Highly oxygenated chromones from mangrove-derived endophytic fungus Rhytidhysteron rufulum

Supichar Chokpaiboon; Siwattra Choodej; Nattawut Boonyuen; Thapong Teerawatananond; Khanitha Pudhom

doi:10.1016/j.phytochem.2015.12.010

Highly oxygenated chromones from mangrove-derived endophytic fungus Rhytidhysteron rufulum

Phytochemistry. 2016 Feb:122:172-177. doi: 10.1016/j.phytochem.2015.12.010. Epub 2015 Dec 19.

Authors

Supichar Chokpaiboon¹, Siwattra Choodej², Nattawut Boonyuen³, Thapong Teerawatananond⁴, Khanitha Pudhom⁵

Affiliations

¹ Program in Biotechnology, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
² Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
³ National Center for Genetic Engineering and Biotechnology (BIOTEC), 113 Thailand Science Park, Pathumthani 12120, Thailand.
⁴ Faculty of Science and Technology, Valaya Alongkorn Rajabhat University under Royal Patronage, Pathumtani 13138, Thailand.
⁵ Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand. Electronic address: khanitha.p@chula.ac.th.

PMID: 26712613
DOI: 10.1016/j.phytochem.2015.12.010

Abstract

Five highly oxygenated chromones, rhytidchromones A-E, were isolated from the culture broth of a mangrove-derived endophytic fungus, Rhytidhysteron rufulum, isolated from Thai Bruguiera gymnorrhiza. Their structures were determined by analysis of 1D and 2D NMR spectroscopic data. The structure of rhytidchromone A was further confirmed by single-crystal X-ray diffraction analysis. These compounds were evaluated for cytotoxicity against four cancer cell lines (MCF-7, Hep-G2, Kato-3 and CaSki). All compounds, except for rhytidchromone D, displayed cytotoxicity against Kato-3 cell lines with IC50 values ranging from 16.0 to 23.3μM, while rhytidchromones A and C were active against MCF-7 cells with IC50 values of 19.3 and 17.7μM, respectively.

Keywords: Chromone; Cytotoxicity; Endophytic fungi; Rhytidhysteron rufulum.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology
Ascomycota / chemistry*
Chromones / chemistry
Chromones / isolation & purification*
Chromones / pharmacology
Crystallography, X-Ray
Drug Screening Assays, Antitumor
Female
Hep G2 Cells
Humans
MCF-7 Cells
Molecular Conformation
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oxygen
Rhizophoraceae / microbiology*
Thailand

Substances

Antineoplastic Agents
Chromones
rhytidchromone A
Oxygen