Xanthones from a microfungus of the genus Xylaria

Phytochemistry
Peter C HealyRohan A Davis

Abstract

Chemical investigations of a microfungus Xylaria sp. isolated from the Australian rainforest tree Glochidion ferdinandi have afforded two new natural products, 2-hydroxy-6-methyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (1) and 2-hydroxy-6-hydroxymethyl-8-methoxy-9-oxo-9H-xanthene-1-carboxylic acid (2). Compound 1 has previously been synthesised but only partially characterised. Methylation of 1 using diazomethane afforded the crystalline compound 2,8-dimethoxy-6-methyl-9-oxo-9H-xanthene-1-carboxylic acid methyl ester (3), whose structure was determined by single crystal X-ray analysis. This paper reports the full spectroscopic characterisation of compounds 1-3 by NMR, UV, IR and MS data. All compounds were inactive in a brine shrimp lethality assay and several antimicrobial screens.

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Citations

Aug 10, 2010·Natural Product Reports·Zhong-Yu Zhou, Ji-Kai Liu
May 8, 2010·Organic & Biomolecular Chemistry·Rohan A DavisRoger G Shivas
Apr 22, 2008·Bioorganic & Medicinal Chemistry Letters·Rohan A DavisPeter C Healy
Sep 25, 2009·Chemistry : a European Journal·Karsten KrohnBarbara Schulz
Jul 11, 2006·Magnetic Resonance in Chemistry : MRC·Rohan A Davis, Gregory K Pierens
May 16, 2014·Chemistry & Biodiversity·Fei SongTang Wang
Oct 26, 2005·Phytochemistry·Rohan A DavisRoger G Shivas
Sep 1, 2009·Mycobiology·Yun-Woo JangBong-Sik Yun
May 6, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hongqi ZhangKun Zou
Sep 27, 2018·Natural Product Research·Weiyi WangJianming Chen
Jan 10, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·João RibeiroMadalena M M Pinto
Apr 9, 2020·Journal of Biomolecular Structure & Dynamics·Shafi MahmudMd Abu Saleh
Nov 12, 2020·International Journal of Nanomedicine·Basavaraju SumanthAhmad Almatroudi
Jul 19, 2008·Journal of Natural Products·Mark W SumarahJ David Miller
Feb 22, 2011·Journal of Medicinal Chemistry·Rohan A DavisSally-Ann Poulsen
Sep 26, 2007·Journal of Natural Products·Srinuan TansuwanNarongsak Chaichit
Jun 1, 2005·Journal of Natural Products·Rohan A Davis

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