Laboratory of Structural and Supramolecular Chemistry

“Rotaxane and Catenane Structures Involving Cyclodextrins” K.Yannakopoulou, Mavridis I. M. Invited Chapter in the Handbook "Cyclodextrins and their Complexes. Chemistry, Analytical Methods and Applications", H. Dodziuk, Ed., ISBN 3-527-31280-3 - Wiley-VCH, Weinheim, May 2006, pp. 356-367

“Anthranilic acid based CCK1 receptor antagonists and CCK-8 have a common step in their "Receptor desmodynamic processes" S. De Luca, M. Saviano, L. Lassiani, Yannakopoulou K, P. Stefanidou, L. Aloj, G. Morelli, A. Varnavas, J. Med. Chem. 2006, 49 (8), 2456-2462.

“Far-red luminescent ruthenium pyridylimine complexes; building blocks for multinuclear arrays”, A. C. G. Hotze, Faiz JA, N. Mourtzis, G. I. Pascu, P. R. A Webber, G. J. Clarkson, K. Yannakopoulou, Z. Pikramenou, M. J. Hannon, Dalton Trans 2006, (24): 3025-3034.

“Study of the solubility, antioxidant activity and structure of inclusion complex of vanillin with β-cyclodextrin” V. T. Karathanos, I. Mourtzinos, K. Yannakopoulou, N. K. Andrikopoulos, Food Chemistry, 2007, 101, 652-658.

"Partially Fluorinated, POSS-functionalized (meth)acrylate Resists for 193nm-bilayer Lithography". Antonios M. Douvas^*, F. Van Roey, M. Goethals, K. Papadokostaki, K. Yannakopoulou, D. Niakoula, E. Gogolides, P. Argitis, Chem. Mater., 2006, 18, 4040-4048.

Zou, P.; Pinotsis, N.; Lange, S.; Song, Y-H.; Popov, A.; Mavridis, I. M.; Mayans, O. M.; Gautel, M.; Wilmanns M. “Palindromic assembly of the giant muscle protein titin in the sarcomeric Z-disk” Nature 2006, 439, 225-228.

Giastas, P.; Pinotsis, N.; Efthymiou, G.; Wilmanns, M.; Kyritsis, P.; Moulis, J- M.; Mavridis I. M. “The structure of the 2[4Fe-4S] ferredoxin from Pseudomonas aeruginosa at 1.32 Ε resolution. Comparison with other high resolution structures of ferredoxins and contributing structural features to reduction potential values”, J. Biolog Inorg Chem. 2006, 11 (4), 445-458.

Maffeo, D.; Leondiadis, L.; Mavridis, I. M.; Yannakopoulou K. “Positive Effect of Natural and Negatively Charged Cyclodextrins on the Stabilization of Penicillins towards β-Lactamase Degradation due to Inclusion and External Guest-Host Association. An NMR and MS Study”, Org. Biomol. Chem. 2006, 4, 1297 – 1304.

Yannakopoulou, K.; Mavridis, I. M. “Threading of long end-functionalised organic molecules into cyclodextrins: Structural analysis in aqueous solution by NMR spectroscopy and in the solid state by X-ray crystallography”, Curr. Org. Chem. 2004, 8, 25-34. Invited review

Giastas, P.; Eliadou, K.; Plyta, Z. F.; Yannakopoulou, K.; Mavridis, I. M. “Structural Characterization of Per-6-bromo-2,3-di-O-acetyl-β-cyclodextrin, Studied in Solution by NMR Spectroscopy and in the Solid State as a Methanol Complex by X-Ray Crystallography. Unsusual glucopyranose conformations in the crystal” Carbohydr. Res. 2004, 339, 1189-1194.

Hadjoudis, E.; Rontoyianni, A.; Ambroziak, K.; Dziembowska, T.; Mavridis, I. M. “Photochromism and Thermochromism of Solid trans-N,N΄-bis-(salicylidene)-1,2-cyclohexanediamines and trans-N,N΄-bis-(2-hydroxynaphthylidene)-1,2-cyclohexanediamine” J. Photochem. Photobiol. A: Chem. 2004, 162, 521-530.

Hadjoudis, Ε.; Mavridis, I. M. “Photochromism and Thermochromism of Schiff Bases in the Solid State: Structural Aspects” Chem. Soc. Rev., 2004, 33, 579- 588. Invited review

Mourtzis, N. ; Eliadou, K. ; Yannakopoulou, K. "Influence of Host’s Substitution on the Orientation of the Guest: Pseudo-rotaxanes of Charged Cyclodextrins with Methyl Orange in Solution.” Supramolecular Chem. 2004, 16 (8), 587–593.

Pinotsis, Ν., Leonidas, D. D., Chrysina, E. D., Oikonomakos, N. G., Mavridis, I. M. “The Binding of beta- and gamma-Cyclodextrins to Glycogen Phosphorylase b: Kinetic and Crystallographic Studies” Protein Sci. 2003, 12, 1914-1924.

Giastas, P., Yannakopoulou, K., Mavridis, I. M. “Molecular Structures of the Inclusion Complexes β-Cyclodextrin/1,2-bis(4-aminophenyl)ethane and β-Cyclodextrin/4,4΄-diaminobiphenyl. Packing of Dimeric β-Cyclodextrin Inclusion Complexes”, Acta Crystallogr. 2003, B59, 287-299.

Mourtzis, N., Cordoyiannis,G., Nounesis,G., Yannakopoulou, K. “Rotaxanation of Congo Red into γ-Cyclodextrin. Solution Structures and Thermodynamic Parameters of 1:1 and 2:2 Adducts, as Obtained from NMR Spectroscopy and Microcalorimetry” Supramol. Chem., 2003, 15(7-8), 639-649.

Eliadou, K., Giastas, P., Yannakopoulou, K., Mavridis, I. M. “Synthesis of 6-Mono-6-deoxy-β-cyclodextrins substituted with isomeric aminobenzoic acids. Structural Characterization, Conformational Preferences and Self-inclusion, as Studied by NMR Spectroscopy in Aqueous Solution, and by X-Ray Crystallography in the Solid State”, J. Org. Chem. 2003, 68, 8550-8557.

Yannakopoulou, K.; Ripmeester, J. A.; Mavridis, I. M. “Controlled Release of the Prays Oleae Pheromone, as a Consequence of Supramolecular Structure: Study of the Z-7-Tetradecenal/β-Cyclodextrin Complex in the Solid state and in Solution.” J. Chem. Soc. Perkin 2, 2002, 1639-1644.

Zouvelekis, D. ; Yannakopoulou K. ;. Mavridis, I. M; Antoniadou-Vyza, A. «The Self-Association of the Drug Acemetacin and its Intermolecular Interactions and Stability with β-Cyclodextrin in Aqueous Solution. An NMR and HPLC Study» Carbohydr. Res., 2002, 337, 1387-1395.

Eliadou, K.; Yannakopoulou, K. «NMR Spectral Assignment of Per-substituted Key-Intermediates of CD and Implications in the Structures of the Derivatives”J. Inclus. Phenom. Macrocyclic. Chem., 2002, 44, 351-354.

Giastas, P.; Mourtzis, N.; Yannakopoulou K.; Mavridis, I. M. “Pseudorotaxanes of β-Cyclodextrin with Diamino End-functionalized Oligo-phenyl and -benzyl Compounds in Solution and in the Solid State”, J. Inclus. Phenomena Macrocycl Chem. 2002,44, 247-250.

Makedonopoulou, S.; Yannakopoulou, K.; Mentzafos,D.; Lamzin, V.; Popov, A.; Mavridis, I. M. “Non-covalent Interactions in the Crystallization of the Enantiomers of 1,7-Dioxaspiro[5.5]undecane (Olive Fly Sex Pheromone) by Enantiospecific Cyclodextrin Hosts, Hexakis(2,3,6-tri-O-methyl)-α-cyclodextrin and Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin”, Acta Crystallogr. 2001, B57, 399-409.

Kokkinou, A.; Yannakopoulou, K.; Mavridis, I. M.; Mentzafos, D. “Inclusion Compounds of Plant Growth Regulators in Cyclodextrins. Part II. Structure of the Complex of β-Cyclodextrin with β-Naphthyloxyacetic acid in solid state and in aqueous solution” Carbohydrate Res. 2001, 332, 85-94.

Tsortos, A.; Yannakopoulou, K.; Eliadou, K.; Mavridis I.M.; Nounesis, G. “Partial Thermal Dethreading of [3]pseudorotaxanes of α-Cyclodextrin with Linear Aliphatic α,ω-Aminoacids in Aqueous Solution”, J. Phys. Chem. 2001, B105, 2664-2667.

Makedonopoulou, S.; Mavridis, I. M. “The dimeric complex of beta cyclodextrin with 1,14-tetradecanedioic acid. Comparison with related complexes”, Carbohydrate Res. 2001, 335, 213-220.

Makedonopoulou, S.; Mavridis, I. M. “Crystal Structure of the Inclusion Complex of β-Cyclodextrin with the Aliphatic monoacids “Structure of the Inclusion Complex of β-Cyclodextrin with 1,12-Dodecanodioic Acid using Synchrotron Radiation Data. A Detailed dimeric β-Cyclodextrin Structure” 2000, Acta Crystallogr. Acta Crystall., B56, 322-331

Mavridis, I. M. “Influence of the Guest on the Packing of Dimeric β-Cyclodextrin Complexes”, in Current Challenges on Large Supramolecular Assemblies, Ed. G.Tsoucaris, , NATO ARW, Kluwer Acad. Publ. 1999, pp 393-403.

Rontoyianni, A.; Mavridis, I. M. ‘Dimeric Complex of Alpha-cyclodextrin with 1,12-Diaminododecane. Comparison with other Alpha Cyclodextrin Dimeric Complexes’, Supramolecular Chem. 1999, 10, 213-218.

Eliadou, K.; Yannakopoulou, K.; Rontoyianni, A.; Mavridis, I. M. ‘NMR Detection of Simultaneous Formation of [2]- and [3]Pseudorotaxanes in Aqueous Solution between α-Cyclodextrin and Linear Aliphatic α,ω-Aminoacids, an α,ω-Diamine and an α,ω-Diacid of Similar Length, and Comparison with The Solid State Structures’ 1999, J. Org. Chem. 64, 6217-6226.

Makedonopoulou, S.; Tulinsky, A.; Mavridis I. M. ‘The Dimeric Complex of β-cyclodextrin with 1,13-tridecanedioic acid’ 1999, Supramolec. Chem. 11, 73-81.

Papaioannou, J.; Papadimitropoulos, N.; Mavridis, I. M. ‘Dielectric Relaxation of β-Cyclodextrin Complex with 4-t-butyl-Benzyl Alkohol’ 1999, Molecul. Physics 97, 611-627.

Makedonopoulou, S.; Mavridis, I. M.; Yannakopoulou, K.; Papaioannou, J. ‘Organization of Long Aliphatic Monocarboxylic Acids in β-Cyclodextrin Channels. Crystal Structures of the Inclusion Complexes of Tridecanoic Acid and (Z)-tetradecenoic Acid in ί-Cyclodextrin’ 1998, J. Chem. Soc. Chem. Commmmun., 2133-2134.

Eliopoulos, E.; Mavridis, I. M. “Molecular Graphics Approaches in Structure Prediction and Determination”, in Crystallography of Supramolecular Compounds, Ed. G.Tsoucaris, J. L. Atwood and J. Lipkowski, NATO ASI, 480, 491-498, Kluwer Acad. Publ. 1996.

Yannakopoulou, K.; Mentzafos, D.; Mavridis,I. M.; and Dandika, K. “Chiral Recognition of (R)-(^_)-1,7-Dioxaspiro[5.5]undecane by Hexakis(2,3,6-tri-O-methyl)-α-Cyclodextrin” 1996, Angew. Chem. Int. Ed. Engl. 35, 2480-2482.




	Selected Publications “Rotaxane and Catenane Structures Involving Cyclodextrins” K.Yannakopoulou, Mavridis I. M. Invited Chapter in the Handbook "Cyclodextrins and their Complexes. Chemistry, Analytical Methods and Applications", H. Dodziuk, Ed., ISBN 3-527-31280-3 - Wiley-VCH, Weinheim, May 2006, pp. 356-367 “Anthranilic acid based CCK1 receptor antagonists and CCK-8 have a common step in their "Receptor desmodynamic processes" S. De Luca, M. Saviano, L. Lassiani, Yannakopoulou K, P. Stefanidou, L. Aloj, G. Morelli, A. Varnavas, J. Med. Chem. 2006, 49 (8), 2456-2462. “Far-red luminescent ruthenium pyridylimine complexes; building blocks for multinuclear arrays”, A. C. G. Hotze, Faiz JA, N. Mourtzis, G. I. Pascu, P. R. A Webber, G. J. Clarkson, K. Yannakopoulou, Z. Pikramenou, M. J. Hannon, Dalton Trans 2006, (24): 3025-3034. “Study of the solubility, antioxidant activity and structure of inclusion complex of vanillin with β-cyclodextrin” V. T. Karathanos, I. Mourtzinos, K. Yannakopoulou, N. K. Andrikopoulos, Food Chemistry, 2007, 101, 652-658. "Partially Fluorinated, POSS-functionalized (meth)acrylate Resists for 193nm-bilayer Lithography". Antonios M. Douvas^, F. Van Roey, M. Goethals, K. Papadokostaki, K. Yannakopoulou, D. Niakoula, E. Gogolides, P. Argitis, Chem. Mater.,* 2006, 18, 4040-4048. Zou, P.; Pinotsis, N.; Lange, S.; Song, Y-H.; Popov, A.; Mavridis, I. M.; Mayans, O. M.; Gautel, M.; Wilmanns M. “Palindromic assembly of the giant muscle protein titin in the sarcomeric Z-disk” Nature 2006, 439, 225-228. Giastas, P.; Pinotsis, N.; Efthymiou, G.; Wilmanns, M.; Kyritsis, P.; Moulis, J- M.; Mavridis I. M. “The structure of the 2[4Fe-4S] ferredoxin from Pseudomonas aeruginosa at 1.32 Ε resolution. Comparison with other high resolution structures of ferredoxins and contributing structural features to reduction potential values”, J. Biolog Inorg Chem. 2006, 11 (4), 445-458. Maffeo, D.; Leondiadis, L.; Mavridis, I. M.; Yannakopoulou K. “Positive Effect of Natural and Negatively Charged Cyclodextrins on the Stabilization of Penicillins towards β-Lactamase Degradation due to Inclusion and External Guest-Host Association. An NMR and MS Study”, Org. Biomol. Chem. 2006, 4, 1297 – 1304. Yannakopoulou, K.; Mavridis, I. M. “Threading of long end-functionalised organic molecules into cyclodextrins: Structural analysis in aqueous solution by NMR spectroscopy and in the solid state by X-ray crystallography”, Curr. Org. Chem. 2004, 8, 25-34. Invited review Giastas, P.; Eliadou, K.; Plyta, Z. F.; Yannakopoulou, K.; Mavridis, I. M. “Structural Characterization of Per-6-bromo-2,3-di-O-acetyl-β-cyclodextrin, Studied in Solution by NMR Spectroscopy and in the Solid State as a Methanol Complex by X-Ray Crystallography. Unsusual glucopyranose conformations in the crystal” Carbohydr. Res. 2004, 339, 1189-1194. Hadjoudis, E.; Rontoyianni, A.; Ambroziak, K.; Dziembowska, T.; Mavridis, I. M. “Photochromism and Thermochromism of Solid trans-N,N΄-bis-(salicylidene)-1,2-cyclohexanediamines and trans-N,N΄-bis-(2-hydroxynaphthylidene)-1,2-cyclohexanediamine” J. Photochem. Photobiol. A: Chem. 2004, 162, 521-530. Hadjoudis, Ε.; Mavridis, I. M. “Photochromism and Thermochromism of Schiff Bases in the Solid State: Structural Aspects” Chem. Soc. Rev., 2004, 33, 579- 588. Invited review Mourtzis, N. ; Eliadou, K. ; Yannakopoulou, K. "Influence of Host’s Substitution on the Orientation of the Guest: Pseudo-rotaxanes of Charged Cyclodextrins with Methyl Orange in Solution.” Supramolecular Chem. 2004, 16 (8), 587–593. Pinotsis, Ν., Leonidas, D. D., Chrysina, E. D., Oikonomakos, N. G., Mavridis, I. M. “The Binding of beta- and gamma-Cyclodextrins to Glycogen Phosphorylase b: Kinetic and Crystallographic Studies” Protein Sci. 2003, 12, 1914-1924. Giastas, P., Yannakopoulou, K., Mavridis, I. M. “Molecular Structures of the Inclusion Complexes β-Cyclodextrin/1,2-bis(4-aminophenyl)ethane and β-Cyclodextrin/4,4΄-diaminobiphenyl. Packing of Dimeric β-Cyclodextrin Inclusion Complexes”, Acta Crystallogr. 2003, B59, 287-299. Mourtzis, N., Cordoyiannis,G., Nounesis,G., Yannakopoulou, K. “Rotaxanation of Congo Red into γ-Cyclodextrin. Solution Structures and Thermodynamic Parameters of 1:1 and 2:2 Adducts, as Obtained from NMR Spectroscopy and Microcalorimetry” Supramol. Chem., 2003, 15(7-8), 639-649. Eliadou, K., Giastas, P., Yannakopoulou, K., Mavridis, I. M. “Synthesis of 6-Mono-6-deoxy-β-cyclodextrins substituted with isomeric aminobenzoic acids. Structural Characterization, Conformational Preferences and Self-inclusion, as Studied by NMR Spectroscopy in Aqueous Solution, and by X-Ray Crystallography in the Solid State”, J. Org. Chem. 2003, 68, 8550-8557. Yannakopoulou, K.; Ripmeester, J. A.; Mavridis, I. M. “Controlled Release of the Prays Oleae Pheromone, as a Consequence of Supramolecular Structure: Study of the Z-7-Tetradecenal/β-Cyclodextrin Complex in the Solid state and in Solution.” J. Chem. Soc. Perkin 2, 2002, 1639-1644. Zouvelekis, D. ; Yannakopoulou K. ;. Mavridis, I. M; Antoniadou-Vyza, A. «The Self-Association of the Drug Acemetacin and its Intermolecular Interactions and Stability with β-Cyclodextrin in Aqueous Solution. An NMR and HPLC Study» Carbohydr. Res., 2002, 337, 1387-1395. Eliadou, K.; Yannakopoulou, K. «NMR Spectral Assignment of Per-substituted Key-Intermediates of CD and Implications in the Structures of the Derivatives”J. Inclus. Phenom. Macrocyclic. Chem., 2002, 44, 351-354. Giastas, P.; Mourtzis, N.; Yannakopoulou K.; Mavridis, I. M. “Pseudorotaxanes of β-Cyclodextrin with Diamino End-functionalized Oligo-phenyl and -benzyl Compounds in Solution and in the Solid State”, J. Inclus. Phenomena Macrocycl Chem. 2002,44, 247-250. Makedonopoulou, S.; Yannakopoulou, K.; Mentzafos,D.; Lamzin, V.; Popov, A.; Mavridis, I. M. “Non-covalent Interactions in the Crystallization of the Enantiomers of 1,7-Dioxaspiro[5.5]undecane (Olive Fly Sex Pheromone) by Enantiospecific Cyclodextrin Hosts, Hexakis(2,3,6-tri-O-methyl)-α-cyclodextrin and Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin”, Acta Crystallogr. 2001, B57, 399-409. Kokkinou, A.; Yannakopoulou, K.; Mavridis, I. M.; Mentzafos, D. “Inclusion Compounds of Plant Growth Regulators in Cyclodextrins. Part II. Structure of the Complex of β-Cyclodextrin with β-Naphthyloxyacetic acid in solid state and in aqueous solution” Carbohydrate Res. 2001, 332, 85-94. Tsortos, A.; Yannakopoulou, K.; Eliadou, K.; Mavridis I.M.; Nounesis, G. “Partial Thermal Dethreading of [3]pseudorotaxanes of α-Cyclodextrin with Linear Aliphatic α,ω-Aminoacids in Aqueous Solution”, J. Phys. Chem. 2001, B105, 2664-2667. Makedonopoulou, S.; Mavridis, I. M. “The dimeric complex of beta cyclodextrin with 1,14-tetradecanedioic acid. Comparison with related complexes”, Carbohydrate Res. 2001, 335, 213-220. Makedonopoulou, S.; Mavridis, I. M. “Crystal Structure of the Inclusion Complex of β-Cyclodextrin with the Aliphatic monoacids “Structure of the Inclusion Complex of β-Cyclodextrin with 1,12-Dodecanodioic Acid using Synchrotron Radiation Data. A Detailed dimeric β-Cyclodextrin Structure” 2000, Acta Crystallogr. Acta Crystall., B56, 322-331 Mavridis, I. M. “Influence of the Guest on the Packing of Dimeric β-Cyclodextrin Complexes”, in Current Challenges on Large Supramolecular Assemblies, Ed. G.Tsoucaris, , NATO ARW, Kluwer Acad. Publ. 1999, pp 393-403. Rontoyianni, A.; Mavridis, I. M. ‘Dimeric Complex of Alpha-cyclodextrin with 1,12-Diaminododecane. Comparison with other Alpha Cyclodextrin Dimeric Complexes’, Supramolecular Chem. 1999, 10, 213-218. Eliadou, K.; Yannakopoulou, K.; Rontoyianni, A.; Mavridis, I. M. ‘NMR Detection of Simultaneous Formation of [2]- and [3]Pseudorotaxanes in Aqueous Solution between α-Cyclodextrin and Linear Aliphatic α,ω-Aminoacids, an α,ω-Diamine and an α,ω-Diacid of Similar Length, and Comparison with The Solid State Structures’ 1999, J. Org. Chem. 64, 6217-6226. Makedonopoulou, S.; Tulinsky, A.; Mavridis I. M. ‘The Dimeric Complex of β-cyclodextrin with 1,13-tridecanedioic acid’ 1999, Supramolec. Chem. 11, 73-81. Papaioannou, J.; Papadimitropoulos, N.; Mavridis, I. M. ‘Dielectric Relaxation of β-Cyclodextrin Complex with 4-t-butyl-Benzyl Alkohol’ 1999, Molecul. Physics 97, 611-627. Makedonopoulou, S.; Mavridis, I. M.; Yannakopoulou, K.; Papaioannou, J. ‘Organization of Long Aliphatic Monocarboxylic Acids in β-Cyclodextrin Channels. Crystal Structures of the Inclusion Complexes of Tridecanoic Acid and (Z)-tetradecenoic Acid in ί-Cyclodextrin’ 1998, J. Chem. Soc. Chem. Commmmun., 2133-2134. Eliopoulos, E.; Mavridis, I. M. “Molecular Graphics Approaches in Structure Prediction and Determination”, in Crystallography of Supramolecular Compounds, Ed. G.Tsoucaris, J. L. Atwood and J. Lipkowski, NATO ASI, 480, 491-498, Kluwer Acad. Publ. 1996. Yannakopoulou, K.; Mentzafos, D.; Mavridis,I. M.; and Dandika, K. “Chiral Recognition of (R)-(^_)-1,7-Dioxaspiro[5.5]undecane by Hexakis(2,3,6-tri-O-methyl)-α-Cyclodextrin” 1996, Angew. Chem. Int. Ed. Engl. 35, 2480-2482.

Selected Publications