Premalbrancheamide: synthesis, isotopic labeling, biosynthetic incorporation, and detection in cultures of Malbranchea aurantiaca.
An advanced metabolite, named premalbrancheamide, involved in the biosynthesis of malbrancheamide (1) and malbrancheamide B (2) has been synthesized in double (13)C-labeled form and was incorporated into the indole alkaloid 2 by Malbranchea aurantiaca. In addition, premalbrancheamide has been detected as a natural metabolite in cultures of M. aurantiaca. The biosynthetic implications of these experiments are discussed.
Life Sciences Institute and Department of Medicinal Chemistry, University of Michigan, 210 Washtenaw Avenue, Ann Arbor, Michigan 48109-2216, USA.
Yousong
Y
Ding
Thomas J
TJ
Greshock
Kenneth A
KA
Miller
David H
DH
Sherman
Robert M
RM
Williams
D000577:Amides / Q000737:chemistry* / Q000378:metabolism*; D007553:Isotope Labeling; D013058:Mass Spectrometry; D015394:Molecular Structure; D005810:Multigene Family / Q000235:genetics*; D020036:Onygenales / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism*
D000577:Amides