6533b829fe1ef96bd128a353
RESEARCH PRODUCT
Bridged Epipolythiodiketopiperazines from Penicillium raciborskii, an Endophytic Fungus of Rhododendron tomentosum Harmaja
Hans-georg SahlPere PicartAri TurpeinenMarena KajulaJanne A. IhalainenMysore V. TejesviAnna Maria PirttiläSampo MattilaAri TolonenJuho HokkanenJoshua M. WardHeikki Häkkänensubject
0301 basic medicineAntifungalAntifungal AgentsRhododendronnatural productsmedicine.drug_classPenicillium raciborskiiRhododendron tomentosumPharmaceutical ScienceBiology01 natural sciencesPiperazinesAnalytical Chemistry03 medical and health scienceschemistry.chemical_compoundDrug DiscoveryBotanymedicinePenicillium raciborskiiNuclear Magnetic Resonance Biomolecularta317PharmacologyNatural productMolecular Structure010405 organic chemistryOrganic ChemistryPenicilliumta1182Rhododendron tomentosumEndophytic fungusepipolythiodiketopiperazinesbiology.organism_classification3. Good health0104 chemical sciences030104 developmental biologyComplementary and alternative medicinechemistryMolecular MedicineRhododendron tomentosum HarmajaOutovirin Cantifungalsdescription
Three new epithiodiketopiperazine natural products [outovirin A (1), outovirin B (2), and outovirin C (3)] resembling the antifungal natural product gliovirin have been identified in extracts of Penicillium raciborskii, an endophytic fungus isolated from Rhododendron tomentosum. The compounds are unusual for their class in that they possess sulfide bridges between α- and β-carbons rather than the typical α-α bridging. To our knowledge, outovirin A represents the first reported naturally produced epimonothiodiketopiperazine, and antifungal outovirin C is the first reported trisulfide gliovirin-like compound. This report describes the identification and structural elucidation of the compounds by LC-MS/MS and NMR.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-04-09 | Journal of Natural Products |