An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening
A new series of indole-based pyranoquinoline derivatives P1–24 has been synthesized by a one-pot cyclocondensation reaction of 2-(4-substituted)phenyl-N-allyl-indole-3-carbaldehydes 1a–d; active methylenes 2a–c; and 4-hydroxy-1-substituted quinolin-2(1H)-one 3a–b catalysed by an organocatalyst tetra...
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| Format: | Article |
| Language: | English |
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The Royal Society
2017-01-01
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| Series: | Royal Society Open Science |
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| Online Access: | https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170764 |
| _version_ | 1819008152993005568 |
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| author | Pratibha Prasad Pratik G. Shobhashana Manish P. Patel |
| author_facet | Pratibha Prasad Pratik G. Shobhashana Manish P. Patel |
| author_sort | Pratibha Prasad |
| collection | DOAJ |
| description | A new series of indole-based pyranoquinoline derivatives P1–24 has been synthesized by a one-pot cyclocondensation reaction of 2-(4-substituted)phenyl-N-allyl-indole-3-carbaldehydes 1a–d; active methylenes 2a–c; and 4-hydroxy-1-substituted quinolin-2(1H)-one 3a–b catalysed by an organocatalyst tetra-n-butylammonium fluoride (TBAF) in aqueous ethanol. The easy experimental procedure of the reaction leads to excellent yields of pyranoquinoline derivatives. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than standard drugs as evident from the structural activity relationship study. |
| first_indexed | 2024-12-21T00:35:56Z |
| format | Article |
| id | doaj.art-bd1d82a4557b46e1b2a1c643f5fe3448 |
| institution | Directory Open Access Journal |
| issn | 2054-5703 |
| language | English |
| last_indexed | 2024-12-21T00:35:56Z |
| publishDate | 2017-01-01 |
| publisher | The Royal Society |
| record_format | Article |
| series | Royal Society Open Science |
| spelling | doaj.art-bd1d82a4557b46e1b2a1c643f5fe34482022-12-21T19:21:48ZengThe Royal SocietyRoyal Society Open Science2054-57032017-01-0141110.1098/rsos.170764170764An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screeningPratibha PrasadPratik G. ShobhashanaManish P. PatelA new series of indole-based pyranoquinoline derivatives P1–24 has been synthesized by a one-pot cyclocondensation reaction of 2-(4-substituted)phenyl-N-allyl-indole-3-carbaldehydes 1a–d; active methylenes 2a–c; and 4-hydroxy-1-substituted quinolin-2(1H)-one 3a–b catalysed by an organocatalyst tetra-n-butylammonium fluoride (TBAF) in aqueous ethanol. The easy experimental procedure of the reaction leads to excellent yields of pyranoquinoline derivatives. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than standard drugs as evident from the structural activity relationship study.https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170764quinolineindoletetra-n-butylammonium fluoride (tbaf)anti-microbial activity |
| spellingShingle | Pratibha Prasad Pratik G. Shobhashana Manish P. Patel An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening Royal Society Open Science quinoline indole tetra-n-butylammonium fluoride (tbaf) anti-microbial activity |
| title | An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening |
| title_full | An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening |
| title_fullStr | An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening |
| title_full_unstemmed | An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening |
| title_short | An efficient synthesis of 4H-pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra-n-butylammonium fluoride and their pharmacological screening |
| title_sort | efficient synthesis of 4h pyrano quinolinone derivatives catalysed by a versatile organocatalyst tetra n butylammonium fluoride and their pharmacological screening |
| topic | quinoline indole tetra-n-butylammonium fluoride (tbaf) anti-microbial activity |
| url | https://royalsocietypublishing.org/doi/pdf/10.1098/rsos.170764 |
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