Gymnochromes E 和 F，来自深海海百合 Holopus rangii 的细胞毒性菲并醌。
Gymnochromes E and F, cytotoxic phenanthroperylenequinones from a deep-water crinoid, Holopus rangii.
机构信息
Harbor Branch Oceanographic Institute at Florida Atlantic University, Center for Marine Biomedical and Biotechnology Research, 5600 US 1 Fort Pierce, Florida 34946, USA.
出版信息
J Nat Prod. 2010 Apr 23;73(4):712-5. doi: 10.1021/np900526y.
Abstract
Bioactivity-guided fractionation of metabolites from the crinoid Holopus rangii led to the discovery of two new phenanthroperylenequinone derivatives, gymnochromes E (1) and F (2). Gymnochrome E showed cytotoxic activity toward the NCI/ADR-Res with an IC(50) of 3.5 microM. It also inhibited histone deacetylase-1 with an IC(50) of 3.3 microM. Gymnochrome F was a moderate inhibitor of myeloid cell leukemia sequence 1 (MCL-1) binding to Bak. Two anthraquinone metabolites, emodic acid (4) and its new bromo derivative (5), were also isolated from the crinoid and show remarkable similarity to the phenanthroperylenequinone core, suggesting that these metabolites share the same polyketide biosynthetic pathway.
摘要
从海百合 Holopus rangii 代谢产物的生物活性导向分离中，发现了两种新的菲并[1,9-cd]吡喃并[4,3-h]醌衍生物，gymnochromes E（1）和 F（2）。Gymnochrome E 对 NCI/ADR-Res 表现出细胞毒性，IC50 为 3.5 μM。它还抑制组蛋白去乙酰化酶-1，IC50 为 3.3 μM。Gymnochrome F 是髓系细胞白血病序列 1（MCL-1）与 Bak 结合的中度抑制剂。两种蒽醌代谢物，大黄酸（4）及其新的溴代衍生物（5）也从海百合中分离出来，与菲并[1,9-cd]吡喃并[4,3-h]醌核心表现出显著的相似性，表明这些代谢物共享相同的聚酮生物合成途径。
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