Pestalotinones A–D, new benzophenone antibiotics from endophytic fungus Pestalotiopsis trachicarpicola SC-J551

Four new pestalone-type benzophenones, pestalotinones A–D ( 1 − 4 ), along with six known congeners, pestalone, pestalone E–F, SB87-Cl, SB87-H, and pestalachloride B, were isolated from the endophytic fungus Pestalotiopsis trachicarpicola SC-J551 cultivated on rice grains. Their structures were esta...

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Bibliographic Details
Published in:Journal of antibiotics 2022-04, Vol.75 (4), p.207-212
Main Authors: Jiang, Zhiming, Wu, Ping, Li, Hanxiang, Xue, Jinghua, Wei, Xiaoyi
Format: Article
Language:English
Subjects:
101/58
101/6
631/154/309/507
631/326/22/1290
82/16
Aldehydes
Animals
Anti-Bacterial Agents - chemistry
Antibacterial activity
Antibiotics
Bacteriology
Benzophenone
Benzophenones - chemistry
Benzophenones - pharmacology
Biomedical and Life Sciences
Bioorganic Chemistry
Carbon radioisotopes
Chlorine
Chlorocebus aethiops
Congeners
Cytotoxicity
Drug resistance
Endophytes
Fungi
Life Sciences
Mammalian cells
Medicinal Chemistry
Microbiology
Minimum inhibitory concentration
Molecular Structure
Organic Chemistry
Pestalotiopsis
Selectivity
Toxicity
Vero Cells
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Summary:Four new pestalone-type benzophenones, pestalotinones A–D ( 1 − 4 ), along with six known congeners, pestalone, pestalone E–F, SB87-Cl, SB87-H, and pestalachloride B, were isolated from the endophytic fungus Pestalotiopsis trachicarpicola SC-J551 cultivated on rice grains. Their structures were established by extensive spectroscopic analysis. Compounds 1 − 3 exhibited potent activity against Staphylococcus aureus and MRSA (MIC: 1.25–2.5 μg ml −1 ) while no cytotoxicity against Vero cells (IC 50  > 50 μM). The activity profile of this group of compounds suggested that replacement of the C-14 aldehyde with an oxymethyl greatly increases their activity and selectivity towards the bacteria and chlorine substitutions result in the increase of antibacterial activity and slight decrease of cytotoxicity against the mammalian cells.
ISSN:0021-8820
1881-1469
DOI:10.1038/s41429-022-00510-0