New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4

Hamed A, Abdel-Razek AS, Frese M, Wibberg D, El-Haddad AF, Ibrahim TMA, Kalinowski J, Sewald N, Shaaban M (2017)
Zeitschrift für Naturforschung B 72(1): 53-62.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
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Abstract / Bemerkung
During our search for novel bioactive compounds from extremophilic actinomycetes, the new Streptomyces griseorubens sp. ASMR4 was isolated from a soft coral collected in the Red Sea at the Hurghada coast, Egypt, and characterized taxonomically. It was fermented on large scale using a modified solid rice medium as the first example for actinomycetes so far. Work-up and purification of the strain extract using different chromatographic techniques afforded the new oxaphenalene derivative, 8-hydroxy-2-(2-hydroxypropyl)-7-acetyl-1-oxaphenalene (1a), together with seven known metabolites: ferulic acid (2), glycerol linoleate, linoleic acid methyl ester, (3R,4R)-3,4-dihydroxy-3-methylpentan-2-one/(3S,4R)-3,4-dihydroxy-3-methylpentan-2-one, anthranilic acid, phenylacetic acid, and benzoic acid. The chemical structure of the new compound (1a) was confirmed by extensive 1D and 2D NMR spectroscopy, high-resolution electron impact mass measurements, and by comparison with literature data. The antimicrobial activity of the strain extract and compounds 1a and 2 were studied using a panel of pathogenic microorganisms. The in vitro cytotoxicity of the bacterial extract was studied against the human cervix carcinoma cell line (KB-3-1) and its multidrug-resistant subclone (KB-V1).
Erscheinungsjahr
Zeitschriftentitel
Zeitschrift für Naturforschung B
Band
72
Ausgabe
1
Seite(n)
53-62
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Hamed A, Abdel-Razek AS, Frese M, et al. New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4. Zeitschrift für Naturforschung B. 2017;72(1):53-62.
Hamed, A., Abdel-Razek, A. S., Frese, M., Wibberg, D., El-Haddad, A. F., Ibrahim, T. M. A., Kalinowski, J., et al. (2017). New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4. Zeitschrift für Naturforschung B, 72(1), 53-62. doi:10.1515/znb-2016-0145
Hamed, A., Abdel-Razek, A. S., Frese, M., Wibberg, D., El-Haddad, A. F., Ibrahim, T. M. A., Kalinowski, J., Sewald, N., and Shaaban, M. (2017). New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4. Zeitschrift für Naturforschung B 72, 53-62.
Hamed, A., et al., 2017. New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4. Zeitschrift für Naturforschung B, 72(1), p 53-62.
A. Hamed, et al., “New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4”, Zeitschrift für Naturforschung B, vol. 72, 2017, pp. 53-62.
Hamed, A., Abdel-Razek, A.S., Frese, M., Wibberg, D., El-Haddad, A.F., Ibrahim, T.M.A., Kalinowski, J., Sewald, N., Shaaban, M.: New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4. Zeitschrift für Naturforschung B. 72, 53-62 (2017).
Hamed, Abdelaaty, Abdel-Razek, Ahmed S., Frese, Marcel, Wibberg, Daniel, El-Haddad, Atef F., Ibrahim, Tarek M. A., Kalinowski, Jörn, Sewald, Norbert, and Shaaban, Mohamed. “New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4”. Zeitschrift für Naturforschung B 72.1 (2017): 53-62.