np9b00604_si_002.cif (849.1 kB)
Sparticolins A–G, Biologically Active Oxidized Spirodioxynaphthalene Derivatives from the Ascomycete Sparticola junci
dataset
posted on 2019-10-10, 15:34 authored by Chayanard Phukhamsakda, Allan Patrick G. Macabeo, Volker Huch, Tian Cheng, Kevin D. Hyde, Marc StadlerTo explore the chemical diversity of metabolites from new species
of Dothideomycetes, the ex-type strain of Sparticola junci was investigated. Seven highly oxygenated and functionalized spirodioxynaphthalene
natural products incorporating carboxyalkylidene–cyclopentanoid
(1–4), carboxyl-functionalized oxabicyclo[3.3.0]octane
(5–6), and annelated 2-cyclopentenone/δ-lactone
(7) units, sparticolins A–G, were isolated from
submerged cultures of the fungus. Their chemical structures including
their relative (and absolute) configurations were established through
spectroscopic and X-ray crystallographic analyses. Sparticolin B (2) exhibited inhibitory activity against the Gram-positive
bacteria Bacillus subtilis, Micrococcus luteus, and Staphylococcus aureus, while sparticolin G
(7) showed antifungal activities against Schizosaccharomyces
pombe and Mucor hiemalis. All other sparticolins
were only weakly active against S. aureus and also
showed weak activities against the nematode Caenorhabditis
elegans. Compounds 2 and 7 also
showed moderate cytotoxic activities against seven mammalian cell
lines.
History
Usage metrics
Categories
Keywords
seven highly oxygenatedray crystallographic analysessparticola junci schizosaccharomyces pombe mucor hiemalis micrococcus luteus caenorhabditis elegans bacillus subtilis lactone (< bchemical structures includingstaphylococcus aureus 7 b2 baureus chemical diversityannelated 2– gweakly activetype strainsubmerged culturespositive bacterianew speciesfunctionalized oxabicyclo
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC