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海洋来源真菌土曲霉 GZU-31-1 中两种具有独特 6/6/6/5/5 五环骨架的新型倍半萜类化合物 Furanaspermeroterpenes A 和 B。

Furanaspermeroterpenes A and B, two unusual meroterpenoids with a unique 6/6/6/5/5 pentacyclic skeleton from the Marine-derived fungus Aspergillus terreus GZU-31-1.

机构信息

School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, China.

State Key Laboratory of Oncology in South China, Collaborative Innovation Center for Cancer Medicine, Sun Yat-Sen University Cancer Center, Guangzhou 510060, China.

出版信息

Bioorg Chem. 2021 Sep;114:105111. doi: 10.1016/j.bioorg.2021.105111. Epub 2021 Jun 24.

Abstract

Furanaspermeroterpenes A (1) and B (2), with a unique 6/6/6/5/5 pentacyclic skeleton, and five new congeners aspermeroterpenes D-H (3-7) were co-isolated from the marine-derived fungus Aspergillus terreus GZU-31-1. Among them, compounds 1 and 2 with rare five-membered D/E coupling rings were the first example of DMOA-derived meroterpenoids. Moreover, compound 3 was the first reported 6/6/6/6/5 pentacyclic meroterpenoid featuring an unusual cis-fused A/B ring. In the bioassays, all of the isolates were evaluated on the inhibitory activities against lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells, and compounds 3-7 exhibited significant anti-inflammatory activity with IC values ranging from 6.74 to 29.59 μM than positive control (Indomethacin, IC 30.98 μM).

摘要

呋喃海绵萜烯 A(1)和 B(2)具有独特的 6/6/6/5/5 五环骨架,以及从海洋来源的真菌 Aspergillus terreus GZU-31-1 中共同分离得到的五个新同系物 Aspermeroterpenes D-H(3-7)。其中,化合物 1 和 2 具有罕见的五元 D/E 偶联环,是首例 DMOA 衍生的混合萜类化合物。此外,化合物 3 是第一个报道的具有不寻常的顺式 A/B 环融合的 6/6/6/6/5 五环混合萜类化合物。在生物测定中,所有分离物均评估了对 RAW 264.7 细胞中脂多糖诱导的一氧化氮产生的抑制活性,化合物 3-7 表现出显著的抗炎活性,IC 值范围为 6.74-29.59 μM,优于阳性对照(吲哚美辛,IC 30.98 μM)。

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