2006
DOI: 10.1038/ja.2006.49
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Abstract: A fungal pigment, hypocrellin D (1), together with three known perylenequinone derivatives hypocrellin A (2), B (3) and C (4), was isolated from the fruiting bodies of Shiraia bambusicola. Its structure was elucidated on the basis of spectral data including 2D NMR experiments. Hypocrellin D (1) significantly inhibited the growth of tumor cell lines Bel-7721, A-549 and Anip-973 with IC 50 values of 1.8, 8.8, 38.4 mg/ml, respectively.

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Cited by 41 publications
(23 citation statements)
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“…1 While most of the structures are monomeric, there are several examples of natural products displaying an axially chiral binaphtho- para -quinone unit ( 2 , Figure 1) as part of their architecture. These compounds include the binaphtho- para -quinones maritinone, 2 hypocrellin D 3 and the alterporriols, 4 as well as numerous bisanthraquinones, such as bisoranjidiol 5 and skyrin. 6 The bioactivity of those biaryls and related axially or helically chiral natural products makes them attractive synthetic targets leading to a need for efficient entries to binaphthoquinones.…”
mentioning
confidence: 99%
“…1 While most of the structures are monomeric, there are several examples of natural products displaying an axially chiral binaphtho- para -quinone unit ( 2 , Figure 1) as part of their architecture. These compounds include the binaphtho- para -quinones maritinone, 2 hypocrellin D 3 and the alterporriols, 4 as well as numerous bisanthraquinones, such as bisoranjidiol 5 and skyrin. 6 The bioactivity of those biaryls and related axially or helically chiral natural products makes them attractive synthetic targets leading to a need for efficient entries to binaphthoquinones.…”
mentioning
confidence: 99%
“…[11][12][13][14][15] As summarized in Table 4, the in vitro compound inhibited the growth of cell lines BEL-7402, HCT-116 and H460 in the concentration of 30 mg ml À1 .…”
mentioning
confidence: 99%
“…14 Its structure was elucidated with MS, 13 C NMR, 1 H NMR, and 2D NMR (HMBC, ROESY) studies. It is not a perylenequinone, as it does not have the fused pentacyclic core of the other hypocrellins, but it contains the same 7-membered ring motif of hypocrellin A ( 8 ).…”
Section: Section 1: the Perylenequinone Family Of Natural Products Imentioning
confidence: 99%