Undescribed alkaloids, peptides and polyketides from marine sediment-derived fungus Aspergillus terreus PPS1.

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Hauptverfasser: Zheng, Yao-Yao, Yao, Guang-Shan, Li, Jiao-Jiao, Han, Na, Mao, Jun-Qiu, Zhang, Ya-Hui, Lv, Ling, Liu, Yang, Wang, Chang-Yun
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Sprache:en
Veröffentlicht: Phytochemistry 2025
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author Zheng, Yao-Yao
Yao, Guang-Shan
Li, Jiao-Jiao
Han, Na
Mao, Jun-Qiu
Zhang, Ya-Hui
Lv, Ling
Liu, Yang
Wang, Chang-Yun
author_facet Zheng, Yao-Yao
Yao, Guang-Shan
Li, Jiao-Jiao
Han, Na
Mao, Jun-Qiu
Zhang, Ya-Hui
Lv, Ling
Liu, Yang
Wang, Chang-Yun
Zheng, Yao-Yao
Yao, Guang-Shan
Li, Jiao-Jiao
Han, Na
Mao, Jun-Qiu
Zhang, Ya-Hui
Lv, Ling
Liu, Yang
Wang, Chang-Yun
collection PubMed - marine biology
contents Undescribed alkaloids, peptides and polyketides from marine sediment-derived fungus Aspergillus terreus PPS1. Zheng, Yao-Yao Yao, Guang-Shan Li, Jiao-Jiao Han, Na Mao, Jun-Qiu Zhang, Ya-Hui Lv, Ling Liu, Yang Wang, Chang-Yun Aspergillus Polyketides Animals Mice RAW 264.7 Cells Geologic Sediments Alkaloids Peptides Lipopolysaccharides Molecular Structure Nitric Oxide Anti-Bacterial Agents Microbial Sensitivity Tests Macrophages Drug Screening Assays, Antitumor Structure-Activity Relationship Antineoplastic Agents The chemical investigation of the marine sediment-derived fungus Aspergillus terreus PPS1 led to the isolation and identification of seven previously undescribed secondary metabolites, including three alkaloids, asperspiroids A, B (1, 2) and astepyrazinol C (3), two lumazine peptides, terrelumamides C, D (5, 6), and two polyketides, scytalols E, F (8, 9), together with two known compounds. The structures of these undescribed compounds were elucidated by comprehensive spectroscopic analysis of NMR and HRESIMS data, and the absolute configurations were determined using ECD calculations, modified Mosher's method, and Marfey's analysis. Notably, asperspiroids A, B (1, 2) were uncommon alkaloids characterized by a rare 6/5/6 indole spirocyclolactone structure found naturally. The isolated compounds were assessed for their potential antibacterial, cytotoxic and anti-inflammatory activities. Astepyrazinol C (3) and its analog astepyrazinol B (4) demonstrated significant inhibition activity against LPS-induced NO production in RAW264.7 macrophages, with inhibition rates of 37.4% and 64.6%, respectively, at a concentration of 20 μM.
format Artículo científico
id pubmed_39922555
institution PubMed
language en
publishDate 2025
publisher Phytochemistry
record_format pubmed
spellingShingle Undescribed alkaloids, peptides and polyketides from marine sediment-derived fungus Aspergillus terreus PPS1.
Zheng, Yao-Yao
Yao, Guang-Shan
Li, Jiao-Jiao
Han, Na
Mao, Jun-Qiu
Zhang, Ya-Hui
Lv, Ling
Liu, Yang
Wang, Chang-Yun
Aspergillus
Polyketides
Animals
Mice
RAW 264.7 Cells
Geologic Sediments
Alkaloids
Peptides
Lipopolysaccharides
Molecular Structure
Nitric Oxide
Anti-Bacterial Agents
Microbial Sensitivity Tests
Macrophages
Drug Screening Assays, Antitumor
Structure-Activity Relationship
Antineoplastic Agents
Undescribed alkaloids, peptides and polyketides from marine sediment-derived fungus Aspergillus terreus PPS1. Zheng, Yao-Yao Yao, Guang-Shan Li, Jiao-Jiao Han, Na Mao, Jun-Qiu Zhang, Ya-Hui Lv, Ling Liu, Yang Wang, Chang-Yun Aspergillus Polyketides Animals Mice RAW 264.7 Cells Geologic Sediments Alkaloids Peptides Lipopolysaccharides Molecular Structure Nitric Oxide Anti-Bacterial Agents Microbial Sensitivity Tests Macrophages Drug Screening Assays, Antitumor Structure-Activity Relationship Antineoplastic Agents The chemical investigation of the marine sediment-derived fungus Aspergillus terreus PPS1 led to the isolation and identification of seven previously undescribed secondary metabolites, including three alkaloids, asperspiroids A, B (1, 2) and astepyrazinol C (3), two lumazine peptides, terrelumamides C, D (5, 6), and two polyketides, scytalols E, F (8, 9), together with two known compounds. The structures of these undescribed compounds were elucidated by comprehensive spectroscopic analysis of NMR and HRESIMS data, and the absolute configurations were determined using ECD calculations, modified Mosher's method, and Marfey's analysis. Notably, asperspiroids A, B (1, 2) were uncommon alkaloids characterized by a rare 6/5/6 indole spirocyclolactone structure found naturally. The isolated compounds were assessed for their potential antibacterial, cytotoxic and anti-inflammatory activities. Astepyrazinol C (3) and its analog astepyrazinol B (4) demonstrated significant inhibition activity against LPS-induced NO production in RAW264.7 macrophages, with inhibition rates of 37.4% and 64.6%, respectively, at a concentration of 20 μM.
title Undescribed alkaloids, peptides and polyketides from marine sediment-derived fungus Aspergillus terreus PPS1.
topic Aspergillus
Polyketides
Animals
Mice
RAW 264.7 Cells
Geologic Sediments
Alkaloids
Peptides
Lipopolysaccharides
Molecular Structure
Nitric Oxide
Anti-Bacterial Agents
Microbial Sensitivity Tests
Macrophages
Drug Screening Assays, Antitumor
Structure-Activity Relationship
Antineoplastic Agents
url https://pubmed.ncbi.nlm.nih.gov/39922555/