Diversonol and blennolide derivatives from the endophytic fungus Microdiplodia sp.: absolute configuration of diversonol.
Chemical investigation of the fungal strain Microdiplodia sp. isolated from the shrub Lycium intricatum led to the isolation of four new compounds: a hexahydroxanthone (2), a 2,3-dihydrochroman-4-one (3), a 7-oxoxanthone derivative (4), and a 1,4-oxazepan-7-one (5). The relative configurations of the new compounds were determined by intensive NMR investigations, notably NOESY experiments at different temperatures. The absolute configurations of the well-known fungal metabolite diversonol (1) and of other xanthone derivatives (3, 4) were established by means of TDDFT ECD calculations. Most of the metabolites were biologically active, with antibacterial activity against Legionella pneumophila and/or antifungal activity against Microbotryum violaceum.
Department of Chemistry, University of Paderborn, Warburger Strasse 100, 33098-Paderborn, Germany.
Imran Nafees
IN
Siddiqui
Aqib
A
Zahoor
Hidayat
H
Hussain
Ishtiaq
I
Ahmed
Viqar Uddin
VU
Ahmad
Daniele
D
Padula
Siegfried
S
Draeger
Barbara
B
Schulz
Kathrin
K
Meier
Michael
M
Steinert
Tibor
T
Kurtán
Ulrich
U
Flörke
Gennaro
G
Pescitelli
Karsten
K
Krohn
D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D001410:Bacillus megaterium / Q000187:drug effects; D001487:Basidiomycota / Q000187:drug effects; D018360:Crystallography, X-Ray; D004926:Escherichia coli / Q000187:drug effects; D016952:Legionella pneumophila / Q000187:drug effects; D032305:Lycium / Q000382:microbiology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013030:Spain; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D044004:Xanthones; C531519:blennolide C; C514121:diversonol