1226-09-1Relevant articles and documents
Iodine-mediated direct synthesis of 3-iodoflavones
Patil, Avinash M.,Kamble, Dayanand A.,Lokhande, Pradeep D.
, p. 1299 - 1307 (2018/04/05)
Molecular iodine has been used for the regioselective, one pot, direct synthesis of 3-iodoflavones from 2′-allyloxy chalcones, 2′-hydroxy chalcones and flavones. Allyl deprotection, cyclization dehydrogenation and α-iodination of 2′-allyloxychalcones has been achieved in a single step to offer 3-iodoflavones.
Design and synthesis of chalcone derivatives as potent tyrosinase inhibitors and their structural activity relationship
Akhtar, Muhammad Nadeem,Sakeh, Nurshafika M.,Zareen, Seema,Gul, Sana,Lo, Kong Mun,Ul-Haq, Zaheer,Shah, Syed Adnan Ali,Ahmad, Syahida
, p. 97 - 103 (2015/03/04)
Browning of fruits and vegetables is a serious issue in the food industry, as it damages the organoleptic properties of the final products. Overproduction of melanin causes aesthetic problems such as melisma, freckles and lentigo. In this study, a series of chalcones (1-10) have been synthesized and examined for their tryrosinase inhibitory activity. The results showed that flavokawain B (1), flavokawain A (2) and compound 3 were found to be potential tyrosinase inhibitors, indicating IC50 14.20-14.38 μM values. This demonstrates that 4-substituted phenolic compound especially at ring A exhibited significant tyrosinase inhibition. Additionally, molecular docking results showed a strong binding affinity for compounds 1-3 through chelation between copper metal and ligands. The detailed molecular docking and SARs studies correlate well with the tyrosinase inhibition studies in vitro. The structures of these compounds were elucidated by the 1D and 2D NMR spectroscopy, mass spectrometry and single X-ray crystallographic techniques. These findings could lead to design and discover of new tyrosinase inhibitors to control the melanine overproduction and overcome the economic loss of food industry.
Discovery of 2′-hydroxychalcones as autophagy inducer in A549 lung cancer cells
Wang, Fang-Wu,Wang, Sheng-Qing,Zhao, Bao-Xiang,Miao, Jun-Ying
, p. 3062 - 3070 (2014/05/06)
A series of 2′-hydroxychalcone derivatives was synthesized and the effects of all the compounds on growth of A549 lung cancer cell were investigated. The results showed that all compounds had inhibitory effects on the growth of A549 lung cancer cells and compound 2-7 possessed the highest growth inhibitory effect and induced autophagy of A549 lung cancer cells.