Assignment of absolute stereochemistry and total synthesis of (-)-spongidepsin

Assignment of absolute stereochemistry and total synthesis of (-)-spongidepsin
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DOI:
10.1021/ol049292p
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发表时间:
2004-06-10
期刊:
影响因子:
5.2
通讯作者:
Xu, XM
Xu, XM
中科院分区:
化学1区
文献类型:
--
作者:
Ghosh, AK;Xu, XM

文献摘要

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本文报道了对映体选择性全合成(-)-海绵降解素(2)及其四个立体中心的绝对立体化学。海绵素(2)是从瓦努阿图海绵海绵Spongia sp.中分离得到的一种13元脱脂肽,对多种NCI肿瘤细胞具有很强的抗肿瘤活性。我们的合成是收敛的,并通过合成指定了五个手性中心中四个的绝对立体化学。
An enantioselective total synthesis of (-)-spongidepsin (2) and elucidation of the absolute stereochemistry of its four stereocenters are described. Spongidepsin (2), a 13-membered depsipeptide isolated from the Vanuatu marine sponge Spongia sp., has shown potent antitumor properties against a variety of NCI tumor cell lines. Our synthesis is convergent, and the absolute stereochemistry of four of the five chiral centers was assigned through synthesis.