Study on Secondary Metabolites of Marine-Derived Fungus Cladosporium sp. MDW-211

doi:10.6023/cjoc202507017

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (2): 684-688.DOI: 10.6023/cjoc202507017 Previous Articles Next Articles

NOTES

海洋来源真菌Cladosporium sp. MDW-211次级代谢产物研究

王见见^a, 郑圣䶮^a, 张洁^a, 高文鹏^a, 孔凡栋^a, 李培海^b, 王聪^a^,^*(), 曹树更^c^,^*()

^a 广西民族大学化学化工学院林产化学与工程国家民委重点实验室广西林产化学与工程重点实验室林木生物质低碳高质利用广西高校工程研究中心中国广西省南宁市 530006
^b 齐鲁工业大学(山东省科学院)生物研究所山东省斑马鱼人类疾病模型与药物筛选工程技术研究中心中国山东省济南市 250103
^c 夏威夷大学希洛分校药学院药学系美国夏威夷州希洛市 96720

收稿日期:2025-07-14 修回日期:2025-08-23 发布日期:2025-10-14
通讯作者: 王聪, 曹树更
基金资助:
国家自然科学基金青年(82204276); 广西自然科学基金(2025GXNSFAA069557); 广西高等学校千名中青年骨干教师培育计划、广西民族大学研究生教育创新计划(gxmzu-chxs2024225)

Study on Secondary Metabolites of Marine-Derived Fungus Cladosporium sp. MDW-211

Jianjian Wang^a, Shengyan Zheng^a, Jie Zhang^a, Wenpeng Gao^a, Fandong Kong^a, Peihai Li^b, Cong Wang^a^,^*(), Shugeng Cao^c^,^*()

^a Key Laboratory of Chemistry and Engineering of Forest Products, State Ethnic Affairs Commission, Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi University Engineering Research Center for Low-carbon and High-quality Utilization of Forest Biomass, School of Chemistry and Chemical Engineering, Guangxi Minzu University, Nanning, Guangxi 530006, China
^b Engineering Research Center of Zebrafish Models for Human Diseases and Drug Screening of Shandong Province, Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan, Shandong 250103, China
^c Department of Pharmaceutical Sciences, Daniel K. Inouye College of Pharmacy, University of Hawai'i at Hilo, Hilo, Hawai 96720, USA

Received:2025-07-14 Revised:2025-08-23 Published:2025-10-14
Contact: Cong Wang, Shugeng Cao
Supported by:
National Natural Science Foundation of China(82204276); Guangxi Natural Science Foundation(2025GXNSFAA069557); Guangxi Scholarship Fund of Guangxi Education Department, and the Innovation Project of Guangxi Minzu University Graduate Education(gxmzu-chxs2024225)

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Abstract

A study was conducted on the biologically active secondary metabolites produced by the marine fungus Cladosporium sp. MDW-211. Preparative high performance liquid chromatography (HPLC) and other techniques were used to isolate and purify the compounds, the structures of the compounds 1 were determined by high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), nuclear magnetic resonance (NMR) spectroscopy, X-ray and other methods, and the pro-angiogenic activity of the compounds was evaluated by zebrafish model. One new dihydroisocoumarin 1 (4'S-hydroxya- sperentin) and three known dihydroisocoumarins 2~4 were obtained and identified. Bioactivity assays revealed that compound 3 exhibited pro-angiogenic activity at concentrations of 20 and 40 μmol/L, which is reported here for the first time.

Key words: marine fungus, Cladosporium sp. MDW-211, dihydroisocoumarins, pro-angiogenic activity

Cite this article

Jianjian Wang, Shengyan Zheng, Jie Zhang, Wenpeng Gao, Fandong Kong, Peihai Li, Cong Wang, Shugeng Cao. Study on Secondary Metabolites of Marine-Derived Fungus Cladosporium sp. MDW-211[J]. Chinese Journal of Organic Chemistry, 2026, 46(2): 684-688.

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Fig. & Tab. 5

Figure 1. Structures of compounds 1~4

No.	δ_C	δ_H (J/Hz)
1	171.4, C
3	77.5, CH	4.63~4.73 (m, 1H)
4	34.4, CH₂	2.79~2.93 (m, 2H)
4a	143.5, C
5	107.9, CH	6.20 (d, 2.5, 1H)
6	166.2, C
7	102.2, CH	6.20 (d, 2.5, 1H)
8	165.5, C
8a	101.6, C
9	42.1, CH₂	1.83~1.99 (m, 2H)
2'	65.7, CH	3.98~4.07 (overlap, 1H)
3'	41.8, CH₂	1.83~1.99 (m, 1H)
		1.20~1.23 (overlap, 1H)
4'	64.5, CH	3.98~4.07 (overlap, 1H)
5'	40.0, CH₂	1.72~1.79 (m, 1H)
		1.52~1.62 (m, 1H)
6'	69.1, CH	4.17~4.27 ((m, 1H)
7'	18.8, CH₃	1.24 (d, 6.9, 3H)

Table 1. 1H NMR (400 MHz) and 13C NMR (100 MHz) data of compound 1 in CD3OD

Figure 2. Key 1H-1H COSY (bolds, blue) and HMBC (solid arrows, red) correlations of compound 1

Figure 3. X-ray crystallographic structure of compound 1

Figure 4. Influence of compounds on intersegmental vessels in zebrafish (A) Typical images of intersegmental vessels in zebrafish; (B) Quantitative analysis of intersegmental vessel length in zebrafish. Data represented as mean±SEM. Compared with the blank control group, ##: extremely significant difference (P<0.01); compared with the model group, **: extremely significant difference (P<0.01). Model, 0.2 µg/mL PTK787; FA, 40 μmol/L ferulic acid.

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海洋来源真菌Cladosporium sp. MDW-211次级代谢产物研究

Study on Secondary Metabolites of Marine-Derived Fungus Cladosporium sp. MDW-211

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