Title:
AURONE DERIVATIVES AND USES THEREOF FOR CONTROLLING BACTERIA AND/OR FUNGI
Document Type and Number:
WIPO Patent Application WO/2022/008678
Kind Code:
A3
Abstract:
The present invention relates to aurones compounds of formula (I) and their uses for controlling a bacterium and/or a fungus. The invention also relates to the use of such compounds as phytoprotective and/or decontaminating and/or disinfectant agent and compositions comprising them.
Inventors:
ROBIN MAXIME (FR)
MARESCA MARC (FR)
OLLEIK HAMZA (FR)
PIQUE VALÉRIE (FR)
PERRIER-VIRET JOSETTE (FR)
BOLLA JEAN-MICHEL (FR)
NEULAT-RIPOLL FABIENNE (FR)
MARESCA MARC (FR)
OLLEIK HAMZA (FR)
PIQUE VALÉRIE (FR)
PERRIER-VIRET JOSETTE (FR)
BOLLA JEAN-MICHEL (FR)
NEULAT-RIPOLL FABIENNE (FR)
Application Number:
PCT/EP2021/069047
Publication Date:
February 17, 2022
Filing Date:
July 08, 2021
Export Citation:
Assignee:
UNIV AIX MARSEILLE (FR)
CENTRE NAT RECH SCIENT (FR)
ECOLE CENTRALE MARSEILLE (FR)
INST NAT SANTE RECH MED (FR)
ETAT FRANCAIS REPRESENTE PAR LA DIRECTION CENTRALE DU SERVICE DE SANTE DES ARMEES (FR)
CENTRE NAT RECH SCIENT (FR)
ECOLE CENTRALE MARSEILLE (FR)
INST NAT SANTE RECH MED (FR)
ETAT FRANCAIS REPRESENTE PAR LA DIRECTION CENTRALE DU SERVICE DE SANTE DES ARMEES (FR)
International Classes:
C07D307/83; A61K31/343; A61P31/04; A61P31/10
Domestic Patent References:
| WO2001087846A2 | 2001-11-22 | |||
| WO2017180644A1 | 2017-10-19 |
Foreign References:
| EP1709964A2 | 2006-10-11 | |||
| CN108864008A | 2018-11-23 |
Other References:
HAMZA OLLEIK ET AL: "Aurone derivatives as promising antibacterial agents against resistant Gram-positive pathogens", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol. 165, 11 January 2019 (2019-01-11), NL, pages 133 - 141, XP055624095, ISSN: 0223-5234, DOI: 10.1016/j.ejmech.2019.01.022
ANDRÉ CAMPANIÇO ET AL: "Azaaurones as Potent Antimycobacterial Agents Active against MDR- and XDR-TB", CHEMMEDCHEM, vol. 14, no. 16, 20 August 2019 (2019-08-20), DE, pages 1537 - 1546, XP055714623, ISSN: 1860-7179, DOI: 10.1002/cmdc.201900289
RONAN ROCABOY ET AL: "1,4-Palladium Shift/C(sp 3 )-H Activation Strategy for the Remote Construction of Five-Membered Rings", ORGANIC LETTERS, vol. 21, no. 5, 8 February 2019 (2019-02-08), US, pages 1434 - 1437, XP055757930, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.9b00187
TIAN-BING REN ET AL: "Enhancing the Anti-Solvatochromic Two-Photon Fluorescence for Cirrhosis Imaging by Forming a Hydrogen-Bond Network", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 57, no. 25, 22 May 2018 (2018-05-22), pages 7473 - 7477, XP055757937, ISSN: 1433-7851, DOI: 10.1002/anie.201800293
NITIN N AGRAWAL ET AL: "Reaction of 2'Hydroxy5'-acetamido Chalcones with Dimethyl Sulfoxide-Iodine, Pyridine-Mercuric(II) Acetate and Triethanolamine", INDIAN JOURNAL OF CHEMISTRY, 1 December 2005 (2005-12-01), pages 2601 - 2603, XP055758091, Retrieved from the Internet [retrieved on 20201208]
M S Y KHAN ET AL: "Scope of mercuric acetate oxidation of chalcones and the antibacterial activity of resulting aurones", 1 August 2004 (2004-08-01), pages 1794 - 1797, XP055758093, Retrieved from the Internet [retrieved on 20201208]
G. A. YUGAI ET AL: "Benzylidene derivatives of 5-nitro- and 5-aminobenzo[b]-3(2H)-thiophenone", CHEMISTRY OF HETEROCYCLIC COMPOUNDS, vol. 8, no. 8, 1 August 1972 (1972-08-01), New York, pages 1040 - 1041, XP055758095, ISSN: 0009-3122, DOI: 10.1007/BF00476343
JAIN A C ET AL: "CHEMISTRY OF AURONES: PART II - HYDROXYLATION OF AURONES", INDIAN JOURNAL OF CHEMISTRY, COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH (C S I R), IN, vol. 7, no. 6, 1 January 1969 (1969-01-01), pages 543 - 546, XP001094626, ISSN: 0019-5103
BOHM B A ET AL: "PAPER CHROMATOGRAPHY OF SOME AURONES", JOURNAL OF CHROMATOGRAPHY A, ELSEVIER, AMSTERDAM, NL, vol. 1, no. 57, 1 January 1971 (1971-01-01), pages 166 - 168, XP001094618, ISSN: 0021-9673
KUNIHIRO ICHIMURA ET AL: "Fatigue-resistant Photochromic Hemithioindigoes", CHEMISTRY LETTERS, vol. 19, no. 9, 1 September 1990 (1990-09-01), pages 1645 - 1646, XP055757923, ISSN: 0366-7022, DOI: 10.1246/cl.1990.1645
KINZEL OLAF ET AL: "A structure-guided approach to an orthogonal estrogen-receptor-based gene switch activated by ligands suitable for in vivo studies", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 49, no. 18, 1 September 2006 (2006-09-01), pages 5404 - 5407, XP002496013, ISSN: 0022-2623, [retrieved on 20060805], DOI: 10.1021/JM060516E
M. A. MOSTOSLAVSKII AND G. A. YUGAI: "Electron Spectra of Thioindogenide and its Heterocyclic Analogs", JOURNAL SOVIET PROGRESS IN CHEMISTRY, vol. 42, no. 11, 1 January 1976 (1976-01-01), pages 104 - 106, XP002802101, ISSN: 0038-5743
ANDRÉ CAMPANIÇO ET AL: "Azaaurones as Potent Antimycobacterial Agents Active against MDR- and XDR-TB", CHEMMEDCHEM, vol. 14, no. 16, 20 August 2019 (2019-08-20), DE, pages 1537 - 1546, XP055714623, ISSN: 1860-7179, DOI: 10.1002/cmdc.201900289
RONAN ROCABOY ET AL: "1,4-Palladium Shift/C(sp 3 )-H Activation Strategy for the Remote Construction of Five-Membered Rings", ORGANIC LETTERS, vol. 21, no. 5, 8 February 2019 (2019-02-08), US, pages 1434 - 1437, XP055757930, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.9b00187
TIAN-BING REN ET AL: "Enhancing the Anti-Solvatochromic Two-Photon Fluorescence for Cirrhosis Imaging by Forming a Hydrogen-Bond Network", ANGEWANDTE CHEMIE INTERNATIONAL EDITION, vol. 57, no. 25, 22 May 2018 (2018-05-22), pages 7473 - 7477, XP055757937, ISSN: 1433-7851, DOI: 10.1002/anie.201800293
NITIN N AGRAWAL ET AL: "Reaction of 2'Hydroxy5'-acetamido Chalcones with Dimethyl Sulfoxide-Iodine, Pyridine-Mercuric(II) Acetate and Triethanolamine", INDIAN JOURNAL OF CHEMISTRY, 1 December 2005 (2005-12-01), pages 2601 - 2603, XP055758091, Retrieved from the Internet
M S Y KHAN ET AL: "Scope of mercuric acetate oxidation of chalcones and the antibacterial activity of resulting aurones", 1 August 2004 (2004-08-01), pages 1794 - 1797, XP055758093, Retrieved from the Internet
G. A. YUGAI ET AL: "Benzylidene derivatives of 5-nitro- and 5-aminobenzo[b]-3(2H)-thiophenone", CHEMISTRY OF HETEROCYCLIC COMPOUNDS, vol. 8, no. 8, 1 August 1972 (1972-08-01), New York, pages 1040 - 1041, XP055758095, ISSN: 0009-3122, DOI: 10.1007/BF00476343
JAIN A C ET AL: "CHEMISTRY OF AURONES: PART II - HYDROXYLATION OF AURONES", INDIAN JOURNAL OF CHEMISTRY, COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH (C S I R), IN, vol. 7, no. 6, 1 January 1969 (1969-01-01), pages 543 - 546, XP001094626, ISSN: 0019-5103
BOHM B A ET AL: "PAPER CHROMATOGRAPHY OF SOME AURONES", JOURNAL OF CHROMATOGRAPHY A, ELSEVIER, AMSTERDAM, NL, vol. 1, no. 57, 1 January 1971 (1971-01-01), pages 166 - 168, XP001094618, ISSN: 0021-9673
KUNIHIRO ICHIMURA ET AL: "Fatigue-resistant Photochromic Hemithioindigoes", CHEMISTRY LETTERS, vol. 19, no. 9, 1 September 1990 (1990-09-01), pages 1645 - 1646, XP055757923, ISSN: 0366-7022, DOI: 10.1246/cl.1990.1645
KINZEL OLAF ET AL: "A structure-guided approach to an orthogonal estrogen-receptor-based gene switch activated by ligands suitable for in vivo studies", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 49, no. 18, 1 September 2006 (2006-09-01), pages 5404 - 5407, XP002496013, ISSN: 0022-2623, [retrieved on 20060805], DOI: 10.1021/JM060516E
M. A. MOSTOSLAVSKII AND G. A. YUGAI: "Electron Spectra of Thioindogenide and its Heterocyclic Analogs", JOURNAL SOVIET PROGRESS IN CHEMISTRY, vol. 42, no. 11, 1 January 1976 (1976-01-01), pages 104 - 106, XP002802101, ISSN: 0038-5743
Attorney, Agent or Firm:
CABINET BECKER ET ASSOCIES (FR)
Download PDF: