A facile synthesis of quinazolino[1,4]benzodiazepine natural alkaloids
| dc.contributor.author | Naim H. Al-Said | |
| dc.date.accessioned | 2017-05-03T09:36:45Z | |
| dc.date.available | 2017-05-03T09:36:45Z | |
| dc.date.issued | 2011-06-01 | |
| dc.description.abstract | <p>A facile and short synthesis of a series of quinazolino[[3,2-a][1,4]benzodiazepine scaffold found in several biologically active naturally occurring alkaloids, including asperlicin C, circumdatin H and benzomalvin A is reported. Coupling of [1,4]benzodiazepine with 2- nitrobenzoyl chlorides, followed by a reductive N-heterocyclization afforded the quinazolino[[3,2-a][1,4]benzodiazepine ring system. Furthermore Lewis acid (MgCl2, ZnCl2) mediated cyclodehydration of a linear tripeptide comprised of three amino acid units provided the tricyclic quinazolino[3,2-d][1,4]benzodiazepine ring system found in few biologically active natural alkaloids. This methodology, implemented with a tripeptide encompassing the sequence of anthranilic-anthranilic-tryptophan methyl ester, furnish the first total synthesis of asperlicin D.</p> | en |
| dc.description.abstract | <p>A facile and short synthesis of a series of quinazolino[[3,2-a][1,4]benzodiazepine scaffold found in several biologically active naturally occurring alkaloids, including asperlicin C, circumdatin H and benzomalvin A is reported. Coupling of [1,4]benzodiazepine with 2- nitrobenzoyl chlorides, followed by a reductive N-heterocyclization afforded the quinazolino[[3,2-a][1,4]benzodiazepine ring system. Furthermore Lewis acid (MgCl2, ZnCl2) mediated cyclodehydration of a linear tripeptide comprised of three amino acid units provided the tricyclic quinazolino[3,2-d][1,4]benzodiazepine ring system found in few biologically active natural alkaloids. This methodology, implemented with a tripeptide encompassing the sequence of anthranilic-anthranilic-tryptophan methyl ester, furnish the first total synthesis of asperlicin D.</p> | ar |
| dc.identifier.uri | https://hdl.handle.net/20.500.11888/9524 | |
| dc.title | A facile synthesis of quinazolino[1,4]benzodiazepine natural alkaloids | en |
| dc.title | A facile synthesis of quinazolino[1,4]benzodiazepine natural alkaloids | ar |
| dc.type | Other |
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