- Biosynthesis of polyketide-terpenoid (Meroterpenoid) metabolites andibenin B and andilesin A in aspergillus variecolor
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Incorporation of 13C-labelled acetates and nethionine indicate that andibenin B (1) and andilesin A (5), C25 metabolites of Aspergillus variecolor, are biosynthesised via a mixed polyketide-terpenoid pathway, 18O-Labelling studies, and incorporation of aromatic precursors and mevalonic acids variously labelled with 13C, 2H and 18O provide evidence for the extensive oxidative and other modifications involved in the elaboration of the highly oxygenated polycyclic structures found in these metabolites. The biosynthetic interrelationships among these and other complex meroterpenoid metabolites are discussed.
- Simpson, Thomas J.,Anmed, Salman A.,McIntyre, C. Rupert,Scott, Fiona E.,Sadler, Ian H.
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p. 4013 - 4034
(2007/10/03)
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- Ring D Expansion and Aromatisation in the Biosynthesis of Nic-1, an Antifeedant Steroid from Nicandra physaloides
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Isotope administration experiments with Nicandra physaloides plants using 2H3>- and 14C3>-mevalonic acid, analysed by 2H NMR and by degradation, respectively, show that the aromatic ring-D of Nic-1 (2) is formed by ring-D expansion in a steroid precursor with oxidative inclusion of the C/D angular methyl.
- Gill, Harjit K.,Smith, Roland W.,Whiting, Donald A.
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p. 2989 - 2993
(2007/10/02)
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- A Convenient Synthesis of Isotopically Labelled Anthraquinones, Chrysophanol, Islandicin, and Emodin. Incorporation of Chrysophanol into Tajixanthone in Aspergillus variecolor
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Cycloaddition reactions of labelled 6-methoxy-3-methyl-2-pyrone (1) with naphthoquinones provide the common fungal anthraquinones, chrysophanol (2), islandicin (3), and emodin (4) suitably labelled for biosynthetic studies, as demonstrated by synthesis and incorporation of chrysophanol into the xanthone metabolite, tajixanthone (17) in Aspergillus variecolor.
- Ahmed, Salman A.,Bardshiri, Esfandiar,Simpson, Thomas J.
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p. 883 - 884
(2007/10/02)
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