121704-77-6Relevant articles and documents
Design, synthesis, biological evaluation and inhibition mechanism of 3-/4-alkoxy phenylethylidenethiosemicarbazides as new, potent and safe tyrosinase inhibitors
Liao, Bing,Mai, Yuliang,Shi, Huahong,Song, Senchuan,Wang, Fei
, p. 369 - 379 (2020/05/14)
Tyrosinase plays important roles in many different disease related processes, and the development of its inhibitors is particularly important in biotechnology. In this study, thirty-nine 3-/4-alkoxyphenylethyli-denethiosemicarbazides were synthesized as novel tyrosinase inhibitors based on structure-based molecular design. Our experimental results demonstrated that thirty-one of them possess remarkable tyrosinase inhibitory activities with IC50 value below 1μM, and 5a, 6e, 6g and 6t did not display any toxicity to 293T cell line at the concentration of 1000μmol/L. According to the inhibitory activities, several compounds were selected for detail investigation on the structure–activity relationships (SARs), mechanisms of enzyme inhibition, inhibitory kinetics and cytotoxicity. In particular, the interaction between the selected inhibitors and the active center of tyrosinase was considered and discussed in detail based on their structural characteristics. Taken together, the results presented here demonstrated that the newly designed compounds are promising candidates for the treatment of tyrosinase-related disorders and further development of them may have significant contribution in biomedical science.
Natural Products as Sources of New Fungicides (I): Synthesis and Antifungal Activity of Acetophenone Derivatives Against Phytopathogenic Fungi
Ma, Ya-Tuan,Fan, Hua-Fang,Gao, Yu-Qi,Li, He,Zhang, An-Ling,Gao, Jin-Ming
, p. 545 - 552 (2013/06/05)
Several series of 45 acetophenone derivatives bearing various alkyl or benzyl substituents were conveniently synthesized and their structures characterized by 1H and 13C NMR spectroscopy, HRMS and single-crystal X-ray analysis. Their in vitro antifungal activities against a panel of phytopathogenic fungi were evaluated by mycelial growth rate assay. Of them, 12 derivatives (e.g., 3a-c, 4c and 4e) exhibited more potent antifungal effects on some phytopathogens than a commercial fungicide hymexazol as positive control. In particular, compound 3b with IC50 values of 10-19μg/mL was found to be the most active in this series and might be a potential lead structure for further optimization. The preliminary structure-activity relationship (SAR) studies of a series of acetophenones are also discussed. A series of acetophenone derivatives have been synthesized and tested for their antifungal activities. Of them 12 derivatives exhibited more potent antifungal effects on some phytopathogens than a positive control hymexazol. Especially, compound 3b (IC50=10-19μg/mL) was found to be the most active and might be a potential lead structure. The SAR of these acetophenones is also discussed.
Mesomorphic properties of 1-(4'-dodecylbiphenyl-4-yl)-3-(2 or 3-alkoxyphenyl)propane-1,3-diones: the influence of alkoxysubstituent position
Sadashiva, Bukkinakere K.,Prasad, Veena
, p. 755 - 760 (2007/10/03)
Two homologous series of β-diketones, viz. 1-(4'-dodecylbiphenyl-4-yl)-3-(2-alkoxyphenyl)propane-1,3-diones and 1-(4'-dodecylbiphenyl-4-yl)-3-(3-alkoxyphenyl)propane-1,3-diones have been synthesised.The mesomorphic behaviour of all the compounds has been investigated using optical polarising microscopy and differential scanning colorimetry.The enthalpies associated with the transitions of all the liquid crystalline materials have also been determined.The mesophases exhibited by these compounds are explained on the basis of the structural features associated with such compounds.
