Cytochalasins from the marine-derived fungus Acremonium implicatum DFFSCS001 and their anti-inflammatory activities

IF 3.4 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Phytochemistry Pub Date : 2025-08-25 DOI:10.1016/j.phytochem.2025.114655

Yu-Qian Tang , Chu-Xing Liang , Hui Cui , Xiao Liang , Shu-Hua Qi

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引用次数: 0

Abstract

Nine undescribed cytochalasins, acrechalasins A‒I, together with three known analogs 21-O-deacetyl-L-696,474 and diaporthichalasins B and A were isolated from the marine-derived fungus Acremonium implicatum DFFSCS001. Their structures were elucidated by spectroscopic methods, and the absolute configurations of acrechalasins C and D and diaporthichalasin B were determined by single-crystal X-ray diffractions. Among them, acrechalasins A and B had a rare open-chain cytochalasin skeleton with a monocyclic butyrolactam group. Biologically, acrechalasins A‒I and 21-O-deacetyl-L-696,474 exhibited significant inhibitory activity against lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells with IC₅₀ values ranging from 1.30 to 20.31 μM. Their structure−bioactivity relationship was also discussed. Especially, acrechalasins A and D also significantly suppressed the protein expression of iNOS at the concentration of 10 μM. This is the first report on the anti-inflammatory activities of open-chain cytochalasins featuring a monocyclic butyrolactam group.

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海洋源真菌Acremonium implicatum DFFSCS001的细胞松弛素及其抗炎活性

从海洋源真菌Acremonium implicatum DFFSCS001中分离到9个细胞松弛素（acrechalasins A - i）和3个已知的类似物21-O-deacetyl-L-696,474、二磷酸松弛素B和A。用光谱学方法鉴定了它们的结构，用单晶x射线衍射法测定了增酶酵素C、D和增酶酵素B的绝对构型。其中增松酶A和B具有罕见的带单环丁内酰胺基团的开链细胞松弛素骨架。在生物学上，增酶酶A-I和21-O-deacetyl-L-696,474对RAW 264.7细胞中脂多糖诱导的一氧化氮产生具有显著的抑制活性，IC50值在1.30 ~ 20.31 μM之间。并讨论了它们的结构-生物活性关系。特别是增肌酵素A和D在10 μM浓度下也显著抑制了iNOS的蛋白表达。这是关于单环丁内酰胺基开链细胞松弛素抗炎活性的首次报道。

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来源期刊

Phytochemistry 生物-植物科学

CiteScore

6.40

自引率

7.90%

发文量

443

审稿时长

39 days

期刊介绍： Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.