Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 15, Issue 43, Pages 11573-11580Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200901556
Keywords
Malbranchea sulfurea; mass spectrometry; natural products; NMR spectroscopy; polyketides
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Funding
- National Science Council, Taiwan
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Six photosensitive polyketides, malbranpyrroles A-F, were discovered from the thermophilic fungus Malbranchea sulfurea by using intact-cell desorption/ionization on silicon mass (ICD-MS) and LC-SPE-NMR. These two strategies facilitate the searching and structural determination of unstable natural products. The ICD-MS indicated that only brown hyphae of M. sulfurea can produce malbranpyrroles. The biosynthetic pathway of malbranpyrroles was evidenced by C-13 isotope precursors and amino acid feeding experiments. The cytotoxicity data revealed that the conformation of the conjugated system in malbranpyrroles does not affect cytotoxic potency against cancer cell lines. In addition, the chlorine atom was shown to be the pharmacophore for cytotoxicity.
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