Title:
AGENT FOR PREVENTING, AMELIORATING, OR TREATING PERIODONTAL DISEASE
Document Type and Number:
WIPO Patent Application WO/2020/230813
Kind Code:
A1
Abstract:
Provided is a pharmaceutical or food useful for preventing, ameliorating, or treating periodontal disease. An agent for preventing, ameliorating, or treating periodontal disease comprising, as an active ingredient, at least one cysteine derivative selected from S1PC, SAC, and SAMC or a salt thereof.
Inventors:
OHTANI MASAHIRO (JP)
NISHIMURA TSUBASA (JP)
NISHIMURA TSUBASA (JP)
Application Number:
PCT/JP2020/019096
Publication Date:
November 19, 2020
Filing Date:
May 13, 2020
Export Citation:
Assignee:
WAKUNAGA PHARMA CO LTD (JP)
International Classes:
A61P1/02; A23L33/175; A61K31/198; A61P43/00
Domestic Patent References:
| WO2016088892A1 | 2016-06-09 | |||
| WO2016199885A1 | 2016-12-15 | |||
| WO2019031442A1 | 2019-02-14 | |||
| WO2016199885A1 | 2016-12-15 |
Foreign References:
| JPS62423A | 1987-01-06 | |||
| US20120189710A1 | 2012-07-26 | |||
| JP2004123630A | 2004-04-22 | |||
| JPH0560447B2 | 1993-09-02 |
Other References:
KYO, EIKAI: "Cancer prevention effect of garlic", JOURNAL OF CLINICAL AND EXPERIMENTAL MEDICINE, vol. 204, no. 1, 2003, pages 74 - 79, XP009524643, ISSN: 0021-4965
ZINI AMANN JMAZOR SVERED Y.: "The Efficacy of Aged Garlic Extract on Gingivitis- A Randomized Clinical Trial", JOURNAL OF CLINICAL DENTISTRY, vol. 29, 2018, pages 52 - 56
SOJOD BCHATEAU DMUELLER CGBABAJKO SBERDAL ALEZOT FCASTANEDA B: "RANK/RANKL/OPG signalization implication in periodontitis: New evidence from a RANK transgenic mouse model", FRONTIERS IN PHYSIOLOGY, vol. 8, 2017, pages 338
VAN KILSDONK PATRICK JWJJANSEN PAMVAN DEN BOGAARD EHBOS CBERGERS MZEEUWEN PLJMSCHALKWIJK J: "The effects of human beta-defensins onskin cells in vitro", DERMATOLOGY, vol. 233, 2017, pages 155 - 163
HANS MHANS VM: "Epithelial antimicrobial peptides: Guardian of the oral cavity", INTERNATIONAL JOURNAL OF PEPTIDES, vol. 2014, 2014
EBRAHEM MA: "Expression of human beta defensins (HBDs) 1, 2 and 3 in gingival crevicular fluid of patients affected by localized aggressive periodontitis", THE SAUDI DENTAL JOURNAL, vol. 25, 2013, pages 75 - 82
CUI DLYU JLI HLEI LBIAN TLI LYAN F: "Human b-defensin 3 inhibits periodontitis development by suppressing inflammatory responses in macrophages", MOLECULAR IMMUNOLOGY, vol. 91, 2017, pages 65 - 74, XP085238816, DOI: 10.1016/j.molimm.2017.08.012
YAN LZHENG DXU RH: "Critical role of tumor necrosis factor signaling in mesenchymal stem cell-based therapy for autoimmune and inflammatory diseases", FRONTIERS IN IMMUNOLOGY, vol. 9, 2018, pages 1658
LI SSONG ZDONG JSHU R: "MicroRNA-142 is upregulated by tumor necrosis factor-alpha and triggers apoptosis in human gingival epithelial cells by repressing BACH2 expression", AMERICAN JOURNAL OF TRANSLATIONAL RESEARCH, vol. 9, 2017, pages 175 - 183
LAWSON CWOLF S: "ICAM-1 signaling in endothelial cells", PHARMACOLOGICAL REPORTS, vol. 61, 2009, pages 22 - 32
LYCK RENZMANN G: "The physiological roles of ICAM-1 and ICAM-2 in neutrophil migration into tissues", CURRENT OPINION IN HEMATOLOGY, vol. 22, 2015, pages 53 - 59
WANG LLI XHNING WC: "Evaluation of ICAM-1 and VCAM-1 Gene Polymorphisms in Patients with Periodontal Disease", MEDICAL SCIENCE MONITOR, vol. 22, 2016, pages 2386 - 2391
AHARON RABINKOVTALIA MIRONDAVID MIRELMANMEIR WILCHEKSABINA GLOZMANEPHRAIM YAVINLEV WEINER: "S-Allylmercaptoglutathione: the reaction product of allicin with glutathione possesses SH-modifying and antioxidant properties", BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1499, 2000, pages 144 - 153, XP004278204, DOI: 10.1016/S0167-4889(00)00119-1
LIU YSO KFWONG NKXIAO J: "Anti-cancer activities of S-allylmercaptocysteine from aged garlic", CHINESE JOURNAL OF NATURAL MEDICINE, vol. 17, 2019, pages 43 - 39
TSUNEYOSHI TKUNIMURA KMORIHARA N: "S-1-Propenylcysteine augments BACH1 degradation and heme oxygenase 1 expression in a nitric oxide-dependent manner in endothelial cells", NITRIC OXIDE, vol. 84, 2019, pages 22 - 29
CARSON J.F.BOGGS L.E.: "The synthesis and base-catalyzed cyslization of (+)- and (-)-cis-S- (1-propenyl)-L-cysteine sulfoxides", J. ORG. CHEM., vol. 31, no. 9, 1966, pages 2862 - 2864, XP055450519, DOI: 10.1021/jo01347a029
H NISHIMURAA MIZUGUCHIJ MIZUTANI: "Stereoselective synthesis of S-(trans-prop-1-enyl)-cysteine sulphoxide", TETRAHEDRON LETTER, vol. 37, 1975, pages 3201 - 3202
JC NAMYSLOC STANITZEK: "A palladium-catalyzed synthesis of isoalliin, the main cysteine sulfoxide in Onion (Allium cepa", SYNTHESIS, vol. 20, 2006, pages 3367 - 3369
S LEEJN KIMDH CHOUNGHK LEE: "Facile synthesis of trans-S-1-propenyl-L-cysteine sulfoxide (isoalliin) in onions (Allium cepa", BULL. KOREAN CHEM. SOC., vol. 32, no. 1, 2011, pages 319 - 320, XP002780689
VESNA D. NIKOLICDUSICA P. ILICLJUBISA B. NIKOLICMIHAJLO Z. STANKOVICLJILJANA P. STANOJEVICIVAN M. SAVICIVANA M. SAVIC, THE SYNTHESIS AND STRUCTURE CHARACTERIZATION OF DEOXYALLIIN AND ALLIIN, vol. 1, 2012, pages 38 - 46
THE JOURNAL OF TOXICOLOGICAL SCIENCES, vol. 9, 1984, pages 57
CARSON J.F.BOGGS L.E.: "The synthesis and base-catalyzed cyslization of (+)- and (-)-cis-S- (1-propenyl)-L-cysteine sulfoxides", JOURNAL OF ORGANIC CHEMISTRY, vol. 31, no. 9, 1966, pages 2862 - 2864, XP055450519, DOI: 10.1021/jo01347a029
VESNA D. NIKOLICDUSICA P. ILICLJUBISA B. NIKOLICMIHAJLO Z. STANKOVICLJILJANA P. STANOJEVICIVAN M. SAVICIVANA M. SAVIC, THE SYNTHESIS, 2012, pages 38 - 46
ZINI AMANN JMAZOR SVERED Y.: "The Efficacy of Aged Garlic Extract on Gingivitis- A Randomized Clinical Trial", JOURNAL OF CLINICAL DENTISTRY, vol. 29, 2018, pages 52 - 56
SOJOD BCHATEAU DMUELLER CGBABAJKO SBERDAL ALEZOT FCASTANEDA B: "RANK/RANKL/OPG signalization implication in periodontitis: New evidence from a RANK transgenic mouse model", FRONTIERS IN PHYSIOLOGY, vol. 8, 2017, pages 338
VAN KILSDONK PATRICK JWJJANSEN PAMVAN DEN BOGAARD EHBOS CBERGERS MZEEUWEN PLJMSCHALKWIJK J: "The effects of human beta-defensins onskin cells in vitro", DERMATOLOGY, vol. 233, 2017, pages 155 - 163
HANS MHANS VM: "Epithelial antimicrobial peptides: Guardian of the oral cavity", INTERNATIONAL JOURNAL OF PEPTIDES, vol. 2014, 2014
EBRAHEM MA: "Expression of human beta defensins (HBDs) 1, 2 and 3 in gingival crevicular fluid of patients affected by localized aggressive periodontitis", THE SAUDI DENTAL JOURNAL, vol. 25, 2013, pages 75 - 82
CUI DLYU JLI HLEI LBIAN TLI LYAN F: "Human b-defensin 3 inhibits periodontitis development by suppressing inflammatory responses in macrophages", MOLECULAR IMMUNOLOGY, vol. 91, 2017, pages 65 - 74, XP085238816, DOI: 10.1016/j.molimm.2017.08.012
YAN LZHENG DXU RH: "Critical role of tumor necrosis factor signaling in mesenchymal stem cell-based therapy for autoimmune and inflammatory diseases", FRONTIERS IN IMMUNOLOGY, vol. 9, 2018, pages 1658
LI SSONG ZDONG JSHU R: "MicroRNA-142 is upregulated by tumor necrosis factor-alpha and triggers apoptosis in human gingival epithelial cells by repressing BACH2 expression", AMERICAN JOURNAL OF TRANSLATIONAL RESEARCH, vol. 9, 2017, pages 175 - 183
LAWSON CWOLF S: "ICAM-1 signaling in endothelial cells", PHARMACOLOGICAL REPORTS, vol. 61, 2009, pages 22 - 32
LYCK RENZMANN G: "The physiological roles of ICAM-1 and ICAM-2 in neutrophil migration into tissues", CURRENT OPINION IN HEMATOLOGY, vol. 22, 2015, pages 53 - 59
WANG LLI XHNING WC: "Evaluation of ICAM-1 and VCAM-1 Gene Polymorphisms in Patients with Periodontal Disease", MEDICAL SCIENCE MONITOR, vol. 22, 2016, pages 2386 - 2391
AHARON RABINKOVTALIA MIRONDAVID MIRELMANMEIR WILCHEKSABINA GLOZMANEPHRAIM YAVINLEV WEINER: "S-Allylmercaptoglutathione: the reaction product of allicin with glutathione possesses SH-modifying and antioxidant properties", BIOCHIMICA ET BIOPHYSICA ACTA, vol. 1499, 2000, pages 144 - 153, XP004278204, DOI: 10.1016/S0167-4889(00)00119-1
LIU YSO KFWONG NKXIAO J: "Anti-cancer activities of S-allylmercaptocysteine from aged garlic", CHINESE JOURNAL OF NATURAL MEDICINE, vol. 17, 2019, pages 43 - 39
TSUNEYOSHI TKUNIMURA KMORIHARA N: "S-1-Propenylcysteine augments BACH1 degradation and heme oxygenase 1 expression in a nitric oxide-dependent manner in endothelial cells", NITRIC OXIDE, vol. 84, 2019, pages 22 - 29
CARSON J.F.BOGGS L.E.: "The synthesis and base-catalyzed cyslization of (+)- and (-)-cis-S- (1-propenyl)-L-cysteine sulfoxides", J. ORG. CHEM., vol. 31, no. 9, 1966, pages 2862 - 2864, XP055450519, DOI: 10.1021/jo01347a029
H NISHIMURAA MIZUGUCHIJ MIZUTANI: "Stereoselective synthesis of S-(trans-prop-1-enyl)-cysteine sulphoxide", TETRAHEDRON LETTER, vol. 37, 1975, pages 3201 - 3202
JC NAMYSLOC STANITZEK: "A palladium-catalyzed synthesis of isoalliin, the main cysteine sulfoxide in Onion (Allium cepa", SYNTHESIS, vol. 20, 2006, pages 3367 - 3369
S LEEJN KIMDH CHOUNGHK LEE: "Facile synthesis of trans-S-1-propenyl-L-cysteine sulfoxide (isoalliin) in onions (Allium cepa", BULL. KOREAN CHEM. SOC., vol. 32, no. 1, 2011, pages 319 - 320, XP002780689
VESNA D. NIKOLICDUSICA P. ILICLJUBISA B. NIKOLICMIHAJLO Z. STANKOVICLJILJANA P. STANOJEVICIVAN M. SAVICIVANA M. SAVIC, THE SYNTHESIS AND STRUCTURE CHARACTERIZATION OF DEOXYALLIIN AND ALLIIN, vol. 1, 2012, pages 38 - 46
THE JOURNAL OF TOXICOLOGICAL SCIENCES, vol. 9, 1984, pages 57
CARSON J.F.BOGGS L.E.: "The synthesis and base-catalyzed cyslization of (+)- and (-)-cis-S- (1-propenyl)-L-cysteine sulfoxides", JOURNAL OF ORGANIC CHEMISTRY, vol. 31, no. 9, 1966, pages 2862 - 2864, XP055450519, DOI: 10.1021/jo01347a029
VESNA D. NIKOLICDUSICA P. ILICLJUBISA B. NIKOLICMIHAJLO Z. STANKOVICLJILJANA P. STANOJEVICIVAN M. SAVICIVANA M. SAVIC, THE SYNTHESIS, 2012, pages 38 - 46
Attorney, Agent or Firm:
THE PATENT CORPORATE BODY ARUGA PATENT OFFICE (JP)
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