Abstract
In order to purify enough material for establishing the absolute stereochemistry of
the new antifungal metabolite 3,6,8-trihydroxy-3-[3,5-dimethyl-2-oxo-3(E)-heptenyl]-2,3-dihydronaphthalen-1(4H)-one produced by Keissleriella sp., a marine filamentous fungus (strain number: YS 4108) [1], a repeated growth and fractionation of the fungal culture was performed to give
instead a new antimicrobial metabolite, keisslone (1), the structure of which was elucidated on the basis of spectral analyses including
homo- and hetero-nuclear correlation NMR experiments (HMQC, COSY, NOESY and HMBC).
The absolute configuration of metabolite 1 was determined mainly by its CD data and NOESY spectrum. The compound 1 was shown to be inhibitory against the human pathogenic fungi Candida albicans, Trichophyton rubrum and Aspergillus niger with MICs of 50, 70, 40 μg/mL, respectively.
Abstract
In order to purify enough material for establishing the absolute stereochemistry of
the new antifungal metabolite 3,6,8-trihydroxy-3-[3,5-dimethyl-2-oxo-3(E)-heptenyl]-2,3-dihydronaphthalen-1(4H)-one produced by Keissleriella sp., a marine filamentous fungus (strain number: YS 4108) [1], a repeated growth and fractionation of the fungal culture was performed to give
instead a new antimicrobial metabolite, keisslone (1), the structure of which was elucidated on the basis of spectral analyses including
homo- and hetero-nuclear correlation NMR experiments (HMQC, COSY, NOESY and HMBC).
The absolute configuration of metabolite 1 was determined mainly by its CD data and NOESY spectrum. The compound 1 was shown to be inhibitory against the human pathogenic fungi Candida albicans, Trichophyton rubrum and Aspergillus niger with MICs of 50, 70, 40 μg/mL, respectively.
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Prof. Dr. Ren Xiang Tan
Institute of Functional Biomolecules
Nanjing University
Nanjing 21093
P. R. China
Email: rxtan@netra.nju.edu.cn
Phone: +86-25-3592945
Fax: +86-25-3302728
