@article{fdi:010082576,
  title = {{U}ntargeted metabolomics approach for the discovery of environment-related pyran-2-ones chemodiversity in a marine-sourced {P}enicillium restrictum},
  author = {{L}e, {V}. {T}. and {B}ertrand, {S}. and du {P}ont, {T}. {R}. and {F}leury, {F}. and {C}aroff, {N}. and {B}ourgeade-{D}elmas, {S}andra and {G}entil, {E}. and {L}oge, {C}. and {G}enta-{J}ouve, {G}. and {G}rovel, {O}.},
  editor = {},
  language = {{ENG}},
  abstract = {{V}ery little is known about chemical interactions between fungi and their mollusc host within marine environments. {H}ere, we investigated the metabolome of a {P}enicillium restrictum {MMS}417 strain isolated from the blue mussel {M}ytilus edulis collected on the {L}oire estuary, {F}rance. {F}ollowing the {OSMAC} approach with the use of 14 culture media, the effect of salinity and of a mussel-derived medium on the metabolic expression were analysed using {HPLC}-{UV}/{DAD}-{HRMS}/{MS}. {A}n untargeted metabolomics study was performed using principal component analysis ({PCA}), orthogonal projection to latent structure discriminant analysis ({O}-{PLSDA}) and molecular networking ({MN}). {I}t highlighted some compounds belonging to sterols, macrolides and pyran-2-ones, which were specifically induced in marine conditions. {I}n particular, a high chemical diversity of pyran-2-ones was found to be related to the presence of mussel extract in the culture medium. {M}ass spectrometry ({MS})- and {UV}-guided purification resulted in the isolation of five new natural fungal pyran-2-one derivatives-5,6-dihydro-6{S}-hydroxymethyl-4-methoxy-2{H}-pyran-2-one (1), (6{S}, 1'{R}, 2'{S})-{LL}-{P}880 beta (3), 5,6-dihydro-4-methoxy-6{S}-(1'{S}, 2'{S}-dihydroxy pent-3'({E})-enyl)-2{H}-pyran-2-one (4), 4-methoxy-6-(1'{R}, 2'{S}-dihydroxy pent-3'({E})-enyl)-2{H}-pyran-2-one (6) and 4-methoxy-2{H}-pyran-2-one (7)-together with the known (6{S}, 1'{S}, 2'{S})-{LL}-{P}880 beta (2), (1'{R}, 2'{S})-{LL}-{P}880 gamma (5), 5,6-dihydro-4-methoxy-2{H}-pyran-2-one (8), (6{S}, 1'{S}, 2'{R})-{LL}-{P}880 beta (9), (6{S}, 1'{S})-pestalotin (10), 1'{R}-dehydropestalotin (11) and 6-pentyl-4-methoxy-2{H}-pyran-2-one (12) from the mussel-derived culture medium extract. {T}he structures of 1-12 were determined by 1{D}- and 2{D}-{MMR} experiments as well as high-resolution tandem {MS}, {ECD} and {DP}4 calculations. {S}ome of these compounds were evaluated for their cytotoxic, antibacterial, antileishmanial and in-silico {PTP}1{B} inhibitory activities. {T}hese results illustrate the utility in using host-derived media for the discovery of new natural products.},
  keywords = {{P}enicillium restrictum ; mussel-derived fungi ; {OSMAC} ; metabolome ; pyran-2-one ; {FRANCE} ; {L}oire estuaire},
  booktitle = {},
  journal = {{M}arine {D}rugs},
  volume = {19},
  numero = {7},
  pages = {378 [26 ]},
  year = {2021},
  DOI = {10.3390/md19070378},
  URL = {https://www.documentation.ird.fr/hor/fdi:010082576},
}