Decaspirones A−E, Bioactive Spirodioxynaphthalenes from the Freshwater Aquatic Fungus Decaisnella thyridioides
- 20 November 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 69 (12), 1667-1671
- https://doi.org/10.1021/np060385k
Abstract
Decaspirones A−E (1−5), five new compounds related to the palmarumycins, were isolated from cultures of the freshwater aquatic fungal species Decaisnella thyridioides. The known compound palmarumycin CP1 (6) was also obtained. The structures of 1−5 were determined by analysis of NMR and MS data, and their relative configurations were assigned by analysis of 1H NMR J-values and NOESY data. The structure of the lead compound 1 was confirmed by X-ray crystallographic analysis. Compounds 1−5 possess a trans ring fusion not previously reported in members of this structural class. The absolute configuration of 1 was assigned using the modified Mosher method. Compounds 1−5 showed potent antifungal and antibacterial activity.Keywords
This publication has 9 references indexed in Scilit:
- Decaspirones F−I, Bioactive Secondary Metabolites from the Saprophytic Fungus Helicoma viridisJournal of Natural Products, 2006
- Altenuene Derivatives from an Unidentified Freshwater Fungus in the Family TubeufiaceaeJournal of Natural Products, 2006
- Ophiocerins A−D and Ophioceric Acid: Tetrahydropyran Derivatives and an Africane Sesquiterpenoid from the Freshwater Aquatic Fungus Ophioceras venezuelenseJournal of Natural Products, 2005
- Annularins A−H: New Polyketide Metabolites from the Freshwater Aquatic Fungus Annulatascus triseptatusJournal of Natural Products, 2003
- Biologically Active Polyketide Metabolites from an Undetermined Fungicolous Hyphomycete Resembling CladosporiumJournal of Natural Products, 2002
- Biosynthesis of Cladospirone Bisepoxide, A Member of the Spirobisnaphthalene Family.The Journal of Antibiotics, 2000
- Biologically active metabolites from fungi, 9. New palmarumycins CP4a and CP5 from Coniothyrium palmarum: Structure elucidation, crystal structure analysis and determination of the absolute configuration by CD calculationsTetrahedron, 1997
- Cladospirone bisepoxide: Definite structure assignment including absolute configuration and selective chemical transformationsTetrahedron, 1995
- High-field FT NMR application of Mosher's method. The absolute configurations of marine terpenoidsJournal of the American Chemical Society, 1991