Biosynthesis of phenylpropanoid amides by an endophytic Penicillium brasilianum found in root bark of Melia azedarach.
Biosynthetic studies on brasiliamides, potently convulsive and bacteriostatic compounds from an endophytic Penicillium brasilianum isolated from Melia azedarach (Meliaceae), confirms their phenylpropanoid origin, which is very uncommon in fungi. Feeding experiments with [2-(13)C]- phenylalanine indicated the incorporation of two units of this amino acid on brasiliamide structures. The first step in the phenylpropanoid pathway to those compounds was evaluated through enzymatic bioassays and confirmed the phenylalanine ammonia-lyase (PAL) participation. The metabolism of phenylalanine in this fungus is discussed.
Fill
Taicia Pacheco
TP
Departamento de Química - Universidade Federal de São Carlos - CP 676, 13.565-905 SP, Brazil.
da Silva
Bianca Ferreira
BF
Rodrigues-Fo
Edson
E
D000577:Amides / Q000737:chemistry / Q000378:metabolism*; D031586:Melia azedarach / Q000382:microbiology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000378:metabolism*; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry / Q000378:metabolism; D010650:Phenylalanine Ammonia-Lyase / Q000378:metabolism*; D018517:Plant Roots / Q000382:microbiology; D021241:Spectrometry, Mass, Electrospray Ionization
D000577:Amides; D010649:Phenylalanine; D010650:Phenylalanine Ammonia-Lyase