Title:
PREPARATION AND USES OF GUANIDINIUM-MODIFIED PORPHYRINS AND PHTHALOCYANINES
Document Type and Number:
WIPO Patent Application WO/2010/028780
Kind Code:
A3
Abstract:
The invention relates to porphyrins, porphyrazines and phthalocyanines carrying a guanidine substituent. These compounds are obtained by treating a porphyrin, porphyrazine or phthalocyanine, respectively, carrying an amino substituent with cyanamide or a carbodiimide in an ionic liquid at elevated temperature. Described are valuable diagnostic, photoelectronic, and therapeutic uses, e.g. as photosensitizing agents in photodynamic therapy, fluorescent and magnetic probes for diagnosis, or to transport other molecules through the plasma membranes of living cells. Furthermore, the present invention relates to a method of removing a metal from metalloporphyrins, metalloporphyrazines and metallophthalocyanines by heating the zinc(II)-containing compounds in an ionic liquid and a proton source at temperatures between 60°C and 200°C.
More Like This:
Inventors:
LUEDTKE NATHAN (CH)
ALZEER JAWAD (CH)
VUMMIDI BALAYESHWANTH R (IN)
ALZEER JAWAD (CH)
VUMMIDI BALAYESHWANTH R (IN)
Application Number:
PCT/EP2009/006417
Publication Date:
February 24, 2011
Filing Date:
September 04, 2009
Export Citation:
Assignee:
UNIV ZUERICH (CH)
LUEDTKE NATHAN (CH)
ALZEER JAWAD (CH)
VUMMIDI BALAYESHWANTH R (IN)
LUEDTKE NATHAN (CH)
ALZEER JAWAD (CH)
VUMMIDI BALAYESHWANTH R (IN)
International Classes:
C07D487/22; A61P35/00; C07F1/08; C07F3/06; C07F3/08; C07F3/14; C07F5/00; C07F7/24; C07F7/30; C07F13/00; C07F15/00; C07F15/02; C07F15/04; C07F15/06
Other References:
SIBRIAN-VAZQUEZ, MARTHA ET AL: "Mitochondria Targeting by Guanidine- and Biguanidine-Porphyrin Photosensitizers", BIOCONJUGATE CHEMISTRY, vol. 19, no. 3, 13 February 2008 (2008-02-13), pages 705 - 713, XP002562194
SYNYTSYA ALLA ET AL: "Biolocalisation and photochemical properties of two novel macrocyclic photosensitisers: a spectroscopic study", JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B BIOLOGY, vol. 74, no. 2-3, 27 May 2004 (2004-05-27), pages 73 - 84, XP002562195, ISSN: 1011-1344
KRÁL VLADIMÍR ET AL: "Anion-controlled assembly of porphyrin-bicyclic guanidine conjugates.", ORGANIC LETTERS, vol. 4, no. 1, 10 January 2002 (2002-01-10), pages 51 - 54, XP002562196, ISSN: 1523-7060
KUBAT, PAVEL ¦ LANG, KAMIL ¦ KROL, VLADIMIR ¦ SCHMIDTCHEN, FRANZ P: "Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups", INTERNATIONAL JOURNAL OF PHOTOENERGY, vol. 3, no. 3, 2001, pages 147 - 151, XP002562197
SALEHI, ASAAD ET AL: "Synthesis and DNA-binding studies of new cationic guanidine and betaineamide tetraphenylporphyrins", TETRAHEDRON LETTERS, vol. 32, no. 29, 1991, pages 3453 - 3456, XP002562198
SIBRIAN-VAZQUEZ M ET AL: "Synthesis and properties of cell-targeted Zn(II)-phthalocyanine-pept ide conjugates", BIOCONJUGATE CHEMISTRY 200703 US, vol. 18, no. 2, March 2007 (2007-03-01), pages 410 - 420, XP002562199, ISSN: 1043-1802
SYNYTSYA ALLA ET AL: "Biolocalisation and photochemical properties of two novel macrocyclic photosensitisers: a spectroscopic study", JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B BIOLOGY, vol. 74, no. 2-3, 27 May 2004 (2004-05-27), pages 73 - 84, XP002562195, ISSN: 1011-1344
KRÁL VLADIMÍR ET AL: "Anion-controlled assembly of porphyrin-bicyclic guanidine conjugates.", ORGANIC LETTERS, vol. 4, no. 1, 10 January 2002 (2002-01-10), pages 51 - 54, XP002562196, ISSN: 1523-7060
KUBAT, PAVEL ¦ LANG, KAMIL ¦ KROL, VLADIMIR ¦ SCHMIDTCHEN, FRANZ P: "Photophysical properties of two novel tetraphenylporphyrins substituted by guanidiniocarbonyl and monocyclic guanidine groups", INTERNATIONAL JOURNAL OF PHOTOENERGY, vol. 3, no. 3, 2001, pages 147 - 151, XP002562197
SALEHI, ASAAD ET AL: "Synthesis and DNA-binding studies of new cationic guanidine and betaineamide tetraphenylporphyrins", TETRAHEDRON LETTERS, vol. 32, no. 29, 1991, pages 3453 - 3456, XP002562198
SIBRIAN-VAZQUEZ M ET AL: "Synthesis and properties of cell-targeted Zn(II)-phthalocyanine-pept ide conjugates", BIOCONJUGATE CHEMISTRY 200703 US, vol. 18, no. 2, March 2007 (2007-03-01), pages 410 - 420, XP002562199, ISSN: 1043-1802
Attorney, Agent or Firm:
KASCHE, André (Resirain 1, 8125 Zollikerberg, CH)
Download PDF:
Previous Patent: DISINFECTING DEVICE HAVING POWER SUPPLY MEANS AND FLUID OUTLET
Next Patent: 8- AND 6,8-SUBSTITUTED-2'-DEOXYGUANOSINES AND USES THEREOF
Next Patent: 8- AND 6,8-SUBSTITUTED-2'-DEOXYGUANOSINES AND USES THEREOF