Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity
A series of 1-aryl-2,3,4,9-tetrahydro-1H-_-carbolines were synthesized using green ultrasonic synthetic approach in aqueous medium via the Pictet-Spengler reaction. The condensation reaction of tryptamine and various aromatic aldehydes at 80oC in aqueous medium produced the corresponding 1-aryl-2,3,...
| Principais autores: | , , , , , , |
|---|---|
| Formato: | Artigo |
| Idioma: | English |
| Publicado em: |
2020
|
| Assuntos: | |
| Acesso em linha: | https://eprints.ums.edu.my/id/eprint/26105/1/Green%20Synthesis%20of%201-Aryl-2%2C3%2C4%2C9-Tetrahydro-1H-B-Carbolines%20using%20Fe%28Iii%29-Montmorillonite%20and%20Study%20of%20their%20Antimicrobial%20Activity.pdf |
| _version_ | 1825713973050212352 |
|---|---|
| author | Gajjala Raghavendra Reddy, Chinta Raveendra Reddy Gopireddy Venkata Subba Reddy Pasupuleti Visweswara Rao Poola Sreelakshmi Balam Satheesh Krishna Cirandur Suresh Reddy |
| author_facet | Gajjala Raghavendra Reddy, Chinta Raveendra Reddy Gopireddy Venkata Subba Reddy Pasupuleti Visweswara Rao Poola Sreelakshmi Balam Satheesh Krishna Cirandur Suresh Reddy |
| author_sort | Gajjala Raghavendra Reddy, |
| collection | UMS |
| description | A series of 1-aryl-2,3,4,9-tetrahydro-1H-_-carbolines were synthesized using green ultrasonic synthetic approach in aqueous medium via the Pictet-Spengler reaction. The condensation reaction of tryptamine and various aromatic aldehydes at 80oC in aqueous medium produced the corresponding 1-aryl-2,3,4,9-tetrahydro-1H-β-carbolines by means of heterogeneous catalysis with Fe(III)-montmorillonite catalyst. The driving force for reaction feasibility in terms of the condensation of β-arylethylamine with the corresponding aldehyde followed by the ring closure reaction is the acidic nature of the Fe(III)-montmorillonite catalyst. The advantage of this methodology is high product yield and short reaction time compared to the conventional heating and microwave irradiation methods. The structures of synthesized compounds were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. All products were screened for their antimicrobial activity, and some compounds exhibited significant activity against selected bacteria and fungi. |
| first_indexed | 2024-03-06T03:04:51Z |
| format | Article |
| id | ums.eprints-26105 |
| institution | Universiti Malaysia Sabah |
| language | English |
| last_indexed | 2024-03-06T03:04:51Z |
| publishDate | 2020 |
| record_format | dspace |
| spelling | ums.eprints-261052020-10-16T03:27:32Z https://eprints.ums.edu.my/id/eprint/26105/ Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity Gajjala Raghavendra Reddy, Chinta Raveendra Reddy Gopireddy Venkata Subba Reddy Pasupuleti Visweswara Rao Poola Sreelakshmi Balam Satheesh Krishna Cirandur Suresh Reddy R Medicine (General) RZ Other systems of medicine A series of 1-aryl-2,3,4,9-tetrahydro-1H-_-carbolines were synthesized using green ultrasonic synthetic approach in aqueous medium via the Pictet-Spengler reaction. The condensation reaction of tryptamine and various aromatic aldehydes at 80oC in aqueous medium produced the corresponding 1-aryl-2,3,4,9-tetrahydro-1H-β-carbolines by means of heterogeneous catalysis with Fe(III)-montmorillonite catalyst. The driving force for reaction feasibility in terms of the condensation of β-arylethylamine with the corresponding aldehyde followed by the ring closure reaction is the acidic nature of the Fe(III)-montmorillonite catalyst. The advantage of this methodology is high product yield and short reaction time compared to the conventional heating and microwave irradiation methods. The structures of synthesized compounds were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. All products were screened for their antimicrobial activity, and some compounds exhibited significant activity against selected bacteria and fungi. 2020 Article PeerReviewed text en https://eprints.ums.edu.my/id/eprint/26105/1/Green%20Synthesis%20of%201-Aryl-2%2C3%2C4%2C9-Tetrahydro-1H-B-Carbolines%20using%20Fe%28Iii%29-Montmorillonite%20and%20Study%20of%20their%20Antimicrobial%20Activity.pdf Gajjala Raghavendra Reddy, and Chinta Raveendra Reddy and Gopireddy Venkata Subba Reddy and Pasupuleti Visweswara Rao and Poola Sreelakshmi and Balam Satheesh Krishna and Cirandur Suresh Reddy (2020) Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity. Pharmaceutical Chemistry Journal, 54. pp. 365-371. |
| spellingShingle | R Medicine (General) RZ Other systems of medicine Gajjala Raghavendra Reddy, Chinta Raveendra Reddy Gopireddy Venkata Subba Reddy Pasupuleti Visweswara Rao Poola Sreelakshmi Balam Satheesh Krishna Cirandur Suresh Reddy Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title | Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title_full | Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title_fullStr | Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title_full_unstemmed | Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title_short | Green Synthesis of 1-Aryl-2,3,4,9-Tetrahydro-1H-B-Carbolines using Fe(Iii)-Montmorillonite and Study of their Antimicrobial Activity |
| title_sort | green synthesis of 1 aryl 2 3 4 9 tetrahydro 1h b carbolines using fe iii montmorillonite and study of their antimicrobial activity |
| topic | R Medicine (General) RZ Other systems of medicine |
| url | https://eprints.ums.edu.my/id/eprint/26105/1/Green%20Synthesis%20of%201-Aryl-2%2C3%2C4%2C9-Tetrahydro-1H-B-Carbolines%20using%20Fe%28Iii%29-Montmorillonite%20and%20Study%20of%20their%20Antimicrobial%20Activity.pdf |
| work_keys_str_mv | AT gajjalaraghavendrareddy greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT chintaraveendrareddy greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT gopireddyvenkatasubbareddy greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT pasupuletivisweswararao greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT poolasreelakshmi greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT balamsatheeshkrishna greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity AT cirandursureshreddy greensynthesisof1aryl2349tetrahydro1hbcarbolinesusingfeiiimontmorilloniteandstudyoftheirantimicrobialactivity |