HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452

Weimao Zhong; Yihao Che; Qi Zeng; Yuchan Chen; Junfeng Wang; Xinpeng Tian; Hao Yin; Lin Wang; Xiaoyi Wei; Weimin Zhang; István Molnár; Fazuo Wang; Si Zhang

doi:10.1021/acs.orglett.5c03641

HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452

Weimao Zhong^*
, Yihao Che
, Qi Zeng
, Yuchan Chen
, Junfeng Wang
, Xinpeng Tian
, Hao Yin
, Lin Wang
, Xiaoyi Wei
, Weimin Zhang
, István Molnár
, Fazuo Wang^*
, Si Zhang^*

^*Corresponding author for this work

BA53 Industrial biotechnology and food

Research output: Contribution to journal › Article › Scientific › peer-review

Abstract

Six pairs of unprecedented isoquinoline derivative enantiomers were obtained by HPLC–UV-guided isolation from the salicylaldehyde-producing marine fungus Eurotium sp. SCSIO F452. Their structures were characterized by spectroscopic analyses, X-ray diffraction, and electronic circular dichroism calculations. They represent unusual groups of oxidized, prenylated benzopyridines with a C₇side chain cyclized in different patterns, generating 6/6/5/6 (1–3), 6/6 (4 and 5), and 6/6/6 (6) ring systems. Selected isomers exhibited weak cytotoxic activities against a panel of cancer cell lines.

Original language	English
Pages (from-to)	12006-12011
Number of pages	6
Journal	Organic Letters
Volume	27
Issue number	43
DOIs	https://doi.org/10.1021/acs.orglett.5c03641
Publication status	Published - 31 Oct 2025
MoE publication type	A1 Journal article-refereed

Funding

This work was financially supported by the National Natural Science Foundation of China (42494884, 41476136, and 42206155) and the VTT Technical Research Centre of Finland (to I.M.).

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10.1021/acs.orglett.5c03641

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Zhong, W., Che, Y., Zeng, Q., Chen, Y., Wang, J., Tian, X., Yin, H., Wang, L., Wei, X., Zhang, W., Molnár, I., Wang, F., & Zhang, S. (2025). HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452. Organic Letters, 27(43), 12006-12011. https://doi.org/10.1021/acs.orglett.5c03641

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title = "HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452",

abstract = "Six pairs of unprecedented isoquinoline derivative enantiomers were obtained by HPLC–UV-guided isolation from the salicylaldehyde-producing marine fungus Eurotium sp. SCSIO F452. Their structures were characterized by spectroscopic analyses, X-ray diffraction, and electronic circular dichroism calculations. They represent unusual groups of oxidized, prenylated benzopyridines with a C7side chain cyclized in different patterns, generating 6/6/5/6 (1–3), 6/6 (4 and 5), and 6/6/6 (6) ring systems. Selected isomers exhibited weak cytotoxic activities against a panel of cancer cell lines.",

author = "Weimao Zhong and Yihao Che and Qi Zeng and Yuchan Chen and Junfeng Wang and Xinpeng Tian and Hao Yin and Lin Wang and Xiaoyi Wei and Weimin Zhang and Istv{\'a}n Moln{\'a}r and Fazuo Wang and Si Zhang",

year = "2025",

month = oct,

day = "31",

doi = "10.1021/acs.orglett.5c03641",

language = "English",

volume = "27",

pages = "12006--12011",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society ACS",

number = "43",

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Zhong, W, Che, Y, Zeng, Q, Chen, Y, Wang, J, Tian, X, Yin, H, Wang, L, Wei, X, Zhang, W, Molnár, I, Wang, F & Zhang, S 2025, 'HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452', Organic Letters, vol. 27, no. 43, pp. 12006-12011. https://doi.org/10.1021/acs.orglett.5c03641

TY - JOUR

T1 - HPLC–UV-Guided Discovery of Eurotamines A–F

T2 - Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452

AU - Zhong, Weimao

AU - Che, Yihao

AU - Zeng, Qi

AU - Chen, Yuchan

AU - Wang, Junfeng

AU - Tian, Xinpeng

AU - Yin, Hao

AU - Wang, Lin

AU - Wei, Xiaoyi

AU - Zhang, Weimin

AU - Molnár, István

AU - Wang, Fazuo

AU - Zhang, Si

PY - 2025/10/31

Y1 - 2025/10/31

N2 - Six pairs of unprecedented isoquinoline derivative enantiomers were obtained by HPLC–UV-guided isolation from the salicylaldehyde-producing marine fungus Eurotium sp. SCSIO F452. Their structures were characterized by spectroscopic analyses, X-ray diffraction, and electronic circular dichroism calculations. They represent unusual groups of oxidized, prenylated benzopyridines with a C7side chain cyclized in different patterns, generating 6/6/5/6 (1–3), 6/6 (4 and 5), and 6/6/6 (6) ring systems. Selected isomers exhibited weak cytotoxic activities against a panel of cancer cell lines.

AB - Six pairs of unprecedented isoquinoline derivative enantiomers were obtained by HPLC–UV-guided isolation from the salicylaldehyde-producing marine fungus Eurotium sp. SCSIO F452. Their structures were characterized by spectroscopic analyses, X-ray diffraction, and electronic circular dichroism calculations. They represent unusual groups of oxidized, prenylated benzopyridines with a C7side chain cyclized in different patterns, generating 6/6/5/6 (1–3), 6/6 (4 and 5), and 6/6/6 (6) ring systems. Selected isomers exhibited weak cytotoxic activities against a panel of cancer cell lines.

UR - https://www.scopus.com/pages/publications/105020396129

U2 - 10.1021/acs.orglett.5c03641

DO - 10.1021/acs.orglett.5c03641

M3 - Article

C2 - 41103083

AN - SCOPUS:105020396129

SN - 1523-7060

VL - 27

SP - 12006

EP - 12011

JO - Organic Letters

JF - Organic Letters

IS - 43

ER -

HPLC–UV-Guided Discovery of Eurotamines A–F: Six Pairs of Isoquinoline Derivative Enantiomers from Marine-Derived Fungus Eurotium sp. SCSIO F452

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