Monodictyochromes A and B, Dimeric Xanthone Derivatives from the Marine Algicolous Fungus Monodictys putredinis

Monodictyochromes A and B, Dimeric Xanthone Derivatives from the Marine Algicolous Fungus Monodictys putredinis
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DOI:
10.1021/np800392w
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发表时间:
2008-11-01
影响因子:
5.1
通讯作者:
Koenig, Gabriele M.
Koenig, Gabriele M.
中科院分区:
生物学2区
文献类型:
--
作者:
Pontius, Alexander;Krick, Anja;Koenig, Gabriele M.

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对海洋来源的真菌 Monodictys putredinis 的研究导致分离出两种新型二聚色满酮 (1, 2),它们由两个独特修饰的呫吨酮衍生单元组成。通过广泛的光谱测量(包括 NOE 实验和 CD 分析)来推断结构,从而阐明了这些结构。检查了化合物 (1, 2) 的癌症化学预防潜力,结果显示可抑制细胞色素 P450 1A 活性,IC50 值分别为 5.3 和 7.5 μM。此外,两种化合物在培养的小鼠 Hepa lclc7 细胞中作为 NAD(P)H:醌还原酶 (QR) 诱导剂表现出中等活性,CD 值(使 QR 比活性加倍所需的浓度)分别为 22.1 和 24.8 muM。化合物 I 抑制芳香酶活性的效力略弱于化合物 2,IC50 值为 24.4 和 16.5 μM。
Investigations of the marine-derived fungus Monodictys putredinis led to the isolation of two novel dimeric chromanones (1, 2) that consist of two uniquely modified xanthone-derived units. The structures were elucidated by extensive spectroscopic measurements including NOE experiments and CD analysis to deduce the configuration. The compounds (1, 2) were examined for their cancer chemopreventive potential and shown to inhibit cytochrome P450 1A activity with IC50 values of 5.3 and 7.5 mu M, respectively. In addition, both compounds displayed moderate activity as inducers of NAD(P)H:quinone reductase (QR) in cultured mouse Hepa lclc7 cells, with CD values (concentration required to double the specific activity of QR) of 22.1 and 24.8 mu M, respectively. Compound I was slightly less potent than compound 2 in inhibiting aromatase activity, with IC50 values of 24.4 and 16.5 mu M.