An Efficient Synthetic Approach Towards Benzo[ b ]pyrano[2,3- e ][1,4]diazepines, and Their Cytotoxic Activity

• Published in: Molecules (Basel, Switzerland) Vol. 25; no. 9; p. 2051
• Main Authors: El Azab, Islam H, Elkanzi, Nadia A A
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 28-04-2020; MDPI
• Subjects: Adenocarcinoma; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - pharmacology; benzodiazepine; Benzodiazepines - chemical synthesis; Benzodiazepines - pharmacology; Breast; Cell Line, Tumor; Chemistry Techniques, Synthetic; Chemistry, Pharmaceutical - methods; Colorectal carcinoma; cyclocondensation reaction; cytotoxic activity; Cytotoxicity; Doxorubicin; Doxorubicin - pharmacology; Drug Design; Drug Screening Assays, Antitumor; HCT116 Cells; Humans; Infrared analysis; Inhibitory Concentration 50; Magnetic Resonance Spectroscopy; Mass Spectrometry; MCF-7 Cells; Molecular Structure; N-heterocycles; Spectrophotometry, Infrared; Tumor cell lines; United States > US; cytotoxic activity; cyclocondensation reaction; N-heterocycles; benzodiazepine
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules25092051

In search of unprecedented tri and/or tetrapod pharmacophoric conjugates, a series of 32 new 4-ethyl-1
-benzo[
][1,4]diazepin-2(3
)-ones were synthesized and properly elucidated using MS, IR, NMR, and elemental analysis.
investigation of 11 compounds of this series, using a panel of two human tumor cell lines namely; human breast adenocarcinoma (MCF-7), and human colorectal carcinoma (HCT-116), revealed promising cytotoxic activities. Among all synthesized compounds, analogue
displayed maximum cytotoxicity with IC
values of 16.19 ± 1.35 and 17.16 ± 1.54 μM against HCT-116 and MCF-7, respectively, compared to standard drug doxorubicin.