A Series of New Pyrrole Alkaloids with ALR2 Inhibitory Activities from the Sponge Stylissa massa.
A Series of New Pyrrole Alkaloids with ALR2 Inhibitory Activities from the Sponge Stylissa massa.
复制标题
来自海绵 Stylissa Massa 的一系列具有 ALR2 抑制活性的新型吡咯生物碱
作者：
从南中国海绵中分离得到12个新生物碱和4个已知生物碱，其中包括5个不同的结构支架。化合物1是首次鉴定的经典5/7/5三环骨架的前体代谢物，化合物2-5和13-15属于海绵酸型吡咯咪唑生物碱(PIA)。海绵酸型PIA的Z-构型和E-构型经常同时出现，并通过~(13)C核磁共振谱的化学位移分析加以区分。化合物1、5、10的单晶结构经核磁共振、MS和ECD确证。在醛糖还原酶(ALR2)抑制实验中，6个5/7/5三环化合物(2-5、13-15)表现出较强的活性。化合物13和14作为海绵素-PIA的代表性成员，在SPR实验中显示了它们的ALR2靶向活性，Kd值分别为12.5和6.9µM。
Twelve new and four known alkaloids including five different structural scaffolds were isolated from the sponge Stylissa massa collected in the South China Sea. Compound 1 is the first identified precursor metabolite of the classic 5/7/5 tricyclic skeleton with unesterified guanidine and carboxyl groups, compounds 2–5 and 13–15 belong to the spongiacidin-type pyrrole imidazole alkaloids (PIAs). Z- and E-configurations of the spongiacidin-type PIAs often appeared concomitantly and were distinguished by the chemical shift analysis of 13C NMR spectra. The structures of all twelve new compounds were determined by NMR, MS, and ECD analysis combined with single-crystal data of compounds 1, 5, and 10. In the aldose reductase (ALR2) inhibitory assay, six 5/7/5 tricyclic compounds (2–5, 13–15) displayed significant activities. Compounds 13 and 14, as the representative members of spongiacidin-PIAs, demonstrated their ALR2-targeted activities in SPR experiments with KD values of 12.5 and 6.9 µM, respectively.
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影响因子：
5.1
作者：
SCHMITZ, FJ;GUNASEKERA, SP;TILLEKERATNE, LMV
通讯作者：
TILLEKERATNE, LMV
影响因子：
7.3
作者：
Maccari, Rosanna;Ottana, Rosaria
通讯作者：
Ottana, Rosaria
影响因子：
3.6
作者：
Buchanan, Malcolm S.;Carroll, Anthony R.;Quinn, Ronald J.
通讯作者：
Quinn, Ronald J.
影响因子：
5.1
作者：
Goetz, GH;Harrigan, GG;Likos, J
通讯作者：
Likos, J
DOI：
10.1080/10575639608043579
发表时间：
1996-01-01
期刊：
NATURAL PRODUCT LETTERS
影响因子：
--
作者：
Williams, DH;Faulkner, DJ
通讯作者：
Faulkner, DJ