Aspochalamins A-D and aspochalasin Z produced by the endosymbiotic Fungus Aspergillus niveus LU 9575. II. Structure elucidation.
The structures of new cytochalasan fungal metabolites aspochalamins A-D have been elucidated by ESI-FTICR-MS, NMR spectroscopy, and chiral amino acid analysis. Aspochalamins A-D consist of different aspochalasin skeletons connected at position C-19 to the N terminus of the tripeptidic moiety amide anthranoyl-L-alanine-E-didehydrotryptamide. Furthermore, the structure of a new aspochalasin analog, aspochalasin Z, was derived from its molecular mass and NMR data as 10-isopropyl-14-methyl[11]-cytochalasa-6Z,13E,19E-triene-1,21-dione.
Holtzel
Alexandra
A
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany.
Schmid
Dietmar G
DG
Nicholson
Graeme J
GJ
Krastel
Philipp
P
Zeeck
Axel
A
Gebhardt
Klaus
K
Fiedler
Hans-Peter
HP
Jung
Günther
G
D000596:Amino Acids / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D001230:Aspergillus / Q000737:chemistry / Q000378:metabolism*; D003572:Cytochalasins / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D003572:Cytochalasins; C497074:aspochalamin A; C497077:aspochalamin B; C497076:aspochalamin C; C497075:aspochalamin D