Biosynthesis of spiro-mamakone A, a structurally unprecedented fungal metabolite.
Biosynthetic studies on spiro-mamakone A (1), a potently cytotoxic and antimicrobial compound from an endophytic fungus isolated from the New Zealand native tree Knightia excelsa (rewarewa), confirm the polyketide origins of this unique compound belonging to the spirobisnaphthalene class of compounds. The biosynthesis proceeds via an unprecedented symmetric enedione with the two halves of the molecule being formed from two separate pentaketide units connected by oxidative coupling.
van der Sar
Sonia A
SA
Department of Chemistry and School of Biological Sciences, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.
Lang
Gerhard
G
Mitova
Maya I
MI
Blunt
John W
JW
Cole
Anthony L J
AL
Cummings
Nicholas
N
Ellis
Gill
G
Munro
Murray H G
MH
D000080:Acetals; D000890:Anti-Infective Agents; D005658:Fungi / Q000378:metabolism*; D018942:Macrolides / Q000737:chemistry; D009281:Naphthalenes / Q000737:chemistry / Q000378:metabolism; D013141:Spiro Compounds / Q000737:chemistry / Q000378:metabolism
D000080:Acetals; D000890:Anti-Infective Agents; D018942:Macrolides; D009281:Naphthalenes; D013141:Spiro Compounds; C517106:spiro-mamakone A