An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity
In search of unprecedented tri and/or tetrapod pharmacophoric conjugates, a series of 32 new 4-ethyl-1<i>H</i>-benzo[<i>b</i>][1,4]diazepin-2(3<i>H</i>)-ones were synthesized and properly elucidated using MS, IR, NMR, and elemental analysis. <i>In vitro</...
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-04-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/9/2051 |
| _version_ | 1797569390703542272 |
|---|---|
| author | Islam H. El Azab Nadia A.A. Elkanzi |
| author_facet | Islam H. El Azab Nadia A.A. Elkanzi |
| author_sort | Islam H. El Azab |
| collection | DOAJ |
| description | In search of unprecedented tri and/or tetrapod pharmacophoric conjugates, a series of 32 new 4-ethyl-1<i>H</i>-benzo[<i>b</i>][1,4]diazepin-2(3<i>H</i>)-ones were synthesized and properly elucidated using MS, IR, NMR, and elemental analysis. <i>In vitro</i> 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 <b>9</b> displayed maximum cytotoxicity with IC<sub>50</sub> values of 16.19 ± 1.35 and 17.16 ± 1.54 μM against HCT-116 and MCF-7, respectively, compared to standard drug doxorubicin. |
| first_indexed | 2024-03-10T20:10:06Z |
| format | Article |
| id | doaj.art-07136793b5764388a732dc8d06bd060c |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T20:10:06Z |
| publishDate | 2020-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-07136793b5764388a732dc8d06bd060c2023-11-19T22:55:47ZengMDPI AGMolecules1420-30492020-04-01259205110.3390/molecules25092051An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic ActivityIslam H. El Azab0Nadia A.A. Elkanzi1Chemistry Department, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Taif 21974, Saudi ArabiaOn leave from Chemistry Department, Faculty of Science, Aswan University, Aswan, P.O. Box, Aswan 81528, EgyptIn search of unprecedented tri and/or tetrapod pharmacophoric conjugates, a series of 32 new 4-ethyl-1<i>H</i>-benzo[<i>b</i>][1,4]diazepin-2(3<i>H</i>)-ones were synthesized and properly elucidated using MS, IR, NMR, and elemental analysis. <i>In vitro</i> 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 <b>9</b> displayed maximum cytotoxicity with IC<sub>50</sub> values of 16.19 ± 1.35 and 17.16 ± 1.54 μM against HCT-116 and MCF-7, respectively, compared to standard drug doxorubicin.https://www.mdpi.com/1420-3049/25/9/2051cyclocondensation reactionbenzodiazepine<i>N</i>-heterocyclescytotoxic activity |
| spellingShingle | Islam H. El Azab Nadia A.A. Elkanzi An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity Molecules cyclocondensation reaction benzodiazepine <i>N</i>-heterocycles cytotoxic activity |
| title | An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity |
| title_full | An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity |
| title_fullStr | An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity |
| title_full_unstemmed | An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity |
| title_short | An Efficient Synthetic Approach Towards Benzo[<i>b</i>]pyrano[2,3-<i>e</i>][1,4]diazepines, and Their Cytotoxic Activity |
| title_sort | efficient synthetic approach towards benzo i b i pyrano 2 3 i e i 1 4 diazepines and their cytotoxic activity |
| topic | cyclocondensation reaction benzodiazepine <i>N</i>-heterocycles cytotoxic activity |
| url | https://www.mdpi.com/1420-3049/25/9/2051 |
| work_keys_str_mv | AT islamhelazab anefficientsyntheticapproachtowardsbenzoibipyrano23iei14diazepinesandtheircytotoxicactivity AT nadiaaaelkanzi anefficientsyntheticapproachtowardsbenzoibipyrano23iei14diazepinesandtheircytotoxicactivity AT islamhelazab efficientsyntheticapproachtowardsbenzoibipyrano23iei14diazepinesandtheircytotoxicactivity AT nadiaaaelkanzi efficientsyntheticapproachtowardsbenzoibipyrano23iei14diazepinesandtheircytotoxicactivity |