Two New 4-Hydroxy-2-pyridone Alkaloids with Antimicrobial and Cytotoxic Activities from Arthrinium sp. GZWMJZ-606 Endophytic with Houttuynia cordata Thunb

Two new 4-hydroxy-2-pyridone alkaloids furanpydone A and B ( and ), along with two known compounds N-hydroxyapiosporamide ( ) and apiosporamide ( ) were isolated from the endophytic fungus sp. GZWMJZ-606 in Thunb. Furanpydone A and B had unusual 5-(7-oxabicyclo[2.2.1]heptane)-4-hydroxy-2-pyridone sk...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2023-02, Vol.28 (5), p.2192
Main Authors: Yin, Ying, Wang, Dongyang, Wu, Dan, He, Wenwen, Zuo, Mingxing, Zhu, Weiming, Xu, Yanchao, Wang, Liping
Format: Article
Language:English
Subjects:
Alkaloids
Alkaloids - chemistry
Anti-Bacterial Agents - pharmacology
Anti-Infective Agents - pharmacology
antibacterial
Antineoplastic Agents - pharmacology
Arthrinium
Arthrinium sp
Bacteria
Coliforms
Cytotoxicity
Drug resistance
Endophytes
endophytic fungus
Fungi
Gram-negative bacteria
Heptanes
Houttuynia
Houttuynia cordata
Kinases
Lead compounds
Methicillin
Methicillin-Resistant Staphylococcus aureus
Microbial Sensitivity Tests
Oxidation
Pseudomonas aeruginosa
pyridone alkaloids
Staphylococcus infections
Tumor cell lines
X-ray diffraction
Xylariales
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Summary:Two new 4-hydroxy-2-pyridone alkaloids furanpydone A and B ( and ), along with two known compounds N-hydroxyapiosporamide ( ) and apiosporamide ( ) were isolated from the endophytic fungus sp. GZWMJZ-606 in Thunb. Furanpydone A and B had unusual 5-(7-oxabicyclo[2.2.1]heptane)-4-hydroxy-2-pyridone skeleton. Their structures including absolute configurations were determined on the basis of spectroscopic analysis, as well as the -ray diffraction experiment. Compound showed inhibitory activity against ten cancer cell lines (MKN-45, HCT116, K562, A549, DU145, SF126, A-375, 786O, 5637, and PATU8988T) with IC values from 4.35 to 9.72 µM. Compounds , and showed moderate inhibitory effects against four Gram-positive strains ( , methicillin-resistant , , ) and one Gram-negative strain ( ) with MIC values from 1.56 to 25 µM. However, compounds - showed no obvious inhibitory activity against two Gram-negative bacteria ( and ) and two pathogenic fungi ( and ) at 50 µM. These results show that compounds - are expected to be developed as lead compounds for antibacterial or anti-tumor drugs.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28052192