Candindoles A and B, Heterozygous Terphenyl-Indole Alkaloids with Antifungal and Cytotoxic Activities from the Marine-Derived Fungus <i>Aspergillus candidus</i> HNNU0546

Three previously undescribed indole alkaloids, candindoles A-C (<b>1</b>-<b>3</b>), along with five known analogues (<b>4</b>-<b>8</b>), were isolated from the marine-derived fungus <i>Aspergillus candidus</i> HNNU0546. Structurally, <b>1</b> and <b>2</b> represent the first terphenyl-indole piperazine alkaloid hybrids featuring unprecedented backbones. Their structures including absolute configurations were elucidated by extensive spectroscopic methods, DP4+ probability analysis, and electronic circular dichroism (ECD) calculations. A plausible biosynthetic pathway for <b>1</b> is proposed. Compound <b>1</b> exhibited moderate growth-inhibitory activity against the plant pathogenic fungus of <i>Alternaria</i> sp. with an EC<sub>50</sub> value of 19.21 ± 0.26 μM, while compounds <b>1</b> and <b>2</b> showed significant cytotoxicity toward human rhabdomyosarcoma cells A673 with IC<sub>50</sub> values of 7.72 and 8.89 μM, respectively, comparable to the positive control cisplatin.

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Publication Details

Journal
Journal of Natural Products
Published
2025-12-08
DOI
https://doi.org/10.1021/acs.jnatprod.5c01103
Citations
1
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
1.39
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article

Candindoles A and B, Heterozygous Terphenyl-Indole Alkaloids with Antifungal and Cytotoxic Activities from the Marine-Derived Fungus Aspergillus candidus HNNU0546

Zhuang Han, Haixin Chen, Yiyi Liu, Guang‐Ying Chen et al.
1 citations
Journal of Natural Products
Microbial Natural Products and Biosynthesis
1.39
article

Candindoles A and B, Heterozygous Terphenyl-Indole Alkaloids with Antifungal and Cytotoxic Activities from the Marine-Derived Fungus Aspergillus candidus HNNU0546

Zhuang Han, Haixin Chen, Yiyi Liu, Guang‐Ying Chen, Xu‐Hua Nong
article en
1 citations

Abstract

Three previously undescribed indole alkaloids, candindoles A-C (<b>1</b>-<b>3</b>), along with five known analogues (<b>4</b>-<b>8</b>), were isolated from the marine-derived fungus <i>Aspergillus candidus</i> HNNU0546. Structurally, <b>1</b> and <b>2</b> represent the first terphenyl-indole piperazine alkaloid hybrids featuring unprecedented backbones. Their structures including absolute configurations were elucidated by extensive spectroscopic methods, DP4+ probability analysis, and electronic circular dichroism (ECD) calculations. A plausible biosynthetic pathway for <b>1</b> is proposed. Compound <b>1</b> exhibited moderate growth-inhibitory activity against the plant pathogenic fungus of <i>Alternaria</i> sp. with an EC<sub>50</sub> value of 19.21 ± 0.26 μM, while compounds <b>1</b> and <b>2</b> showed significant cytotoxicity toward human rhabdomyosarcoma cells A673 with IC<sub>50</sub> values of 7.72 and 8.89 μM, respectively, comparable to the positive control cisplatin.

Journal of Natural ProductsVol. 88(12)
Hainan Normal University (CN), Chinese Academy of Sciences (CN), Botswana Geoscience Institute (BW), Sanya Central Hospital (CN), Sanya University (CN), Institute of Deep-Sea Science and Engineering (CN), BGI Research (CN)
Openalex Percentile: Top 14%
Microbial Natural Products and Biosynthesis
1.39
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Candindoles A and B, Heterozygous Terphenyl-Indole Alkaloids with Antifungal and Cytotoxic Activities from the Marine-Derived Fungus <i>Aspergillus candidus</i> HNNU0546 — Zhuang Han, Haixin Chen, et al. · Journal of Natural Products (2025) | TGRS Research Map | TGRS