1. Antibacterial Alkaloids fromZanthoxylum rhoifolium
- Author
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Sandro R. Giacomelli, Andréia D. Weber, Solange C. S. M. Hoelzel, Ionara I. Dalcol, Ademir F. Morel, and Wellington de Abreu Gonzaga
- Subjects
Zanthoxylum ,Stereochemistry ,Pharmaceutical Science ,Microbial Sensitivity Tests ,Gram-Positive Bacteria ,Analytical Chemistry ,law.invention ,chemistry.chemical_compound ,Alkaloids ,Zanthoxylum rhoifolium ,law ,Gram-Negative Bacteria ,Drug Discovery ,Humans ,Pharmacology ,Xanthoxyline ,Stem bark ,Plant Stems ,biology ,Phenanthridine ,Plant Extracts ,Chemistry ,Organic Chemistry ,biology.organism_classification ,Anti-Bacterial Agents ,Complementary and alternative medicine ,Molecular Medicine ,Phytotherapy ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Two new dihydrobenzophenanthridine-type alkaloids, 6-methoxy dioxolo[4',5':4,5]benzo[c] dioxolo[4,5- j]phenanthridine (1) and 2,3,13-trimethoxy-5,11a-dihydro dioxolo[4',5':4,5]benzo[c]phenanthridine (2) were isolated from the stem bark of Zanthoxylum rhoifolium, together with four other previously known benzophenanthridine alkaloids, 6-acetonyldihydronitidine (3) [= 8-acetonyldihydronitidine], 6-acetonyldihydroavicine (4) [= 8-acetonyldihydroavicine], 6-acetonyldihydrochelerythrine (5) and xanthoxyline (6). The structures were elucidated mainly by spectroscopic methods, including 1D and 2D NMR spectroscopy. For alkaloids 1 and 2 we propose the trivial names rhoifolines A and B. The crude plant extracts and the alkaloids 3, 4 and 6 showed activity against Gram (+/-) bacteria, while the new alkaloids 1 and 2 were inactive.
- Published
- 2003
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