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.
Department of Chemistry and School of Biological Sciences, University of Canterbury, Private Bag 4800, Christchurch, New Zealand.
Sonia A
SA
van der Sar
Gerhard
G
Lang
Maya I
MI
Mitova
John W
JW
Blunt
Anthony L J
AL
Cole
Nicholas
N
Cummings
Gill
G
Ellis
Murray H G
MH
Munro
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