Title:
UNSATURATED FATTY ACID-CONJUGATED CP2C-TARGETING PEPTIDE-BASED ANTICANCER AGENT
Document Type and Number:
WIPO Patent Application WO/2021/157916
Kind Code:
A1
Abstract:
The present invention relates to an unsaturated fatty acid-conjugated CP2c-targeting peptide-based anticancer agent. In the present invention, when conjugated with an unsaturated fatty acid, ACP52C, which is a leading CP2c-targeting peptide substance exhibiting an effect as a general-purpose anticancer agent, was found to improve in-vivo stability without affecting the anticancer effect. It was also observed to have cancer cell-specific anticancer efficacy in various cancer cells and normal cells.
Inventors:
KIM CHUL GEUN (KR)
Application Number:
PCT/KR2021/000847
Publication Date:
August 12, 2021
Filing Date:
January 21, 2021
Export Citation:
Assignee:
UNIV HANYANG IND UNIV COOP FOUND (KR)
International Classes:
A61K47/54; A23L33/12; A23L33/18; A61K38/07; A61K38/08; A61K47/65; A61P35/00
Domestic Patent References:
| WO1994012530A1 | 1994-06-09 |
Foreign References:
| KR20180024581A | 2018-03-08 | |||
| KR20160117198A | 2016-10-10 |
Other References:
LEE JIN YOUN: "Effects of DHA-conjugation on the anticancer function of CP2c-targeting peptide", MASTER'S THESIS, HANYANG UNIVERSITY, 1 August 2019 (2019-08-01), XP055833595
MEHRAN NIKAN, MAIRE F OSBORN, ANDREW H COLES, BRUNO MDC GODINHO, LAUREN M HALL, REKA A HARASZTI, MATTHEW R HASSLER, DIMAS ECHEVERR: "Docosahexaenoic Acid Conjugation Enhances Distribution and Safety of siRNA upon Local Administration in Mouse Brain", MOLECULAR THERAPY-NUCLEIC ACIDS, CELL PRESS, US, vol. 5, 1 January 2016 (2016-01-01), US, pages e344, XP055489531, ISSN: 2162-2531, DOI: 10.1038/mtna.2016.50
GRANT ET AL.: "Antiproliferative small-molecule inhibitors of transcription factor LSF reveal oncogene addiction to LSF in hepatocellular carcinoma", PROC NATL ACAD SCI USA, vol. 109, 2012, pages 4503 - 4508
KANG ET AL.: "Identification and characterization of four novel peptide motifs that recognize distinct regions of the transcription factor CP2", FEBS, vol. 272, 2005, pages 1265 - 1277, XP055316727, DOI: 10.1111/j.1742-4658.2005.04564.x
SLEEP ET AL.: "Albumin as a versatile platform for drug half-life extension", BIOCHIM BIOPHYS ACTA, vol. 1830, 2013, pages 5526 - 5534, XP028740219, DOI: 10.1016/j.bbagen.2013.04.023
VAN WITTELOOSTUIJIN ET AL.: "Half-life extension of biopharmaceuticals using chemical methods: alternatives to PEGylation", CHEMMEDCHEM, vol. 11, 2016, pages 2474 - 2495, XP055820503, DOI: 10.1002/cmdc.201600374
SEITZOJIMA: "Drug conjugates with polyunsaturated fatty acids", DRUG DELIVERY IN ONCOLOGY, vol. 3, 2011, pages 1 - 38
ENDO ET AL.: "Cardioprotective mechanism of omega-3 polyunsaturated fatty acids", J CARDIOL, vol. 67, 2016, pages 22 - 27, XP029368458, DOI: 10.1016/j.jjcc.2015.08.002
SAUER ET AL.: "Uptake of plasma lipids by tissue-isolated hepatomas 7288CTC and 7777 in vivo", BR J CANCER, vol. 66, 1992, pages 290 - 296
GRAMMATIKOS ET AL.: "n-3 and n-6 fatty acid processing and growth effects in neoplastic and non-cancerous human mammary epithelial cell lines", BR J CANCER, vol. 70, 1994, pages 219 - 227
YOUDIM ET AL.: "Essential fatty acids and the brain: possible health implications", INT JDEV NEUROSCI, vol. 18, 2000, pages 383 - 399, XP001157350, DOI: 10.1016/S0736-5748(00)00013-7
JARACZ ET AL.: "Recent advances in tumor-targeting anticancer drug conjugates", BIOORGMED CHEM, vol. 13, 2005, pages 5043 - 5054, XP005045014, DOI: 10.1016/j.bmc.2005.04.084
YU ET AL.: "Docohexaenoic acid suppresses neuroinflammatory responses and induces heme oxygenase-1 expression in BV-2 microglia: implications of antidepressant effects for omega-3 fatty acids", NEUROPSYCHOPHARMACOLOGY, vol. 35, 2010, pages 2238 - 2248
See also references of EP 4101470A4
MEHRAN NIKAN, MAIRE F OSBORN, ANDREW H COLES, BRUNO MDC GODINHO, LAUREN M HALL, REKA A HARASZTI, MATTHEW R HASSLER, DIMAS ECHEVERR: "Docosahexaenoic Acid Conjugation Enhances Distribution and Safety of siRNA upon Local Administration in Mouse Brain", MOLECULAR THERAPY-NUCLEIC ACIDS, CELL PRESS, US, vol. 5, 1 January 2016 (2016-01-01), US, pages e344, XP055489531, ISSN: 2162-2531, DOI: 10.1038/mtna.2016.50
GRANT ET AL.: "Antiproliferative small-molecule inhibitors of transcription factor LSF reveal oncogene addiction to LSF in hepatocellular carcinoma", PROC NATL ACAD SCI USA, vol. 109, 2012, pages 4503 - 4508
KANG ET AL.: "Identification and characterization of four novel peptide motifs that recognize distinct regions of the transcription factor CP2", FEBS, vol. 272, 2005, pages 1265 - 1277, XP055316727, DOI: 10.1111/j.1742-4658.2005.04564.x
SLEEP ET AL.: "Albumin as a versatile platform for drug half-life extension", BIOCHIM BIOPHYS ACTA, vol. 1830, 2013, pages 5526 - 5534, XP028740219, DOI: 10.1016/j.bbagen.2013.04.023
VAN WITTELOOSTUIJIN ET AL.: "Half-life extension of biopharmaceuticals using chemical methods: alternatives to PEGylation", CHEMMEDCHEM, vol. 11, 2016, pages 2474 - 2495, XP055820503, DOI: 10.1002/cmdc.201600374
SEITZOJIMA: "Drug conjugates with polyunsaturated fatty acids", DRUG DELIVERY IN ONCOLOGY, vol. 3, 2011, pages 1 - 38
ENDO ET AL.: "Cardioprotective mechanism of omega-3 polyunsaturated fatty acids", J CARDIOL, vol. 67, 2016, pages 22 - 27, XP029368458, DOI: 10.1016/j.jjcc.2015.08.002
SAUER ET AL.: "Uptake of plasma lipids by tissue-isolated hepatomas 7288CTC and 7777 in vivo", BR J CANCER, vol. 66, 1992, pages 290 - 296
GRAMMATIKOS ET AL.: "n-3 and n-6 fatty acid processing and growth effects in neoplastic and non-cancerous human mammary epithelial cell lines", BR J CANCER, vol. 70, 1994, pages 219 - 227
YOUDIM ET AL.: "Essential fatty acids and the brain: possible health implications", INT JDEV NEUROSCI, vol. 18, 2000, pages 383 - 399, XP001157350, DOI: 10.1016/S0736-5748(00)00013-7
JARACZ ET AL.: "Recent advances in tumor-targeting anticancer drug conjugates", BIOORGMED CHEM, vol. 13, 2005, pages 5043 - 5054, XP005045014, DOI: 10.1016/j.bmc.2005.04.084
YU ET AL.: "Docohexaenoic acid suppresses neuroinflammatory responses and induces heme oxygenase-1 expression in BV-2 microglia: implications of antidepressant effects for omega-3 fatty acids", NEUROPSYCHOPHARMACOLOGY, vol. 35, 2010, pages 2238 - 2248
See also references of EP 4101470A4
Attorney, Agent or Firm:
DANA PATENT LAW FIRM (KR)
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