Aspergixanthones L−T, nine undescribed prenylxanthone derivatives from Aspergillus stellatus

IF 3.4 2区生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Phytochemistry Pub Date : 2025-05-01 Epub Date: 2025-01-20 DOI:10.1016/j.phytochem.2025.114413

Yu Liang , Xuanni Chen , Qin Li , Ziming Zhao , Hao Wang , Qingyi Tong , Weiguang Sun , Hucheng Zhu , Yongji Lai , Chunmei Chen , Yonghui Zhang

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Abstract

Nine undescribed prenylxanthone derivatives, aspergixanthones L−T (1−9), were isolated from the fungus Aspergillus stellatus. Compound 4 represents the first propionylated prenylxanthone, while compounds 7−9 are the first examples of prenylxanthones adorned with a 2,3-butanediol group. Their structures with absolute configurations were elucidated based on comprehensive spectroscopic analyses, ECD calculation, single-crystal X-ray diﬀraction, Mo₂(OAc)₄ induced ECD experiment, and Mosherʼs method. Compound 9 showed cytotoxic effects against several human cancer cell lines with the IC₅₀ values ranging from 3.35 ± 0.58 to 8.62 ± 1.18 μM. Compounds 7 and 8 showed suppressive effects on NO production with IC₅₀ values of 7.30 ± 0.69 and 5.16 ± 0.17 μM, respectively.

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Aspergixanthones L-T，九种未描述的从stellatus Aspergillus stellatus中提取的烯基xanthone衍生物。

从星曲霉中分离得到9个未描述的烯基口山酮衍生物aspergixanthones L-T（1-9）。化合物4是第一个丙烯化的戊烯基山酮，而化合物7-9是第一个以2,3-丁二醇基团修饰的戊烯基山酮的例子。通过综合光谱分析、ECD计算、单晶x射线衍射、Mo2(OAc)4诱导ECD实验和Mosher法，确定了它们的绝对构型结构。化合物9对多种人癌细胞具有细胞毒作用，IC50值为3.35±0.58 ~ 8.62±1.18 μM。化合物7和8抑制NO生成的IC50值分别为7.30±0.69 μM和5.16±0.17 μM。

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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.