Pachycladins A-E, Prostate Cancer Invasion and Migration Inhibitory Eunicellin-Based Diterpenoids from the Red Sea Soft Coral Cladiella pachyclados

Pachycladins A-E, Prostate Cancer Invasion and Migration Inhibitory Eunicellin-Based Diterpenoids from the Red Sea Soft Coral Cladiella pachyclados
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DOI:
10.1021/np900787p
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发表时间:
2010-05-01
影响因子:
5.1
通讯作者:
El Sayed, Khalid A.
El Sayed, Khalid A.
中科院分区:
生物学2区
文献类型:
--
作者:
Hassan, Hossam M.;Khanfar, Mohammad A.;El Sayed, Khalid A.

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Alcyonaria物种是重要的海洋无脊椎动物类,产生丰富的化学多样性的生物活性二萜。这些物质的例子是有效的微管破坏剂珊瑚素和五加素。Cladiella属已被证明是细胞毒性的基于单胞菌素的二萜类化合物的丰富来源。从红海软珊瑚Cladiella pachyclados中分离得到5个新的eunicellin二萜化合物,命名为pachycladins A-E(1-5)。还鉴定了已知的硬藻素A、克拉迪菌素、3-乙酰基克拉迪菌素、3,6-二乙酰基克拉迪菌素、(+)-聚蒽酮A、klysimplexin G、klysimplexin E、硬藻素F甲醚、(6 Z)-克拉迪菌素(克拉迪菌素-6Z,11(17)-二烯-3-醇)、硬藻素13和patagonicol。分离的化合物的结构通过对其光谱数据的广泛解释来阐明。评价这些化合物抑制前列腺癌细胞PC-3的生长、增殖、侵袭和迁移的能力。一些新的代谢产物表现出显着的抗侵袭活性。
Alcyonaria species are among the important marine invertebrate classes that produce a wealth of chemically diverse bioactive diterpenes. Examples of these are the potent microtubule disruptor sarcodictyins and eleutherobin. The genus Cladiella has proven to be a rich source of cytotoxic eunicellin-based diterpenoids. Five new eunicellin diterpenes, pachycladins A-E (1-5), were isolated from the Red Sea soft coral Cladiella pachyclados. The known sclerophytin A Cladiellisin, 3-acetylcladiellisin, 3,6-diacetylcladiellisin, (+)-polyanthelin A, klysimplexin G, klysimplexin E, sclerophytin F methyl ether, (6Z)-cladiellin (cladiella-6Z,11(17)-dien-3-ol), sclerophytin 13, and patagonicol were also identified. The structures of the isolated compounds were elucidated by extensive interpretation of their spectroscopic data. These compounds were evaluated for their ability to inhibit growth, proliferation, invasion, and migration of the prostate cancer cells PC-3. Some of the new metabolites exhibited significant anti-invasive activity.