4 research outputs found

    Indium-mediated allylation and Reformatsky reaction on glyoxylic oximes under ultrasound irradiation

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    A novel and more convenient method for the indium-promoted allylation of glyoxylic oximes based on the use of ultrasonic waves is reported. A similar procedure was used to develop the first example reported in the literature of an indium-mediated Reformatsky reaction on oxime ethersThis work was supported by the Spanish Ministry of Science and Innovation (CTQ2008-06493 and CTQ2009-08490). A.M.E. thanks the Spanish Ministry of Science and Innovation for an FPU grantS

    New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study

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    We present the synthesis and structural study of a new peptidomimetic of morphiceptin, which can formally be considered as the result of the replacement of the central proline residue of this natural analgesic drug with a subunit of (1S,2R,3S,4S,5R)-2-amino-3,4,5-trihydroxycyclopentane-1-carboxylic acid, previously obtained from L-idose. An optimized synthesis of this trihydroxylated cispentacin derivative is also reported. Molecular docking calculations on the target receptor support a favorable role of the hydroxy substituents of the non-natural β-amino acid incorporated into the peptidomimeticThis work has received financial support from the Spanish Ministry of Science and Innovation (CTQ2009-08490), the Xunta de Galicia (Centro Singular de Investigación de Galicia, Centro singular de investigación de Galicia accreditation 2019-2022, ED431G 2019/03; Project CN2011/037, project ED431C 2018/04 and Project GRC2014/040), the Principado de Asturias (FICYT IDI/2018/000181) and the European Union (European Regional Development Fund-ERDF). Partial financial support by Arcelor Mittal (R&D-Principado de Asturias; FUO-286-18). Conicyt research fellowship to ML (PFCHA/Doctorado Nacional/2018-21180427)S

    Chlorosphaerolactylates A-D: The Natural Chlorinated Lactylates Isolated from the Portuguese Cyanobacterium Sphaerospermopsis Sp. LEGE 00249

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    The unprecedented natural chlorinated lactylates, chlorosphaerolactylates A-D (1-4), were isolated from the methanolic extract of the cyanobacterium Sphaerospermopsis sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds 1-4 are esters of (mono-, di- or tri-)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry datasets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal and antibiofilm properties using bacterial and fungal clinical isolates. Compounds 1-4 inhibited the growth of Staphylococcus aureus S54F9 and Candida parapsilosis SMI416, as well as, affected the biofilm formation of coagulase-negative Staphylococcus hominis FI31
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