Synthesis and biological evaluation of the [d-MeAla(11)]-epimer of coibamide A.
Synthesis and biological evaluation of the [d-MeAla(11)]-epimer of coibamide A.
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DOI：
10.1016/j.bmcl.2014.11.044
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发表时间：
2015-01-15
影响因子：
2.7
通讯作者：
Fujii, Nobutaka
中科院分区：
文献类型：
--
作者：
Nabika, Ryota;Suyama, Takashi L.;Hau, Andrew M.;Misu, Ryosuke;Ohno, Hiroaki;Ishmael, Jane E.;McPhail, Kerry L.;Oishi, Shinya;Fujii, Nobutaka
Coibamide A是一种高效抗增殖的环状缩酚酸肽，最初从巴拿马海洋蓝细菌中分离出来。在这项研究中，合成coibamide A已被调查使用Fmoc为基础的固相肽合成，然后从树脂和随后的大环内酯化裂解所得的线性肽。在优化偶联条件后，在固体支持物上构建线性考巴酰胺A前体的肽序列，其中评估了许多偶联剂。所得线性肽的大环化提供了coibamide A的[d-MeAla 11]-差向异构体，其对许多人癌细胞系表现出纳摩尔细胞毒性活性。
Coibamide A is a highly potent antiproliferative cyclic depsipeptide, which was originally isolated from a Panamanian marine cyanobacterium. In this study, the synthesis of coibamide A has been investigated using Fmoc-based solid-phase peptide synthesis followed by the cleavage of the resulting linear peptide from the resin and its subsequent macrolactonization. The peptide sequence of the linear coibamide A precursor was constructed on a solid-support following the optimization of the coupling conditions, where numerous coupling agents were evaluated. The macrocyclization of the resulting linear peptide provided the [d-MeAla11]-epimer of coibamide A, which exhibited nanomolar cytotoxic activity towards a number of human cancer cell lines.
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影响因子：
1.6
作者：
Shiina, I;Ibuka, R;Kubota, M
通讯作者：
Kubota, M
影响因子：
3.6
作者：
Sleebs, Marianne M.;Scanlon, Denis;Hughes, Andrew B.
通讯作者：
Hughes, Andrew B.
影响因子：
3.6
作者：
BODEN, EP;KECK, GE
通讯作者：
KECK, GE
DOI：
10.1111/j.1399-3011.2004.00213.x
发表时间：
2005-02-01
期刊：
JOURNAL OF PEPTIDE RESEARCH
影响因子：
--
作者：
Teixidó, M;Albericio, F;Giralt, E
通讯作者：
Giralt, E
影响因子：
4
作者：
INANAGA, J;HIRATA, K;YAMAGUCHI, M
通讯作者：
YAMAGUCHI, M