$\require{mediawiki-texvc}$

연합인증

연합인증 가입 기관의 연구자들은 소속기관의 인증정보(ID와 암호)를 이용해 다른 대학, 연구기관, 서비스 공급자의 다양한 온라인 자원과 연구 데이터를 이용할 수 있습니다.

이는 여행자가 자국에서 발행 받은 여권으로 세계 각국을 자유롭게 여행할 수 있는 것과 같습니다.

연합인증으로 이용이 가능한 서비스는 NTIS, DataON, Edison, Kafe, Webinar 등이 있습니다.

한번의 인증절차만으로 연합인증 가입 서비스에 추가 로그인 없이 이용이 가능합니다.

다만, 연합인증을 위해서는 최초 1회만 인증 절차가 필요합니다. (회원이 아닐 경우 회원 가입이 필요합니다.)

연합인증 절차는 다음과 같습니다.

최초이용시에는
ScienceON에 로그인 → 연합인증 서비스 접속 → 로그인 (본인 확인 또는 회원가입) → 서비스 이용

그 이후에는
ScienceON 로그인 → 연합인증 서비스 접속 → 서비스 이용

연합인증을 활용하시면 KISTI가 제공하는 다양한 서비스를 편리하게 이용하실 수 있습니다.

Tyrosinase inhibition and anti-melanin generation effect of cinnamamide analogues

Bioorganic chemistry, v.87, 2019년, pp.43 - 55  

Ullah, Sultan (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Park, Chaeun (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Ikram, Muhammad (Department of Anatomy, Pusan National University School of Medicine) ,  Kang, Dongwan (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Lee, Sanggwon (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Yang, Jungho (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Park, Yujin (Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University) ,  Yoon, Sik (Department of Anatomy, Pusan National University School of Medicine) ,  Chun, Pusoon (College of Pharmacy and Inje Institute of Pharmaceutical Sciences and Research, Inje University Sou) ,  Moon, Hyung Ryong

Abstract AI-Helper 아이콘AI-Helper

Abstract Abnormal melanogenesis results in excessive production of melanin, leading to pigmentation disorders. As a key and rate-limiting enzyme for melanogenesis, tyrosinase has been considered an important target for developing therapeutic agents of pigment disorders. Despite having an (E)-β...

주제어

참고문헌 (52)

  1. Nutr. Res. Pract. Shim 11 3 173 2017 10.4162/nrp.2017.11.3.173 Inhibitory effect of gastrodia elata blume extract on alpha-melanocyte stimulating hormone-induced melanogenesis in murine B16F10 melanoma 

  2. Photochem. Photobiol. Brenner 84 3 539 2008 10.1111/j.1751-1097.2007.00226.x The protective role of melanin against UV damage in human skin 

  3. R. King, J. Nordlund, R. Boissy, V. Hearing, The pigmentary system: physiology and pathophysiology; 1998. 

  4. Exp. Opin. Ther. Pat. Ullah 26 3 347 2016 10.1517/13543776.2016.1146253 Tyrosinase inhibitors: a patent review (2011-2015) 

  5. Pigm. Cell Res. Kim 19 1 90 2006 10.1111/j.1600-0749.2005.00281.x Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression 

  6. Biosci. Biotechnol. Biochem. Sawai-Hatanaka 59 7 1221 1995 10.1271/bbb.59.1221 Cloning, sequencing, and heterologous expression of a gene coding for arthromyces ramosus peroxidase 

  7. Pigm. Cell Res. Barral 17 2 111 2004 10.1111/j.1600-0749.2004.00138.x The melanosome as a model to study organelle motility in mammals 

  8. J. Am. Acad. Dermatol. Kameyama 34 1 29 1996 10.1016/S0190-9622(96)90830-0 Inhibitory effect of magnesium L-ascorbyl-2-phosphate (VC-PMG) on melanogenesis in vitro and in vivo 

  9. J. Invest. Dermatol. Penney 82 4 308 1984 10.1111/1523-1747.ep12260588 Depigmenting action of hydroquinone depends on disruption of fundamental cell processes 

  10. Cell. Mole. Life Sci. CMLS Kim 62 15 1707 2005 10.1007/s00018-005-5054-y Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future 

  11. Int. J. Mol. Sci. Chang 10 6 2440 2009 10.3390/ijms10062440 An updated review of tyrosinase inhibitors 

  12. J. Pharm. Pharmacol. Cabanes 46 12 982 1994 10.1111/j.2042-7158.1994.tb03253.x Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase 

  13. Biochem. Biophys. Res. Commun. Shin 243 3 801 1998 10.1006/bbrc.1998.8169 Oxyresveratrol as the potent inhibitor on dopa oxidase activity of mushroom tyrosinase 

  14. Biorg. Med. Chem. Khatib 13 2 433 2005 10.1016/j.bmc.2004.10.010 Chalcones as potent tyrosinase inhibitors: the importance of a 2, 4-substituted resorcinol moiety 

  15. Biosci. Biotechnol. Biochem. Jung 82 5 759 2018 10.1080/09168451.2018.1445518 A novel synthetic compound,(Z)-5-(3-hydroxy-4-methoxybenzylidene)-2-iminothiazolidin-4-one (MHY773) inhibits mushroom tyrosinase 

  16. Biorg. Med. Chem. Kim 2018 10.1016/j.bmc.2018.05.047 The tyrosinase inhibitory effects of isoxazolone derivatives with a (Z)-β-phenyl-α, β-unsaturated carbonyl scaffold 

  17. Drug Des. Devel. Ther. Do Hyun Kim 11 827 2017 10.2147/DDDT.S131538 Design, synthesis, and antimelanogenic effects of (2-substituted phenyl-1, 3-dithiolan-4-yl) methanol derivatives 

  18. Drug Des. Devel. Ther. Yun 9 4259 2015 Design, synthesis, and anti-melanogenic effects of (E)-2-benzoyl-3-(substituted phenyl) acrylonitriles 

  19. Phytother. Res.: Int. J. Dev. Pharmacol. Toxicol. Eval. Natural Product Deriv. Parvez 20 11 921 2006 10.1002/ptr.1954 Survey and mechanism of skin depigmenting and lightening agents 

  20. Biochem. Pharmacol. Curto 57 6 663 1999 10.1016/S0006-2952(98)00340-2 Inhibitors of mammalian melanocyte tyrosinase: in vitro comparisons of alkyl esters of gentisic acid with other putative inhibitors 

  21. Int. J. Cosmet. Sci. Hermanns 22 1 67 2000 10.1046/j.1467-2494.2000.00021.x Skin colour assessment in safety testing of cosmetics. An overview 

  22. Nature Fuyuno 432 7020 938 2004 10.1038/432938a Spotlight turns on cosmetics for Asian skin 

  23. Sci. Rep. Chen 5 7995 2015 10.1038/srep07995 Discovery of highly potent tyrosinase inhibitor, T1, with significant anti-melanogenesis ability by zebrafish in vivo assay and computational molecular modeling 

  24. Mutat. Res./Genetic Toxicol. Environ. Mutagen. Ogiwara 780 111 2015 10.1016/j.mrgentox.2015.01.004 Evaluation of the repeated-dose liver, bone marrow and peripheral blood micronucleus and comet assays using kojic acid 

  25. J. Cosmet. Dermatol. Westerhof 4 2 55 2005 10.1111/j.1473-2165.2005.40202.x Hydroquinone and its analogues in dermatology-a potential health risk 

  26. J. Pharmacol. Exp. Ther. Maeda 276 2 765 1996 Arbutin: mechanism of its depigmenting action in human melanocyte culture 

  27. Chem. Biol. Interact. Gaskell 153 267 2005 10.1016/j.cbi.2005.03.034 Genotoxicity of the benzene metabolites para-benzoquinone and hydroquinone 

  28. J. Cosmet. Dermatol. Bang 7 3 189 2008 10.1111/j.1473-2165.2008.00387.x Hydrolysis of arbutin to hydroquinone by human skin bacteria and its effect on antioxidant activity 

  29. Pharmazeutische Industrie Coiffard 61 6 574 1999 Degradation kinetics of arbutin in solution 

  30. Angew. Chem. Int. Ed. Decker 45 28 4546 2006 10.1002/anie.200601255 The first crystal structure of tyrosinase: all questions answered? 

  31. Anal. Chem. Burestedt 68 9 1605 1996 10.1021/ac950742o Rate-limiting steps of tyrosinase-modified electrodes for the detection of catechol 

  32. Biosci. Biotechnol. Biochem. Chang 69 10 1999 2005 10.1271/bbb.69.1999 Identifying 6, 7, 4′-trihydroxyisoflavone as a potent tyrosinase inhibitor 

  33. Biochim. et Biophys. Acta (BBA)-General Sub. Chung 1830 10 4752 2013 10.1016/j.bbagen.2013.06.002 Characterization of a small molecule inhibitor of melanogenesis that inhibits tyrosinase activity and scavenges nitric oxide (NO) 

  34. Bioorg. Med. Chem. Lett. Choi 24 5 1344 2014 10.1016/j.bmcl.2014.01.040 MHY884, a newly synthesized tyrosinase inhibitor, suppresses UVB-induced activation of NF-κB signaling pathway through the downregulation of oxidative stress 

  35. MedChemComm Kim 5 9 1410 2014 10.1039/C4MD00171K Benzylidene-linked thiohydantoin derivatives as inhibitors of tyrosinase and melanogenesis: importance of the β-phenyl-α, β-unsaturated carbonyl functionality 

  36. Arch. Pharm. Res. Kim 36 10 1189 2013 10.1007/s12272-013-0184-5 Anti-melanogenic effect of (Z)-5-(2, 4-dihydroxybenzylidene) thiazolidine-2, 4-dione, a novel tyrosinase inhibitor 

  37. Biorg. Med. Chem. Son 23 24 7728 2015 10.1016/j.bmc.2015.11.015 (E)-2-Cyano-3-(substituted phenyl) acrylamide analogs as potent inhibitors of tyrosinase: a linear β-phenyl-α, β-unsaturated carbonyl scaffold 

  38. Biorg. Med. Chem. Kubo 8 7 1749 2000 10.1016/S0968-0896(00)00102-4 Flavonols from heterotheca inuloides: tyrosinase inhibitory activity and structural criteria 

  39. J. Agric. Food Chem. Iwai 52 15 4893 2004 10.1021/jf040048m In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee beans 

  40. Biol. Pharm. Bull. Kang 38 8 1227 2015 10.1248/bpb.b15-00300 (Z)-2-(Benzo [d] thiazol-2-ylamino)-5-(substituted benzylidene) thiazol-4 (5H)-one derivatives as novel tyrosinase inhibitors 

  41. Biochim. et Biophys. Acta (BBA)-General Sub. Chung 1820 7 962 2012 10.1016/j.bbagen.2012.03.018 Evaluation of in vitro and in vivo anti-melanogenic activity of a newly synthesized strong tyrosinase inhibitor (E)-3-(2, 4 dihydroxybenzylidene) pyrrolidine-2, 5-dione (3-DBP) 

  42. Biochim. et Biophys. Acta (BBA)-General Sub. Han 1820 4 542 2012 10.1016/j.bbagen.2012.01.001 Characterization of a novel tyrosinase inhibitor,(2RS, 4R)-2-(2, 4-dihydroxyphenyl) thiazolidine-4-carboxylic acid (MHY384) 

  43. Tetrahedron Lett. Singh 55 52 7243 2014 10.1016/j.tetlet.2014.11.053 Choline chloride based deep eutectic solvent as an efficient solvent for the benzylation of phenols 

  44. Biorg. Med. Chem. Wan 12 13 3521 2004 10.1016/j.bmc.2004.04.033 Study of the green tea polyphenols catechin-3-gallate (CG) and epicatechin-3-gallate (ECG) as proteasome inhibitors 

  45. J. Med. Chem. Remiszewski 45 4 753 2002 10.1021/jm015568c Inhibitors of human histone deacetylase: synthesis and enzyme and cellular activity of straight chain hydroxamates 

  46. Biol. Pharm. Bull. Hyun 31 1 154 2008 10.1248/bpb.31.154 Inhibitory effects of kurarinol, kuraridinol, and trifolirhizin from Sophora flavescens on tyrosinase and melanin synthesis 

  47. J. Comput. Chem. Morris 19 14 1639 1998 10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function 

  48. J. Comput. Aided Mol. Des. Moustakas 20 10-11 601 2006 10.1007/s10822-006-9060-4 Development and validation of a modular, extensible docking program: DOCK 5 

  49. Biol. Pharm. Bull. Ishiyama 19 11 1518 1996 10.1248/bpb.19.1518 A combined assay of cell vability and in vitro cytotoxicity with a highly water-soluble tetrazolium salt, neutral red and crystal violet 

  50. Biosci. Biotechnol. Biochem. Bae 77 1 65 2013 10.1271/bbb.120547 A novel synthesized tyrosinase inhibitor:(E)-2-((2, 4-dihydroxyphenyl) diazenyl) phenyl 4-methylbenzenesulfonate as an azo-resveratrol analog 

  51. Biol. Pharm. Bull. Chen 32 8 1447 2009 10.1248/bpb.32.1447 Melanogenesis inhibition by gallotannins from Chinese galls in B16 mouse melanoma cells 

  52. RSC Adv. Matos 5 114 94227 2015 10.1039/C5RA14465E Design and discovery of tyrosinase inhibitors based on a coumarin scaffold 

LOADING...

관련 콘텐츠

저작권 관리 안내
섹션별 컨텐츠 바로가기

AI-Helper ※ AI-Helper는 오픈소스 모델을 사용합니다.

AI-Helper 아이콘
AI-Helper
안녕하세요, AI-Helper입니다. 좌측 "선택된 텍스트"에서 텍스트를 선택하여 요약, 번역, 용어설명을 실행하세요.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.

선택된 텍스트

맨위로