Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships

Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships
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DOI:
10.1021/acs.jnatprod.7b00345
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发表时间:
2017-11-01
影响因子:
5.1
通讯作者:
Lee, Jong-Soo
Lee, Jong-Soo
中科院分区:
生物学2区
文献类型:
--
作者:
Satake, Masayuki;Cornelio, Kimberly;Lee, Jong-Soo

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氨菲啶醇是由海洋甲藻产生的聚酮代谢物,主要由具有多元醇基团的长直链和聚烯烃组成。从采自韩国的前沟藻(Amphidinium carterae)中分离到两个新的同系物,Ampidinol 20(AM 20,1)和21(AM 21,2)。通过详细的NMR分析,它们的结构被阐明为具有非常长的多元醇链的amphidinol 6型化合物。Amphidinol 21(2)是迄今为止报道的Amphidinol同系物中线性结构最长的。同源物,特别是amphidinol 21(2),在溶血和抗真菌试验中显示出较弱的活性相比,已知的amphidinols。
Amphidinols are polyketide metabolites produced by marine dinoflagellates and are chiefly composed of a long linear chain with polyol groups and polyolefins. Two new homologues, amphidinols 20 (AM20, 1) and 21 (AM21, 2), were isolated from Amphidinium carterae collected in Korea. Their structures were elucidated by detailed NMR analyses as amphidinol 6-type compounds with remarkably long polyol chains. Amphidinol 21 (2) has the longest linear structure among the amphidinol homologues reported so far. The congeners, particularly amphidinol 21 (2), showed weaker activity in hemolysis and antifungal assays compared to known amphidinols.