Cladoniamides A-G, tryptophan-derived alkaloids produced in culture by Streptomyces uncialis.
Cladoniamides A-G (3- 9) have been isolated from cultures of Streptomyces uncialis, and their structures have been elucidated by a combination of spectroscopic analysis and an X-ray diffraction analysis of cladoniamide A (3). The cladoniamides have unprecedented rearranged and degraded alkaloid skeletons with putative biogenetic origins from indolocarbazole precursors. Cladoniamide G (9) is cytotoxic to MCF-7 cells in vitro at 10 microg/mL.
Williams
David E
DE
Departments of Chemistry and Earth & Ocean Sciences, University of British Columbia, 2036 Main Mall, Vancouver, B.C., Canada.
Davies
Julian
J
Patrick
Brian O
BO
Bottriell
Helen
H
Tarling
Tamsin
T
Roberge
Michel
M
Andersen
Raymond J
RJ
D000470:Alkaloids / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification; D002243:Carbolines / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards; D008958:Models, Molecular; D015394:Molecular Structure; D012015:Reference Standards; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry* / Q000254:growth & development / Q000378:metabolism; D014364:Tryptophan / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification
D000470:Alkaloids; D002243:Carbolines; D014364:Tryptophan