Synthesis, Characterization, Antioxidant, and Antibacterial Activities of 2-Aminochalcones and Crystal Structure of (2E)-1-(2-aminophenyl)-3-(4-ethoxyphenyl)-2-propen-1-one

被引:8
|
作者
Ruanwas, Pumsak [1 ,2 ]
Chantrapromma, Suchada [1 ,2 ]
Fun, Hoong-Kun [3 ,4 ]
机构
[1] Prince Songkla Univ, Fac Sci, Dept Chem, Hat Yai 90112, Songkhla, Thailand
[2] Prince Songkla Univ, Fac Sci, Ctr Excellence Innovat Chem, Hat Yai 90112, Songkhla, Thailand
[3] Univ Sains Malaysia, Sch Phys, Xray Crystallog Unit, George Town, Malaysia
[4] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
关键词
chalcones; heteroaryl; crystal structure; antibacterial; Antioxidant; CHALCONES;
D O I
10.1080/15421406.2014.950003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Five 2-aminochalcone derivatives [R = H(1), R = OCH2CH3(2), R = 2,4,5-OCH3(3), R = 3,4,5-OCH3(4), and R = thiophene(5)] were synthesized and characterized by H-1 NMR, FT-IR, and UV-Vis spectroscopy. Crystal structure of 2 was also determined by single crystal X-ray diffraction. Compound 2 crystallizes in a monoclinic P2(1)/n space group with the unit cell parameters a = 32.804(7) angstrom, b = 4.9972(11) angstrom, c = 21.7173(3) angstrom, beta = 128.440(4)degrees, V = 2788.4(10) angstrom(3), and Z = 8. There are two molecules in an asymmetric unit of 2, the molecular structure of 2 is twisted with the dihedral angle between the two phenyl rings being 13.6(3)degrees in one molecule and 7.1(3)degrees in the other. In the crystal packing, the molecules of 2 are linked into chains along the b-axis by C-H center dot center dot center dot O interactions. Antioxidant and antibacterial activities of 1-5 were also carried out.
引用
收藏
页码:126 / 139
页数:14
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