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Phytochemistry ; 222: 114073, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38565420

ABSTRACT

Two undescribed cladosporol derivatives, cladosporols J-K (1-2), and three previously unreported spirobisnaphthalenes, urnucratins D-F (3-5), as well as eleven known cladosporols (6-16), were characterized from Cladosporium cladosporioides (Cladosporiaceae), a common plant pathogen isolated from the skin of Chinese toad. Cladosporols J-K (1-2) with a single double bond have been rarely reported, while urnucratins D-F (3-5) featured an unusual benzoquinone bisnaphthospiroether skeleton, contributing to an expanding category of undiscovered natural products. Their structures and absolute configurations were determined using extensive spectroscopic methods, including NMR, HRESIMS analyses, X-ray single crystal diffraction, as well as through experimental ECD analyses. Biological assays revealed that compounds 1 and 2 exhibited inhibitory activity against A549 cells, with IC50 values of 30.11 ± 3.29 and 34.32 ± 2.66 µM, respectively.


Subject(s)
Cladosporium , Naphthalenes , Cladosporium/chemistry , Humans , Naphthalenes/chemistry , Naphthalenes/isolation & purification , Naphthalenes/pharmacology , Molecular Structure , Drug Screening Assays, Antitumor , A549 Cells , Spiro Compounds/chemistry , Spiro Compounds/isolation & purification , Spiro Compounds/pharmacology , Structure-Activity Relationship , Antineoplastic Agents/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Dose-Response Relationship, Drug , Cell Proliferation/drug effects
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