THE BASTADINS REVISITED - NEW CHEMISTRY FROM THE AUSTRALIAN MARINE SPONGE IANTHELLA-BASTA

THE BASTADINS REVISITED - NEW CHEMISTRY FROM THE AUSTRALIAN MARINE SPONGE IANTHELLA-BASTA
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DOI:
10.1071/ch9910287
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发表时间:
1991-01-01
影响因子:
1.1
通讯作者:
HAMMOND, LS
HAMMOND, LS
中科院分区:
化学4区
文献类型:
--
作者:
BUTLER, MS;LIM, TK;HAMMOND, LS

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在澳大利亚大堡礁采集的一个Ianthella basta标本中发现了溴酪氨酸四聚体bastadin-9(6a),沿着发现了一个新的结构类型bastadin-12(9a)。 通过详细的光谱分析和衍生化证实了巴斯塔丁-12(9a)的结构,并且代表了从替代氧化环化衍生的该结构类别的第一个报道的实例。 由于早期生物合成对某些巴斯塔定结构解析的论证是基于只有一种环化途径是可能的前提(导致13,32-二氧杂-4,22-二氮杂环丁烷),(9a)的发现为新的和已知的巴斯塔定的鉴定引入了一个额外的维度。 还分离和鉴定了两种新的溴酪氨酸二聚体,hemibastadin-1(10)和hemibastadin-2(11),作为它们的甲基醚。
A specimen of Ianthella basta, collected from the Great Barrier Reef, Australia, has been found to contain the recently reported tetramer of bromotyrosine, bastadin-9 (6a), along with a new example of this structure class, bastadin-12 (9a). The structure for bastadin-12 (9a) was confirmed by detailed spectroscopic analysis and derivatization, and represents the first reported example of this structure class derived from an alternative oxidative cyclization. As earlier biosynthetic arguments to the structure elucidation of some bastadins were based on the premise that only one cyclization pathway was possible (leading to 13,32-dioxa-4,22-diazabastarane), the discovery of (9a) introduces an added dimension to the identification of new and known bastadins. Also isolated and identified as their methyl ethers were two new dimers of bromotyrosine, hemibastadin-1 (10) and hemibastadin-2 (11).