.; Couladouros, E.A.
    ARKIVOC 2002, 13, 105–110
  20. Photoresist etch resistance enhancement using novel polycarbocyclic derivatives as additives
    Gogolides, E.; Argitis, P.; Couladouros, E. A.; Vidali, V.P.; Vasilopoulou, M.; Cordoyannis, G.; Diakoumatos, C.D.; Tserepi, A.
    J. Vac. Sci. Technol. B 2003, 21, 141147
  21. Synthesis and evaluation of three novel scyphostatin analogues as neutral sphingomyelinase inhibitors
    Pitsinos, E.N.; Wascholowski, V.; Karaliota, S.; Rigou, C.; Couladouros, E.A.; Giannis, A.
    ChemBioChem 2003, 4, 1223–1225
  22. Synthesis of o-brominated diaryl ethers using symmetrical iodonium salts: Application to the synthesis of Bastadin precursors
    Couladouros, E.A.; Moutsos, V.I.; Pitsinos, E.N.
    ARKIVOC 2003, 15, 92–101
  23. Novel Stereocontrolled Approach to syn- and anti-Oxepene-Cyclogeranyl trans-Fused Polycyclic Systems. Asymmetric Total Synthesis of (–)-Aplysistatin, (+)-Palisadin B, (+)-12-Hydroxy-Palisadin B and the AB Ring System of Adociasulfate-2 and Toxicol A
    Couladouros, E.A.; Vidali, V.P.
    Chem. Eur. J. 2004, 10, 3822-3835
  24. Synthetic studies towards oxazinins. An expedient first total synthesis and proof of the absolute stereochemistry of oxazinin-3
    Couladouros, E.A.; Moutsos, V.I.; Pitsinos, E.N.
    Tetrahedron Lett. 2004, 45, 7779–7781
  25. First Total Synthesis of trans- and cis-Resorcylide Remarkable Hydrogen-Bond-Controlled Stereospecific Ring Closing Metathesis
    Couladouros E.A.; Mihou, A.P.; Bouzas E.A.
    Org. Lett. 2004, 6, 977980
  26. A general method for the synthesis of bastaranes and isobastaranes. First total synthesis of bastadins 5, 10, 12, 16, 20 and 21
    Couladouros, E.A.; Pitsinos, E.N.; Moutsos, V.I.; Sarakinos, G.
    Chem. Eur. J. 2005, 11, 406–421
  27. Short and efficient route to the fully functionalized core of scyphostatin
    Pitsinos, E.N.; Cruz, A.
    Org. Lett. 2005, 7, 2245–2248
  28. Synthesis and biological evaluation of novel steroid-modified ether phospholipids
    Karantonis, H.C.; Pitsinos, E.N.; Antonopoulou, S.; Couladouros, E.A.; Demopoulos, C.A.
    Chemistry and Physics of Lipids 2005, 138, 12–19
  29. Oviposition responses of Culex pipiens to a synthetic racemic Culex quinquefasciatus oviposition aggregation pheromone
    Michaelakis, A.; Mihou, A.P.; Couladouros, E.A.; Zounos, A.K.; Koliopoulos, G.
    J. Agric. Food Chem. 2005, 53, 52255229
  30. Total asymmetric synthesis of (–)-Phenylhistine, (–)-Aurantiamine and related compounds. Part I
    Couladouros, E.A., Magos, A.D.
    Molecular Diversity 2005, 9, 99109
  31. Solid-phase total synthesis of (–)-Phenylhistine and (–)-Aurantiamine. Synthesis of a diverse dehydro-2,5-diketopiperazine library. Part II
    Couladouros, E.A., Magos, A.D.
    Molecular Diversity 2005, 9, 111121
  32. Influence of the scyphostatin side-chain on the mode of inhibition of neutral sphingomyelinase
    Wascholowski, V.; Giannis, A.; Pitsinos, E.N.
    ChemMedChem 2006, 1, 718–721
  33. Formal synthesis of Abyssomicin C
    Couladouros, E.A.; Bouzas, E.A.; Magos, A.D.
    Tetrahedron 2006, 62, 5272–5279
  34. Oxazinins from toxic mussels: isolation of a novel oxazinin and reassignment of the C-2 configuration of oxazinin-1 and -2 on the basis of synthetic models
    Ciminiello, P.; Dell'Aversano, C.; Fattorusso, E.; Forino, M.; Magno, S.; Santelia, F.U.; Moutsos, V.I.; Pitsinos, E.N.; Couladouros, E.A.
    Tetrahedron 2006, 62, 7738–7743
  35. Synthesis of enantiopure (S)-7-hydroxy-3-amino-3,4-dihydro-2H-1-benzopyran en route to (+)-scyphostatin
    Pitsinos, E.N.; Moutsos, V.I.; Vageli, O.
    Tetrahedron Lett. 2007, 48, 1523–1526
  36. Synthetic bastadins modify the activity of ryanodine receptors in cultured cerebellar granule cells
    Ziemińska, E.; Stafiej, A.; Pitsinos, E.N.; Couladouros, E.A.; Moutsos, V.; Kozłowska, H.; Toczyłowska, B.; Łazarewicz, J.W.
    NeuroSignals 2006-07, 15, 283–292
  37. Stereo-structural determination of three novel oxazinins isolated from Adriatic mussels via a synthetic and NMR-based approach
    Ciminiello, P.; Dell’Aversano, C.; Fattorusso, E.; Forino, M.; Grauso, L.; Santelia, F.U.; Tartaglione, L.; Moutsos, V.I.; Pitsinos, E.N.; Couladouros, E.A.
    Eur. J. Org. Chem. 2007, 5434–5439
  38. Tumor necrosis factor-α promotes malignant pleural effusion
    Stathopoulos, G.T.; Kollintza, A.; Moschos, A.; Psallidas, I.; Sherrill, T.P.; Pitsinos, E.N.; Vassiliou, S.; Karatza, M.; Papiris, S.A.; Graf, D.; Orphanidou, D.; Light, R.W.; Roussos, C.; Blackwell, T.S.; Kalomenidis, I.
    Cancer Res. 2007, 67, 9825–9834
  39. Formal synthesis of the piperidine alkaloid (+/-)-prosophylline using polymer-supported dihydro-2H-pyridin-3-one
    Couladouros, E.A.; Strongilos, A.T.; Neokosmidis, E.
    Tetrahedron Lett. 2007, 48, 82278229
  40. Attract-and-kill strategy. Laboratory studies on hatched larvae of Culex pipiens
    Michaelakis, A.; Mihou, A.P.; Koliopoulos, G.; Couladouros, E.A.
    Pest Manag. Sci. 2007, 63, 954959
  41. A short and convenient chemical route to optically pure 2-methyl chromanmethanols. Total asymmetric synthesis of b-, g-, and d-tocotrienols
    Couladouros, E.A.; Moutsos, V.I.; Lampropoulou, M.; Little, J.L.; Hyatt, J.A.
    J. Org. Chem. 2007, 72, 67356741
  42. Stochastic simulation studies of molecular resists
    Drygiannakis, D.; Patsis, G.P.; Raptis, I.; Niakoula, D.; Vidali, V.; Couladouros, E.; Argitis, P.; Gogolides, E.
    Microelectronic Engineering 2007, 84, 10621065
  43. Prolonged slow release of (Z)-11-hexadecenyl acetate employing polyurea microcapsules
    Mihou, A.P.; Michaelakis, A.; Krokos, F.D.; Mazomenos, B.E.; Couladouros, E.A.
    J. Appl. Entomol. 2007, 131, 128133
  44. Stereoselective syntheses of 2,6-disubstituted piperidin-3-oles (alkaloid lipids)
    Koulocheri, S.D.; Pitsinos, E.N.; Haroutounian, S.A.
    Current Organic Chemistry 2008, 12, 14541467
  45. Open-chain half-bastadins mimic the effects of cyclic bastadins on calcium homeostasis in cultured neurons
    Zieminska, E.; Lazarewicz, J.W.; Couladouros, E.A.; Moutsos,V.I.; Pitsinos, E.N.

    Bioorg. Med. Chem. Lett. 2008, 18, 5734–5737 
  46. Synthesis and characterization of novel natural product-Gd(III) MRI contrast agent conjugates
    Efthimiadou, E.K.; Katsarou,M.E.; Fardis, M.; Zikos, C.; Pitsinos, E.N.; Kazantzis, A.; Leondiadis, L.; Sagnou, M.; Vourloumis, D.
    Bioorg. Med. Chem. Lett. 2008, 18, 6058–6061
  47. Synthesis of novel laurenditerpenol analogues and their evaluation as HIF-1 activation inhibitors
    Athinaios, N; Kazantzis, A.; Putzker, K.; Lewis, J.; Pitsinos, E.N.
    Letters in Organic Chemistry 2009, 6, 269271
  48. Materials for lithography in the nanoscale
    Argitis, P.; Niakoula, D.; Douvas, A.M.; Gogolides, E.; Raptis, I.; Vidali, V.P.; Couladouros, E.A.
    International Journal of Nanotechnology 2009, 6, 71-87
  49. Larvicidal activity of naturally occurring naphthoquinones and derivatives against the West Nile virus vector Culex pipiens
    Michaelakis, A.; Strongilos, A.T.; Bouzas, E.A.; Koliopoulos, G.; Couladouros, E.A.
    Parasitol. Res. 2009, 104, 657–662
  50. Influence of the microencapsulated pheromone from aged infusion as an oviposition medium of the West Nile virus vector Culex pipiens
    Michaelakis, A.; Mihou, A.P.; Koliopoulos, G.; Couladouros, E.A.
    Parasitol. Res. 2009, 104, 1005–1009
  51. A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols
    Couladouros, E.A.; Dakanali, M.; Demadis, K.D.; Vidali, V.P.
    Org. Lett. 2009, 11, 4430–4433
  52. Total synthesis of (+)-Scyphostatin featuring an enantioselective and highly efficient route to the side-chain via Zr-catalyzed asymmetric carboalumination of alkenes (ZACA)
    Pitsinos, E.N.; Athinaios, N.; Xu, Z.; Wang, G.; Negishi, E.-I.
    Chem. Commun. 2010, 46, 2200–2202
  53. Diaryl ether formation in the synthesis of natural products
    Pitsinos, E.N.; Vidali, V.P.; Couladouros, E.A.
    Eur. J. Org. Chem. 2011, 1207-1222
  54. Enantioselective total synthesis of (–)-laurenditerpenol
    Pitsinos, E.N.; Athinaios, N.; Vidali, V.P.
    Org. Lett. 2012, 14, 4666-4669

Last Updated on Friday, 07 September 2012 09:12