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Anthraquinones of the lichenAsahinea chrysantha

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Abstract

From a hexane extract of the dry lichen we have isolated six anthraquinones: chrysophanol (I), islandicin (II), cynodontin (III), emodin (IV), a tetrahydroxymethylanthraquinone (V), and a pentahydroxymethylanthraquinone (VI). The structures of (I) and (IV) were confirmed by direct comparison with authentic samples. The structures of (II) and (III) were established by the aid of UV, IR, PMR, and mass spectra. Pigments (V) and (VI) were isolated from a carbonate extract. Pigment (V): mp > 320°C; UV spectrum (nm) 258, 283, 310, 447, 500, 533; mass spectrum: 286 (M+ 100%), 270, 258, 257, 241, 229, 216, 213, 212, 211, 201, 161, 155, 137, 115, 105, 97. Pigment (VI): mp 315°C; UV spectrum (nm): 247, 261, 302, 500, 540, 565, 578; IR spectrum (cm−1): 1587, 3492; mass spectrum: 302 (M+, 100%), 286, 274, 245, 228, and the metastable ions 248.6, 219.1, and 192.5. The positions of the β-hydroxyls in the molecules of (V) and (VI) have not been definitively established.

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Authors
  1. N. P. Mishchenko
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  2. L. S. Stepanenko
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  3. O. E. Krivoshchekova
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  4. O. B. Maksimov
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Additional information

Pacific Ocean Institute of Bioorganic Chemistry of the Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 160–165, March–April, 1980.

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Mishchenko, N.P., Stepanenko, L.S., Krivoshchekova, O.E. et al. Anthraquinones of the lichenAsahinea chrysantha . Chem Nat Compd 16, 117–121 (1980). https://doi.org/10.1007/BF00638766

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  • DOI: https://doi.org/10.1007/BF00638766

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