Synthesis and Bioactivity of New Chalcone Derivatives as Potential Tyrosinase Activator Based on the Click Chemistry

Niu, Chao; Li, Gen; Tuerxuntayi, Adila; Aisa, Haji Akber

doi:10.1002/cjoc.201400820

Cited by 20 publications

(9 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…After that, substituted 1,2,3-triazoles were separately introduced into the A (compounds 45 – 59 ) and B (compounds 60 – 74 ) rings of the chalcone skeleton using click chemistry by our group [ 71 ]. The results showed that most of prepared compounds 45 – 59 have potent activating effect on tyrosinase, especially for 47 , 52 – 54 and 58 – 59 .…”

Section: Melanogenesis Stimulators From Different Sourcesmentioning

confidence: 99%

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

2017

Self Cite

View full text Add to dashboard Cite

Melanin, the compound primarily responsible in humans for hair, eye and skin pigmentation, is produced by melanocytes through a complicated process called melanogenesis that is catalyzed by tyrosinase and other tyrosinase-related proteins. The abnormal loss of melanin causes dermatological problems such as vitiligo. Hence the regulation of melanogenesis and tyrosinase activity is very important for treating hypopigmentary disorders. Many melanogenesis stimulators have been discovered during the past decade. This article reviews recent advances in research on extracts and active ingredients of plants, synthesized compounds with stimulating effect on melanin synthesis and tyrosinase activity, as well as their influence on the expression of related proteins and possible signaling pathways for the design and development of novel anti-vitiligo agents.

show abstract

Section: Melanogenesis Stimulators From Different Sourcesmentioning

confidence: 99%

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

2017

Self Cite

View full text Add to dashboard Cite

show abstract

“…Since azide-containing molecules can be easily conjugated with alkyne-functionalized SP via Cu-catalyzed azide-alkyne cycloaddition (CuAAC), bis(triethylene glycol)-attached benzyl azide 3 was prepared from the corresponding alcohol 1 via reduction [ 19 ], chlorination [ 20 ], and nucleophilic substitution [ 21 ] ( Scheme 1 ). The propargyl-functionalized SP 6 was synthesized by condensation between propargyl indole 4 and 2-hydroxy-3-methoxy-5-nitrobenzaldehyde 5 according to a published method [ 8 ].…”

Section: Resultsmentioning

confidence: 99%

Tuning Sensory Properties of Triazole-Conjugated Spiropyrans: Metal-Ion Selectivity and Paper-Based Colorimetric Detection of Cyanide

Lee

Choi

Kim

et al. 2017

Sensors

View full text Add to dashboard Cite

Tuning the sensing properties of spiropyrans (SPs), which are one of the photochromic molecules useful for colorimetric sensing, is important for efficient analysis, but their synthetic modification is not always simple. Herein, we introduce an alkyne-functionalized SP, the modification of which would be easily achieved via Cu-catalyzed azide-alkyne cycloaddition (“click reaction”). The alkyne-SP was conjugated with a bis(triethylene glycol)-benzyl group (EG-BtSP) or a simple benzyl group (BtSP), forming a triazole linkage from the click reaction. The effects of auxiliary groups to SP were tested on metal-ion sensing and cyanide detection. We found that EG-BtSP was more Ca2+-sensitive than BtSP in acetonitrile, which were thoroughly examined by a continuous variation method (Job plot) and UV-VIS titrations, followed by non-linear regression analysis. Although both SPs showed similar, selective responses to cyanide in a water/acetonitrile co-solvent, only EG-BtSP showed a dramatic color change when fabricated on paper, highlighting the important contributions of the auxiliary groups.

show abstract

“…20 The study of new hybrid systems in which 1,2,3-triazole and chalcone are combined comprises an interesting field of research. [23][24][25][26][27] We have previously reported some 1,2,3-triazole-pyrimidine hybrids with good antiproliferative activity. 28 These findings have encouraged us to investigate the potential synergistic effect of 1,2,3-triazole and chalcone scaffolds.…”

mentioning

confidence: 99%

Design, synthesis and antiproliferative activity studies of 1,2,3-triazole–chalcones

Zhang

Liu

et al. 2016

Med. Chem. Commun.

View full text Add to dashboard Cite

A series of 1,2,3-triazole-chalcone hybrids were designed, synthesized and evaluated for their antiproliferative activity against three selected cancer cell lines (SK-N-SH, HepG-2 and MGC-803). Most of the synthesized compounds exhibited moderate to good activity against all the cancer cell lines selected. Particularly, compound 12k showed the most excellent antiproliferative activity with an IC 50 value of 1.53 µM against SK-N-SH cancer cells. The mechanism studies revealed that compound 12k inhibited the proliferation of SK-N-SH cancer cells by inducing apoptosis and arresting the cell cycle at G1 phase.

show abstract

Synthesis and Bioactivity of New Chalcone Derivatives as Potential Tyrosinase Activator Based on the Click Chemistry

Cited by 20 publications

References 32 publications

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

Tuning Sensory Properties of Triazole-Conjugated Spiropyrans: Metal-Ion Selectivity and Paper-Based Colorimetric Detection of Cyanide

Design, synthesis and antiproliferative activity studies of 1,2,3-triazole–chalcones

Contact Info

Product

Resources

About