JOURNAL


Organic Communications
VOLUME & ISSUE
Year: 2018 Issue: 3 July-September
PAGES
p.142 - 148
STATISTICS
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AUTHORS
    İnci Selin Doğan, Hasan Erdinç Sellitepe, Nuran Kayıkçı, Hande Sipahi, Rengin Reis and Nurettin Yaylı
PDF OF ARTICLE

ABSTRACT


A series of five –CH3, -NO2, -OCH3 and -Cl substituted 2-hydroxy-2,2-bis(4-phenyl)-N'-[(1E)-(3/4-phenyl)methylene]acetohydrazide (1a-1e) was synthesized by the reaction of 2-hydroxy-2,2-diphenylacetohydrazide with substituted aromatic aldehydes to give intermediate Schiff bases. Structures of the synthesized compounds were characterized using NMR (1D; 1H, 13C/APT and 2D 1H-1H COSY, and NOESY), FT-IR, UV, LC-MS/MS spectral data and elemental analysis. The geometry of compounds 1a-1e were determined to be “E” by NOESY. All the tested compounds showed cytotoxic activity on MCF-7 and PC-3 cell line at highest experimental concentration (100 µM). Compounds 1b (18.24 ± 7.62 µM) and 1e (7.62 ± 1.85 µM) have strong anti-proliferative activity on MCF-7 cell line, while compound 1b (45.81 ± 1.10 µM) has the strongest activity on PC-3 cell line.

KEYWORDS
  • 2-Hydroxy-2
  • 2-diphenylacetic acid
  • acetohydrazide derivatives
  • MCF-7
  • PC-3.

SUPPORTING INFORMATION


Supporting Information
Download File 2-47-OC-1806-107-SI.pdf (2.01 MB)