Bromopyrrole alkaloids from a marine sponge Agelas sp.
Five new bromopyrrole alkaloids, 2-bromokeramadine (1), 2-bromo-9,10-dihydrokeramadine (2), tauroacidins C (3) and D (4), and mukanadin G (5), were isolated from an Okinawan marine sponge Agelas sp. The structures of 1-5 were elucidated on the basis of spectroscopic data and conformational analysis. Mukanadin G (5) has a tricyclic skeleton consisting of a fused tetrahydrobenzaminoimidazole and 2,5-dioxopyrrolidine moieties. Antimicrobial activities of 1-3, and 5 as well as three related known bromopyrrole alkaloids, keramadine (6), tauroacidin A (7), and taurodispacamide A (8) were evaluated.
Graduate School of Pharmaceutical Sciences, Hokkaido University.
Taishi
T
Kusama
Naonobu
N
Tanaka
Azusa
A
Takahashi-Nakaguchi
Tohru
T
Gonoi
Jane
J
Fromont
Jun'ichi
J
Kobayashi
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000470:Alkaloids; D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D006842:Hydrocarbons, Brominated; D011758:Pyrroles