Title:
NOVEL MYCOSPORINE-LIKE AMINO ACID
Document Type and Number:
WIPO Patent Application WO/2017/082144
Kind Code:
A1
Abstract:
The present invention provides a compound represented by formula (I), or a pharmaceutically acceptable salt or prodrug thereof. The present invention also provides: a composition which includes the compound represented by formula (I), or the pharmaceutically acceptable salt or prodrug thereof; and a cosmetic which includes said composition. (In formula (I): Q1 is oxygen, an amino acid residue, or an aminoalcohol, and, in cases when Q1 is an amino acid residue or an aminoalcohol, the amino acid residue or the aminoalcohol is bonded to the ring by nitrogen; and Q2 is oxygen, an amino acid residue, or an aminoalcohol, and, in cases when Q2 is an amino acid residue or an aminoalcohol, the amino acid residue or the aminoalcohol is bonded to the ring by nitrogen.)
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Inventors:
MATSUYAMA KEISUKE (JP)
YAMAMOTO SHOGO (JP)
YAMAMOTO SHOGO (JP)
Application Number:
PCT/JP2016/082661
Publication Date:
May 18, 2017
Filing Date:
November 02, 2016
Export Citation:
Assignee:
NAGASE & CO LTD (JP)
International Classes:
C07C251/20; A61K8/44; A61K31/198; A61P17/16; A61Q17/04; C07C225/20; C09K3/00; C12P13/00
Foreign References:
| JP2015525800A | 2015-09-07 | |||
| JP2014227339A | 2014-12-08 | |||
| JPS59137450A | 1984-08-07 |
Other References:
MATSUYAMA, K. ET AL.: "pH-Independent Charge Resonance Mechanism for UV Protective Functions of Shinorine and Related Mycosporine-like Amino Acids", JOURNAL OF PHYSICAL CHEMISTRY A, vol. 119, no. 51, 2015, pages 12722 - 12729, XP055381722
RASTOGI, R. P.: "Characterization of UV-screening compounds, mycosporine-like amino acids, and scytonemin in the cyanobacterium Lyngbya sp. CU 2555", FEMS MICROBIOLOGY ECOLOGY, vol. 87, no. 1, 2014, pages 244 - 256, XP055381723
CARIGNAN, M. O. ET AL.: "Characterization of mycosporine-serine-glycine methyl ester, a major mycosporine-like amino acid from dinoflagellates: a mass spectrometry study", JOURNAL OF PHYCOLOGY, vol. 49, no. 4, 2013, pages 680 - 688, XP055381724
ROULLIER, C. ET AL.: "Characterization and identification of mycosporines-like compounds in cyanolichens. Isolation of mycosporine hydroxyglutamicol from Nephroma laevigatum Ach.", PHYTOCHEMISTRY, vol. 72, no. 11-12, August 2011 (2011-08-01), pages 1348 - 1357, XP055381730
LLEWELLYN, C. A. ET AL.: "Distribution and abundance of MAAs in 33 species of microalgae across 13 classes", MARINE DRUGS, vol. 8, 2010, pages 1273 - 1291, XP055381732
ECKES, M. J. ET AL.: "Ultraviolet sunscreens in reef fish mucus", MARINE ECOLOGY: PROGRESS SERIES, vol. 353, 2008, pages 203 - 211, XP055381734
BUSCOT, F. ET AL.: "Mycosporins and related compounds in field and cultured mycelial structures of Morchella esculenta", MYCOLOGICAL RESEARCH, vol. 95, no. 6, 1991, pages 752 - 754, XP055381741
GRANT, P. T. ET AL.: "The isolation of four aminocyclohexenimines (mycosporines) and a structurally related derivative of cyclohexane- 1:3-dione (gadusol) from the brine shrimp, Artemia", COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY, PART B:, vol. 80 B, no. 4, 1985, pages 755 - 759, XP023530779
KOBAYASHI, J. ET AL.: "Isolation and structure of a UV-absorbing substance 337 from the ascidian Halocynthia roretzi", TETRAHEDRON LETTERS, vol. 22, no. 31, 1981, pages 3001 - 3002, XP055381749
RASTOGI, R. P.: "Characterization of UV-screening compounds, mycosporine-like amino acids, and scytonemin in the cyanobacterium Lyngbya sp. CU 2555", FEMS MICROBIOLOGY ECOLOGY, vol. 87, no. 1, 2014, pages 244 - 256, XP055381723
CARIGNAN, M. O. ET AL.: "Characterization of mycosporine-serine-glycine methyl ester, a major mycosporine-like amino acid from dinoflagellates: a mass spectrometry study", JOURNAL OF PHYCOLOGY, vol. 49, no. 4, 2013, pages 680 - 688, XP055381724
ROULLIER, C. ET AL.: "Characterization and identification of mycosporines-like compounds in cyanolichens. Isolation of mycosporine hydroxyglutamicol from Nephroma laevigatum Ach.", PHYTOCHEMISTRY, vol. 72, no. 11-12, August 2011 (2011-08-01), pages 1348 - 1357, XP055381730
LLEWELLYN, C. A. ET AL.: "Distribution and abundance of MAAs in 33 species of microalgae across 13 classes", MARINE DRUGS, vol. 8, 2010, pages 1273 - 1291, XP055381732
ECKES, M. J. ET AL.: "Ultraviolet sunscreens in reef fish mucus", MARINE ECOLOGY: PROGRESS SERIES, vol. 353, 2008, pages 203 - 211, XP055381734
BUSCOT, F. ET AL.: "Mycosporins and related compounds in field and cultured mycelial structures of Morchella esculenta", MYCOLOGICAL RESEARCH, vol. 95, no. 6, 1991, pages 752 - 754, XP055381741
GRANT, P. T. ET AL.: "The isolation of four aminocyclohexenimines (mycosporines) and a structurally related derivative of cyclohexane- 1:3-dione (gadusol) from the brine shrimp, Artemia", COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY, PART B:, vol. 80 B, no. 4, 1985, pages 755 - 759, XP023530779
KOBAYASHI, J. ET AL.: "Isolation and structure of a UV-absorbing substance 337 from the ascidian Halocynthia roretzi", TETRAHEDRON LETTERS, vol. 22, no. 31, 1981, pages 3001 - 3002, XP055381749
Attorney, Agent or Firm:
SAMEJIMA, Mutsumi et al. (JP)
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