WO1995019974A3 - Calixarene-based compounds having antibacterial, antifungal, anticancer-hiv activity - Google Patents

Calixarene-based compounds having antibacterial, antifungal, anticancer-hiv activity Download PDF

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Publication number
WO1995019974A3
WO1995019974A3 PCT/IE1995/000008 IE9500008W WO9519974A3 WO 1995019974 A3 WO1995019974 A3 WO 1995019974A3 IE 9500008 W IE9500008 W IE 9500008W WO 9519974 A3 WO9519974 A3 WO 9519974A3
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calixarene
compounds
based compounds
antifungal
anticancer
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PCT/IE1995/000008
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French (fr)
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WO1995019974B1 (en
WO1995019974A2 (en
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Stephen J Harris
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Stephen J Harris
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Publication of WO1995019974A3 publication Critical patent/WO1995019974A3/en
Publication of WO1995019974B1 publication Critical patent/WO1995019974B1/en

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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
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    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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    • C07C205/35Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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    • C07C217/80Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
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    • C07C235/04Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
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    • C07C235/04Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/16Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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    • C07C237/36Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
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    • C07D249/101,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Abstract

Calixarene-based compounds are described which have biological activity, particularly anti-bacterial, anti-fungal, anti-cancer and anti-viral activity. Some compounds have been found to have anti-HIV activity. The compounds are calixarenes or oxacalixarenes, acylic phenyl-formaldehyde oligomers, cyclotriveratrylene derivatives, cyclic tetrameric resorcinol-aldehyde derivatives known as Hogberg compounds and cyclic tetrameric pyrogallol-aldehyde derivatives.
PCT/IE1995/000008 1994-01-24 1995-01-24 Calixarene-based compounds having antibacterial, antifungal, anticancer-hiv activity WO1995019974A2 (en)

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Application Number Priority Date Filing Date Title
AU15453/95A AU1545395A (en) 1994-01-24 1995-01-24 Calixarene-based compounds having antibacterial, antifungal, anticancer-hiv activity

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IES940057 1994-01-24
IE940057 1994-01-24

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WO1995019974A2 WO1995019974A2 (en) 1995-07-27
WO1995019974A3 true WO1995019974A3 (en) 1995-09-21
WO1995019974B1 WO1995019974B1 (en) 1995-11-16

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Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2147075A1 (en) * 1994-04-28 1995-10-29 Genesis Group Inc. Chromotropic acid-formaldehyde and 1-naphthol-formaldehyde polymeric compounds
US6355671B1 (en) 1997-12-09 2002-03-12 Cosmo Research Institute Sulfonated derivatives of cyclic phenol sulfides, process for the preparation thereof, separating and recovering agents containing cyclic phenol sulfides, methods for separation and recovery therewith, and drug compositions containing the sulfides
NL1008988C2 (en) * 1998-04-24 1999-10-26 Stichting Tech Wetenschapp New calixarene derivatives useful for preparing radioactive antibody conjugates for radiotherapeutic purposes
US6288234B1 (en) * 1998-06-08 2001-09-11 Advanced Medicine, Inc. Multibinding inhibitors of microsomal triglyceride transferase protein
WO2002044121A1 (en) * 2000-12-01 2002-06-06 Aids Care Pharma Limited Anti-viral compounds
CN1522148A (en) 2001-03-08 2004-08-18 ��Ϧ�������ݴ�ѧ���»� Facially amphiphilic polymers as anti-infective agents
IE20020449A1 (en) * 2002-05-31 2003-12-10 Aids Care Pharma Ltd Anti-viral compounds
DE10226099A1 (en) * 2002-06-12 2004-01-08 Jörg Martin Dipl.-Chem. Dormann Filter material for toxins, bacteria, viruses and other physiological pollutants
EP2471524A3 (en) 2003-03-17 2012-12-12 The Trustees Of The University Of Pennsylvania Facially amphiphllic polymers and oligomers and uses thereof
AU2003229567A1 (en) * 2003-03-24 2004-10-18 Centre National De La Recherche Scientifique New calix arene compounds, their process of preparation and their use, particularly as enzymatic mimes
US7338977B2 (en) * 2003-11-25 2008-03-04 Aids Care Pharma Limited Anti-viral compounds
US8222456B2 (en) 2004-01-23 2012-07-17 The Trustees Of The University Of Pennsylvania Facially amphiphilic polyaryl and polyarylalkynyl polymers and oligomers and uses thereof
PL1802291T3 (en) * 2004-10-04 2012-05-31 Univ Minnesota Calixarene-based peptide conformation mimetics, methods of use, and methods of making
WO2009025335A1 (en) * 2007-08-23 2009-02-26 Jsr Corporation Radiation-sensitive composition and compound
FR2939666B1 (en) * 2008-12-17 2012-11-30 Irsn COSMETIC AND PHARMACEUTICAL FORMULATIONS OF CALIX MOLECULES [6] ARENES
FR2974013B1 (en) * 2011-04-12 2017-02-17 Univ De Nancy 1 Henri Poincare USE OF CALIXARENES ASSOCIATED WITH ANTIBIOTICS IN THE TREATMENT OF BACTERIAL INFECTIONS
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US9122153B2 (en) 2011-08-12 2015-09-01 Mitsubishi Gas Chemical Company, Inc. Cyclic compound, method for producing same, composition, and method for forming resist pattern
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WO2015196086A1 (en) * 2014-06-20 2015-12-23 The University of Montana, Missoula, MT NOVEL INHIBITORS OF SYSTEM Xc(-)
CN107043364B (en) * 2016-02-05 2020-04-03 徐州医学院 Oxacalix [4] arene derivative and application thereof
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Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4604404A (en) * 1985-04-03 1986-08-05 A. H. Robins Company, Inc. Antiviral sulfonated naphthalene formaldehyde condensation polymers
EP0259016A1 (en) * 1986-08-29 1988-03-09 LOCTITE (IRELAND) Ltd. Calixarene derivatives and use of such compounds as accelerators in instant adhesive compositions
EP0262910A2 (en) * 1986-09-29 1988-04-06 LOCTITE (IRELAND) Ltd. Encapsulating compositions
EP0279521A1 (en) * 1987-01-21 1988-08-24 LOCTITE (IRELAND) Ltd. Functionalised oxacalixarenes, their preparation and use in instant adhesive compositions
EP0309291A1 (en) * 1987-09-24 1989-03-29 LOCTITE (IRELAND) Ltd. Nitrogen-containing oxacalixarene and calixarene derivatives, polymers including groups related to such derivatives, polymers including groups related to such derivatives, and use of such compounds
EP0432989A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Calixarene and oxacalixarene derivatives and use thereof for sequestration of metals
EP0432990A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Polymerisable calixarene and oxacalixarene derivatives, polymers thereof and use of such derivatives and polymers for sequestration of metals
EP0490631A2 (en) * 1990-12-10 1992-06-17 Steven J. Harris Ion-selective electrodes
WO1992012709A1 (en) * 1991-01-29 1992-08-06 Genelabs Technologies, Inc. Aryl macrocyclic compositions for treating viral infections
WO1992013542A1 (en) * 1991-01-31 1992-08-20 Rhone-Poulenc Rorer S.A. Application of biologically active polymers to obtain a medicament for the treatment of retrovirus infections
US5210216A (en) * 1985-03-28 1993-05-11 Loctite (Ireland) Limited Calixarene and oxacalixarene derivatives and use thereof of sequestration metals
WO1994003164A1 (en) * 1992-08-06 1994-02-17 Genelabs Technologies, Inc. Inhibition and treatment of infection by enveloped virus with calix(n) arene compounds

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5210216A (en) * 1985-03-28 1993-05-11 Loctite (Ireland) Limited Calixarene and oxacalixarene derivatives and use thereof of sequestration metals
US4604404A (en) * 1985-04-03 1986-08-05 A. H. Robins Company, Inc. Antiviral sulfonated naphthalene formaldehyde condensation polymers
EP0259016A1 (en) * 1986-08-29 1988-03-09 LOCTITE (IRELAND) Ltd. Calixarene derivatives and use of such compounds as accelerators in instant adhesive compositions
EP0262910A2 (en) * 1986-09-29 1988-04-06 LOCTITE (IRELAND) Ltd. Encapsulating compositions
EP0279521A1 (en) * 1987-01-21 1988-08-24 LOCTITE (IRELAND) Ltd. Functionalised oxacalixarenes, their preparation and use in instant adhesive compositions
EP0309291A1 (en) * 1987-09-24 1989-03-29 LOCTITE (IRELAND) Ltd. Nitrogen-containing oxacalixarene and calixarene derivatives, polymers including groups related to such derivatives, polymers including groups related to such derivatives, and use of such compounds
EP0432989A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Calixarene and oxacalixarene derivatives and use thereof for sequestration of metals
EP0432990A2 (en) * 1989-12-13 1991-06-19 LOCTITE (IRELAND) Ltd. Polymerisable calixarene and oxacalixarene derivatives, polymers thereof and use of such derivatives and polymers for sequestration of metals
EP0490631A2 (en) * 1990-12-10 1992-06-17 Steven J. Harris Ion-selective electrodes
WO1992012709A1 (en) * 1991-01-29 1992-08-06 Genelabs Technologies, Inc. Aryl macrocyclic compositions for treating viral infections
WO1992013542A1 (en) * 1991-01-31 1992-08-20 Rhone-Poulenc Rorer S.A. Application of biologically active polymers to obtain a medicament for the treatment of retrovirus infections
WO1994003164A1 (en) * 1992-08-06 1994-02-17 Genelabs Technologies, Inc. Inhibition and treatment of infection by enveloped virus with calix(n) arene compounds

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CARTER,R.L. ET AL.: "Lysosomal changes and enhanced metastatic growth : an experimental study of the effects of some non-ionic surfactants", INT.J.CANCER, vol. 7, pages 34 - 49 *
FGRANCHI,G. ET AL.: "Triton WR 139 (TWR) , an inhibitor of Cancer Dissemination and Metastases", EUROP.J.CANCER, vol. 7, pages 533 - 544 *
GUTSCHE,C.D.: "Calixarenes", ACC.CHEM.RES., vol. 16, pages 161 - 170 *

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