COX Inhibitory and Cytotoxic Naphthoketal-Bearing Polyketides from Sparticola junci.
Katherine Yasmin M GarciaMark Tristan J QuimqueGian PrimahanaAndreas RatzenböckMark Joseph B CanoJeremiah Francis A LlagunoHans-Martin DahseChayanard PhukhamsakdaFrank SurupMarc StadlerAllan Patrick G MacabeoPublished in: International journal of molecular sciences (2021)
Axenic fermentation on solid rice of the saprobic fungus Sparticola junci afforded two new highly oxidized naphthalenoid polyketide derivatives, sparticatechol A (1) and sparticolin H (2) along with sparticolin A (3). The structures of 1 and 2 were elucidated on the basis of their NMR and HR-ESIMS spectroscopic data. Assignment of absolute configurations was performed using electronic circular dichroism (ECD) experiments and Time-Dependent Density Functional Theory (TDDFT) calculations. Compounds 1-3 were evaluated for COX inhibitory, antiproliferative, cytotoxic and antimicrobial activities. Compounds 1 and 2 exhibited strong inhibitory activities against COX-1 and COX-2. Molecular docking analysis of 1 conferred favorable binding against COX-2. Sparticolin H (2) and A (3) showed a moderate antiproliferative effect against myelogenous leukemia K-562 cells and weak cytotoxicity against HeLa and mouse fibroblast cells.
Keyphrases
- molecular docking
- density functional theory
- cell cycle arrest
- induced apoptosis
- molecular dynamics simulations
- molecular dynamics
- high resolution
- magnetic resonance
- staphylococcus aureus
- oxidative stress
- electronic health record
- machine learning
- high intensity
- cell proliferation
- transcription factor
- solid state
- anti inflammatory