Chlorosphaerolactylates A-D: Natural Lactylates of Chlorinated Fatty Acids Isolated from the Cyanobacterium Sphaerospermopsis sp. LEGE 00249.

Autor:	Gutiérrez-Del-Río I; Departamento de Biología Funcional), IUOPA (Instituto Universitario de Oncología del Principado de Asturias), IISPA (Instituto de Investigación Sanitaria del Principado de Asturias), Research Unit 'Biotechnology in Nutraceuticals and Bioactive Compounds-BIONUC', Universidad de Oviedo (Área de Microbiología, 3, Oviedo, Spain., Brugerolle de Fraissinette N; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal., Castelo-Branco R; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal., Oliveira F; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal., Morais J; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal., Redondo-Blanco S; Departamento de Biología Funcional), IUOPA (Instituto Universitario de Oncología del Principado de Asturias), IISPA (Instituto de Investigación Sanitaria del Principado de Asturias), Research Unit 'Biotechnology in Nutraceuticals and Bioactive Compounds-BIONUC', Universidad de Oviedo (Área de Microbiología, 3, Oviedo, Spain., Villar CJ; Departamento de Biología Funcional), IUOPA (Instituto Universitario de Oncología del Principado de Asturias), IISPA (Instituto de Investigación Sanitaria del Principado de Asturias), Research Unit 'Biotechnology in Nutraceuticals and Bioactive Compounds-BIONUC', Universidad de Oviedo (Área de Microbiología, 3, Oviedo, Spain., Iglesias MJ; Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Ctra. Sacramento s/n, 04120, Almería, Spain., Soengas R; Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Ctra. Sacramento s/n, 04120, Almería, Spain., Cepas V; ISGlobal, Hospital Clínic, Universitat de Barcelona, 08036, Barcelona, Spain., Cubillos YL; ISGlobal, Hospital Clínic, Universitat de Barcelona, 08036, Barcelona, Spain., Sampietro G; Fotosintetica & Microbiologica S.r.l., Via dei Della Robbia 54, 50132 Firenze, Italy., Rodolfi L; Fotosintetica & Microbiologica S.r.l., Via dei Della Robbia 54, 50132 Firenze, Italy., Lombó F; Departamento de Biología Funcional), IUOPA (Instituto Universitario de Oncología del Principado de Asturias), IISPA (Instituto de Investigación Sanitaria del Principado de Asturias), Research Unit 'Biotechnology in Nutraceuticals and Bioactive Compounds-BIONUC', Universidad de Oviedo (Área de Microbiología, 3, Oviedo, Spain., González SMS; ISGlobal, Hospital Clínic, Universitat de Barcelona, 08036, Barcelona, Spain., López Ortiz F; Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Ctra. Sacramento s/n, 04120, Almería, Spain., Vasconcelos V; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal.; Faculdade de Ciências, Universidade do Porto, Rua do Campo Alegre, Edifício FC4, 4169-007 Porto, Portugal., Reis MA; Interdisciplinary Centre of Marine and Environmental Research (CIIMAR/CIMAR), Terminal de Cruzeiros do Porto de Leixões, University of Porto, 4450-208 Matosinhos, Portugal.
Jazyk:	angličtina
Zdroj:	Journal of natural products [J Nat Prod] 2020 Jun 26; Vol. 83 (6), pp. 1885-1890. Date of Electronic Publication: 2020 Jun 01.
DOI:	10.1021/acs.jnatprod.0c00072
Abstrakt:	Four natural lactylates of chlorinated fatty acids, 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 data sets 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 showed a weak inhibitory effect on the growth of Staphylococcus aureus S54F9 and Candida parapsilosis SMI416, as well as on the biofilm formation of coagulase-negative Staphylococcus hominis FI31.
Databáze:	MEDLINE
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