6533b859fe1ef96bd12b8205
RESEARCH PRODUCT
Terphenyl Derivatives from Allantophomopsis lycopodina.
Johannes C. LiermannLouis P. SandjoLouis P. SandjoEckhard ThinesEckhard ThinesHarald SchwalbeRicardo SchlämannJan-peter FernerTill OpatzChristian RichterAnja SchüfflerLars Andernachsubject
StereochemistryPharmaceutical ScienceAllantophomopsis lycopodina010402 general chemistry01 natural sciencesAnalytical Chemistrychemistry.chemical_compoundAscomycotaComputational chemistryTerphenylFuranTerphenyl CompoundsDrug DiscoveryStructural isomerNuclear Magnetic Resonance BiomolecularPharmacologyQuantum chemicalMolecular Structure010405 organic chemistryChemical shiftOrganic ChemistryNmr data0104 chemical sciencesComplementary and alternative medicinechemistryMolecular Medicinedescription
Three secondary fungal metabolites 1–3 with a benzo[b]naphtho[2,1-d]furan skeleton were isolated from submerged cultures of the ascomycete Allantophomopsis lycopodina. The NMR-based structure elucidation was challenging due to a low H/C ratio of only 0.64 and 0.68, respectively. NMR measurements in two different solvents and the use of NMR experiments such as HSQC-TOCSY and LR-HSQMBC proved to be helpful in this respect. The proposed structures obtained from the comprehensive analysis of the NMR data were verified by comparison of recorded and computed NMR chemical shifts from quantum chemical calculations of several constitutional isomers and were further analyzed with the aid of the DP4 and DP4+ probabilities.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-10-30 | Journal of natural products |