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Ascandinines A–D, Indole Diterpenoids, from the Sponge-Derived Fungus Aspergillus candidus HDN15-152
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-01-20 , DOI: 10.1021/acs.joc.0c02575
Guoliang Zhou 1 , Chunxiao Sun 1 , Xuewen Hou 1 , Qian Che 1 , Guojian Zhang 1, 2 , Qianqun Gu 1 , Chenguang Liu 3 , Tianjiao Zhu 1 , Dehai Li 1, 2, 4
Affiliation  

Four new indole diterpenoids, ascandinines A–D (14), were isolated from an Antarctic sponge-derived fungus Aspergillus candidus HDN15-152. Their structures, including absolute configurations, were established based on NMR data, computational calculations, and biosynthetic considerations. Ascandinine A (1) possesses an unprecedented 2-oxabicyclo[2.2.2]octan-3-ol motif embedded in a pentacyclic ring system, while compounds 24 represent a rare type of indole diterpenoid featuring the 6/5/5/6/6/6/6-fused ring system. Compound 3 displayed anti-influenza virus A (H1N1) activity with an IC50 value of 26 μM, while compound 4 showed cytotoxicity against HL-60 cells with an IC50 value of 7.8 μM.

中文翻译:

Ascandinines A-d,吲哚二萜,从海绵源性真菌白色曲霉HDN15-152

四个新的吲哚二萜类化合物,ascandinines A-d(1 - 4),是从南极海绵衍生的真菌分离白色曲霉HDN15-152。它们的结构(包括绝对构型)是基于NMR数据,计算计算和生物合成考虑因素而建立的。Ascandinine A(1)具有前所未有的2-氧杂二环[2.2.2]辛-3-醇基序嵌入在五环的环系统,而化合物2 - 4表示为特色的6/5/5/6一种罕见的吲哚二萜的/ 6/6/6融合环系统。化合物3表现出抗流感病毒A(H1N1)活性,IC 50值为26μM,而化合物4对HL-60细胞具有细胞毒性,IC 50值为7.8μM。
更新日期:2021-02-05
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