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Issue 49, 2017, Issue in Progress
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Hydroquinone derivatives from the marine-derived fungus Gliomastix sp.

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Abstract

Eight new hydroquinone derivatives, gliomastins A–D (1–4), 9-O-methylgliomastin C (5), acremonin A 1-O-β-D-glucopyranoside (6), gliomastin E 1-O-β-D-glucopyranoside (7), and 6′-O-acetyl-isohomoarbutin (8), together with seven known analogues were isolated from the marine-derived fungus Gliomastix sp. Their structures were elucidated by extensive spectroscopic analysis including 1D and 2D NMR measurements aided by DFT NMR calculations as well as MS data. TDDFT-ECD and OR calculations were performed to determine the absolute configurations of 1 and the aglycones of 6 and 7. Compound 1 features a novel skeleton, biogenetically derived from a Diels–Alder reaction between derivatives of 11 and 13. Compound 2 represents a rare sulfur-containing alkaloid derived from the known hydroquinone 13. Compounds 1, 10 and 12 showed strong cytotoxicity against the L5178Y mouse lymphoma cell line with IC50 values of 1.8, 1.0 and 1.1 μM, respectively. Compound 3 exhibited moderate antitubercular activity against Mycobacterium tuberculosis with a MIC value of 12.5 μM.

Graphical abstract: Hydroquinone derivatives from the marine-derived fungus Gliomastix sp.

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Publication details

The article was received on 02 May 2017, accepted on 03 Jun 2017 and first published on 13 Jun 2017


Article type: Paper
DOI: 10.1039/C7RA04941B
Citation: RSC Adv., 2017,7, 30640-30649
  • Open access: Creative Commons BY license
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    Hydroquinone derivatives from the marine-derived fungus Gliomastix sp.

    M. S. Elnaggar, W. Ebrahim, A. Mándi, T. Kurtán, W. E. G. Müller, R. Kalscheuer, A. Singab, W. Lin, Z. Liu and P. Proksch, RSC Adv., 2017, 7, 30640
    DOI: 10.1039/C7RA04941B

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