A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones

Abdissa N, Heydenreich M, Midiwo JO, Ndakala A, Majer Z, Neumann B, Stammler H-G, Sewald N, Yenesew A (2014)
Phytochemistry Letters 9: 67-73.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
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Abstract / Bemerkung
Phytochemical investigation of the dichloromethane/methanol (1:1) extract of the roots of Bulbine frutescens led to the isolation of a new xanthone, 8-hydroxy-6-methylxanthone-1-carboxylic acid (1) and a new phenylanthraquinone, 6',8-O-dimethylknipholone (2) along with six known compounds. The structures were elucidated on the basis of NMR and MS spectral data analyses. The structure of compound 1 was confirmed through X-ray crystallography which was then used as a reference to propose the revision of the structures of six seco-anthraquinones into xanthones. The isolated compounds were evaluated for cytotoxicity against human cervix carcinoma KB-3-1 cells with the phenylanthraquinone knipholone being the most active (IC50 = 0.43 mu M). Two semi-synthetic knipholone derivatives, knipholone Mannich base and knipholone-1,3-oxazine, were prepared and tested for cytotoxic activity; both showed moderate activities (IC50 value of 1.89 and 2.50 mu M, respectively). (C) 2014 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
Erscheinungsjahr
Zeitschriftentitel
Phytochemistry Letters
Band
9
Seite
67-73
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Abdissa N, Heydenreich M, Midiwo JO, et al. A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones. Phytochemistry Letters. 2014;9:67-73.
Abdissa, N., Heydenreich, M., Midiwo, J. O., Ndakala, A., Majer, Z., Neumann, B., Stammler, H. - G., et al. (2014). A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones. Phytochemistry Letters, 9, 67-73. doi:10.1016/j.phytol.2014.04.004
Abdissa, N., Heydenreich, M., Midiwo, J. O., Ndakala, A., Majer, Z., Neumann, B., Stammler, H. - G., Sewald, N., and Yenesew, A. (2014). A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones. Phytochemistry Letters 9, 67-73.
Abdissa, N., et al., 2014. A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones. Phytochemistry Letters, 9, p 67-73.
N. Abdissa, et al., “A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones”, Phytochemistry Letters, vol. 9, 2014, pp. 67-73.
Abdissa, N., Heydenreich, M., Midiwo, J.O., Ndakala, A., Majer, Z., Neumann, B., Stammler, H.-G., Sewald, N., Yenesew, A.: A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones. Phytochemistry Letters. 9, 67-73 (2014).
Abdissa, Negera, Heydenreich, Matthias, Midiwo, Jacob O., Ndakala, Albert, Majer, Zsuzsanna, Neumann, Beate, Stammler, Hans-Georg, Sewald, Norbert, and Yenesew, Abiy. “A xanthone and a phenylanthraquinone from the roots of Bulbine frutescens, and the revision of six seco-anthraquinones into xanthones”. Phytochemistry Letters 9 (2014): 67-73.