One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile
A series of novel 7-substituted-5-(1<i>H</i>-indol-3-<i>yl</i>)tetrazolo[1,5-a]pyrimidine-6-carbonitrile was synthesized via a one-pot, three-multicomponent reaction of appropriate aldehydes, 1<i>H</i>-tetrazole-5-amine and 3-cyanoacetyl indole in catalytic trieth...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2020-01-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/25/2/255 |
| _version_ | 1818388805836603392 |
|---|---|
| author | Mohamed A. A. Radwan Fahad M. Alminderej Hanem M. Awad |
| author_facet | Mohamed A. A. Radwan Fahad M. Alminderej Hanem M. Awad |
| author_sort | Mohamed A. A. Radwan |
| collection | DOAJ |
| description | A series of novel 7-substituted-5-(1<i>H</i>-indol-3-<i>yl</i>)tetrazolo[1,5-a]pyrimidine-6-carbonitrile was synthesized via a one-pot, three-multicomponent reaction of appropriate aldehydes, 1<i>H</i>-tetrazole-5-amine and 3-cyanoacetyl indole in catalytic triethylamine. The cytotoxic activity of the new synthesized tetrazolopyrimidine-6-carbonitrile compounds was investigated against HCT-116, MCF-7, MDA-MB-231, A549 human cancer cell lines and one human healthy normal cell line (RPE-1) using the MTT cytotoxicity assay. Compounds <b>4h</b>, <b>4b</b>, <b>4c</b>, <b>4i</b> and <b>4a</b> showed potent anticancer activities against human colon cancer. Additionally, all the compounds showed potent anticancer activities on human lung cancer. |
| first_indexed | 2024-12-14T04:31:41Z |
| format | Article |
| id | doaj.art-bcd6301ca6bf4eaba69098511bd2fcc3 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-14T04:31:41Z |
| publishDate | 2020-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-bcd6301ca6bf4eaba69098511bd2fcc32022-12-21T23:17:04ZengMDPI AGMolecules1420-30492020-01-0125225510.3390/molecules25020255molecules25020255One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-CarbonitrileMohamed A. A. Radwan0Fahad M. Alminderej1Hanem M. Awad2Department of Chemistry, College of Science, Qassim University, Buraydah 51452, Saudi ArabiaDepartment of Chemistry, College of Science, Qassim University, Buraydah 51452, Saudi ArabiaTanning Materials and Leather Technology Department, National Research Centre, El-Behouth St, Dokki, Cairo 12311, EgyptA series of novel 7-substituted-5-(1<i>H</i>-indol-3-<i>yl</i>)tetrazolo[1,5-a]pyrimidine-6-carbonitrile was synthesized via a one-pot, three-multicomponent reaction of appropriate aldehydes, 1<i>H</i>-tetrazole-5-amine and 3-cyanoacetyl indole in catalytic triethylamine. The cytotoxic activity of the new synthesized tetrazolopyrimidine-6-carbonitrile compounds was investigated against HCT-116, MCF-7, MDA-MB-231, A549 human cancer cell lines and one human healthy normal cell line (RPE-1) using the MTT cytotoxicity assay. Compounds <b>4h</b>, <b>4b</b>, <b>4c</b>, <b>4i</b> and <b>4a</b> showed potent anticancer activities against human colon cancer. Additionally, all the compounds showed potent anticancer activities on human lung cancer.https://www.mdpi.com/1420-3049/25/2/255indoletetrazolepyrimidinemulticomponent reaction (mcrs)cytotoxicityhct-116mcf-7mda-mb-231a549 |
| spellingShingle | Mohamed A. A. Radwan Fahad M. Alminderej Hanem M. Awad One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile Molecules indole tetrazole pyrimidine multicomponent reaction (mcrs) cytotoxicity hct-116 mcf-7 mda-mb-231 a549 |
| title | One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile |
| title_full | One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile |
| title_fullStr | One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile |
| title_full_unstemmed | One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile |
| title_short | One-Pot Multicomponent Synthesis and Cytotoxic Evaluation of Novel 7-Substituted-5-(1<i>H</i>-Indol-3-yl)Tetrazolo[1,5-a] Pyrimidine-6-Carbonitrile |
| title_sort | one pot multicomponent synthesis and cytotoxic evaluation of novel 7 substituted 5 1 i h i indol 3 yl tetrazolo 1 5 a pyrimidine 6 carbonitrile |
| topic | indole tetrazole pyrimidine multicomponent reaction (mcrs) cytotoxicity hct-116 mcf-7 mda-mb-231 a549 |
| url | https://www.mdpi.com/1420-3049/25/2/255 |
| work_keys_str_mv | AT mohamedaaradwan onepotmulticomponentsynthesisandcytotoxicevaluationofnovel7substituted51ihiindol3yltetrazolo15apyrimidine6carbonitrile AT fahadmalminderej onepotmulticomponentsynthesisandcytotoxicevaluationofnovel7substituted51ihiindol3yltetrazolo15apyrimidine6carbonitrile AT hanemmawad onepotmulticomponentsynthesisandcytotoxicevaluationofnovel7substituted51ihiindol3yltetrazolo15apyrimidine6carbonitrile |