Terezine derivatives from the fungus Phoma herbarum PSU-H256

Athip Maha; Vatcharin Rukachaisirikul; Saowanit Saithong; Souwalak Phongpaichit; Wimarak Poonsuwan; Jariya Sakayaroj; Patchreenart Saparpakorn; Supa Hannongbua

doi:10.1016/j.phytochem.2015.11.009

Terezine derivatives from the fungus Phoma herbarum PSU-H256

Phytochemistry. 2016 Feb:122:223-229. doi: 10.1016/j.phytochem.2015.11.009. Epub 2015 Nov 27.

Authors

Athip Maha¹, Vatcharin Rukachaisirikul², Saowanit Saithong¹, Souwalak Phongpaichit³, Wimarak Poonsuwan³, Jariya Sakayaroj⁴, Patchreenart Saparpakorn⁵, Supa Hannongbua⁵

Affiliations

¹ Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
² Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand. Electronic address: vatcharin.r@psu.ac.th.
³ Natural Products Research Center of Excellence and Department of Microbiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand.
⁴ National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, Klong Luang, Pathumthani 12120, Thailand.
⁵ Department of Chemistry, Faculty of Science, Kasetsart University, Chatuchak, Bangkok 10900, Thailand.

PMID: 26626161
DOI: 10.1016/j.phytochem.2015.11.009

Abstract

Investigation of the fungus Phoma herbarum PSU-H256 isolated from a leaf of Hevea brasiliensis resulted in the isolation of eight terezine derivatives (E-L) together with four known compounds. Their structures were established by analysis of spectroscopic evidence. For terezines E and H, their structures were confirmed by single-crystal X-ray diffraction crystallography. In addition, the absolute configuration at C-7 in terezine E was established by Mosher's method. Terezines K and L were tested for antibacterial, antimalarial, antimycobacterial and cytotoxic activities, but were inactive.

Keywords: Euphorbiaceae; Hevea brasiliensis; Phoma herbarum; Pyrazine; Pyrazinone.

Publication types

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

MeSH terms

Ascomycota / chemistry*
Crystallography, X-Ray
Molecular Structure
Oligopeptides
Pyrazines / chemistry
Pyrazines / isolation & purification

Substances

Oligopeptides
Pyrazines
terezine A
terezine E
terezine K
terezine L
H 256