New Terpendole Congeners, Inhibitors of Sterol O-Acyltransferase, Produced by Volutella citrinella BF-0440

New Terpendole Congeners, Inhibitors of Sterol O-Acyltransferase, Produced by Volutella citrinella BF-0440
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DOI:
10.3390/molecules25133079
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发表时间:
2020-07
期刊:
影响因子:
4.6
通讯作者:
Elyza Aiman Azizah Nur;Keisuke Kobayashi;A. Amagai;Taichi Ohshiro;H. Tomoda
Elyza Aiman Azizah Nur;Keisuke Kobayashi;A. Amagai;Taichi Ohshiro;H. Tomoda
中科院分区:
化学2区
文献类型:
--
作者:
Elyza Aiman Azizah Nur;Keisuke Kobayashi;A. Amagai;Taichi Ohshiro;H. Tomoda

文献摘要

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从金黄地霉BF-0440的发酵液中分离得到新的萜类化合物N-P(1-3)和8个已知结构相关的化合物,包括藜芦醇类化合物和蜗牛血素类化合物。1-3的结构通过包括一维和二维核磁共振在内的各种波谱实验得到确证。所有化合物1-3都含有共同的吲哚二萜主链。化合物2和3分别具有7个和6个具有吲哚环的连续环系,而化合物1具有独特的吲哚酮加4个连续环系。化合物2和3对甾醇O-酰基转移酶1和2同工酶均有抑制作用,但1失去抑制活性。讨论了真菌吲哚二萜类化合物的构效关系。
New terpendoles N-P (1–3) were isolated along with 8 structurally related known compounds including terpendoles and voluhemins from a culture broth of the fungus Volutella citrinella BF-0440. The structures of 1–3 were elucidated using various spectroscopic experiments including 1D- and 2D-NMR. All compounds 1–3 contained a common indole–diterpene backbone. Compounds 2 and 3 had 7 and 6 consecutive ring systems with an indole ring, respectively, whereas 1 had a unique indolinone plus 4 consecutive ring system. Compounds 2 and 3 inhibited both sterol O-acyltransferase 1 and 2 isozymes, but 1 lost the inhibitory activity. Structure–activity relationships of fungal indole–diterpene compounds are discussed.