Antibacterial alkaloids from Zanthoxylum rhoifolium.
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.
de A  Gonzaga
Wellington
W
Weber
Andréia D
AD
Giacomelli
Sandro R
SR
Dalcol
Ionara I
II
Hoelzel
Solange C S
SC
Morel
Ademir F
AF
D000470:Alkaloids / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D006801:Humans; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D018547:Plant Stems; D032106:Zanthoxylum
D000470:Alkaloids; D000900:Anti-Bacterial Agents; D010936:Plant Extracts