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(1'S)-Dehydropestalotin Sale

目录号 : GC46321

A fungal metabolite

(1'S)-Dehydropestalotin Chemical Structure

Cas No.:330582-38-2

规格 价格 库存 购买数量
1 mg
¥2,552.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

(1'S)-Dehydropestalotin is a fungal metabolite that has been found in U. craterium.1

1.Ayer, W.A., Trifonov, L.S., Hutchison, L.J., et al.Metabolites from a wood-inhabiting cup fungus, Urnula crateriumNat. Prod. Lett.14(6)405-410(2000)

Chemical Properties

Cas No. 330582-38-2 SDF
Canonical SMILES O=C1C=C(OC)C=C([C@@H](O)CCCC)O1
分子式 C11H16O4 分子量 212.2
溶解度 Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 4.7125 mL 23.5627 mL 47.1254 mL
5 mM 0.9425 mL 4.7125 mL 9.4251 mL
10 mM 0.4713 mL 2.3563 mL 4.7125 mL
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Research Update

Untargeted Metabolomics Approach for the Discovery of Environment-Related Pyran-2-ones Chemodiversity in a Marine-Sourced Penicillium restrictum

Mar Drugs 2021 Jun 29;19(7):378.PMID:34210084DOI:PMC8305465

Very little is known about chemical interactions between fungi and their mollusc host within marine environments. Here, we investigated the metabolome of a Penicillium restrictum MMS417 strain isolated from the blue mussel Mytilus edulis collected on the Loire estuary, France. Following 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. An untargeted metabolomics study was performed using principal component analysis (PCA), orthogonal projection to latent structure discriminant analysis (O-PLSDA) and molecular networking (MN). It highlighted some compounds belonging to sterols, macrolides and pyran-2-ones, which were specifically induced in marine conditions. In particular, a high chemical diversity of pyran-2-ones was found to be related to the presence of mussel extract in the culture medium. Mass spectrometry (MS)- and UV-guided purification resulted in the isolation of five new natural fungal pyran-2-one derivatives-5,6-dihydro-6S-hydroxymethyl-4-methoxy-2H-pyran-2-one (1), (6S, 1'R, 2'S)-LL-P880β (3), 5,6-dihydro-4-methoxy-6S-(1'S, 2'S-dihydroxy pent-3'(E)-enyl)-2H-pyran-2-one (4), 4-methoxy-6-(1'R, 2'S-dihydroxy pent-3'(E)-enyl)-2H-pyran-2-one (6) and 4-methoxy-2H-pyran-2-one (7)-together with the known (6S, 1'S, 2'S)-LL-P880β (2), (1'R, 2'S)-LL-P880γ (5), 5,6-dihydro-4-methoxy-2H-pyran-2-one (8), (6S, 1'S, 2'R)-LL-P880β (9), (6S, 1'S)-pestalotin (10), 1'R-dehydropestalotin (11) and 6-pentyl-4-methoxy-2H-pyran-2-one (12) from the mussel-derived culture medium extract. The structures of 1-12 were determined by 1D- and 2D-MMR experiments as well as high-resolution tandem MS, ECD and DP4 calculations. Some of these compounds were evaluated for their cytotoxic, antibacterial, antileishmanial and in-silico PTP1B inhibitory activities. These results illustrate the utility in using host-derived media for the discovery of new natural products.