New nitro-benzo[c]phenanthridine and indolopyridoquinazoline alkaloids from Zanthoxylum atchoum |
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| Institution: | 1. Groupe « isolement et structure », institut de chimie moléculaire de Reims, CNRS UMR 7312, CPCBAI, bâtiment 18, moulin de la Housse, BP 1039, 51687 Reims cedex, France;2. Laboratoire de chimie organique biologique, université FHB Cocody-Abidjan, 22 BP 582, Abidjan, Cote d’Ivoire;3. Service commun d’analyses, institut de chimie moléculaire de Reims (ICMR), CNRS UMR 7312, bâtiment 18, BP 1039, 51687 Reims cedex 2, France;4. Laboratoire de microbiologie, EA « biomatériaux et inflammation en site osseux », UFR de pharmacie, 1, rue du Maréchal-Juin, 51096 Reims cedex, France |
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| Abstract: | The first phytochemical investigation of the roots of Zanthoxylum atchoum has led to the isolation of two new nitro-benzoc]phenanthridine alkaloids 6-nitronitidine (1) and 6-nitro-8-methoxy-7,8-dihydronitidine (2), two new salts of indolopyridoquinazoline alkaloids 3-hydroxy-8,13-dihydro-14-methyl-5-oxo-7H-indolo2’,3’:3,4]pyrido2,1-b]quinazolin-14-ium (3) and its zwitterionic form 3-phenolate-8,13-dihydro-14-methyl-5-oxo-7H-indolo2’,3’:3,4]pyrido2,1-b]quinazolin-14-ium (4) along with 18 (5–22) known compounds. Their chemical structures were elucidated by spectroscopic analysis including 1D and 2D NMR and MS techniques. This is the first report of the nitro group on the biosynthesis of the natural benzoc]phenantridine alkaloids. Compound 2 exhibited potent antibacterial activity against Staphylococcus aureus of MIC50 = 4 μg·mL?1. |
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| Keywords: | Rutaceae Alkaloids Benzophenanthridines Indolopyridoquinazolines Rutaceae Alcaloïdes Benzophénanthridines Indolopyridoquinazolines |
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