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Talarolutins A–D: Meroterpenoids from an endophytic fungal isolate of Talaromyces minioluteus
Journal article   Open access   Peer reviewed

Talarolutins A–D: Meroterpenoids from an endophytic fungal isolate of Talaromyces minioluteus

Amninder Kaur, Huzefa A. Raja, Dale C. Swenson, Rajesh Agarwal, Gagan Deep, Joseph O. Falkinham and Nicholas H. Oberlies
Phytochemistry (Oxford), Vol.126(C), pp.4-10
06/01/2016
DOI: 10.1016/j.phytochem.2016.03.013
PMCID: PMC4861051
PMID: 27048854
url
https://doi.org/10.1016/j.phytochem.2016.03.013View
Published (Version of record) Open Access

Abstract

[Display omitted] •An endophytic fungus from surface-sterilized leaves of Silybum marianum (milk thistle) was investigated.•A total of five compounds was isolated from the fungal endophyte, Talaromyces minioluteus.•Among them, four were identified as meroterpenoids (named talarolutins A–D).•These meroterpenoids are of mixed biosynthetic origin, likely derived from terpene and polyketide subunits.•X-ray crystallography, NMR, and MS techniques were utilized for determining the structures of the compounds. Four meroterpenoids [talarolutins A–D] and one known compound [purpurquinone A] were characterized from an endophytic fungal isolate of Talaromyces minioluteus (G413), which was obtained from the leaves of the medicinal plant milk thistle [Silybum marianum (L.) Gaertn. (Asteraceae)]. The structures of talarolutins A–D were determined by the analysis of various NMR and MS techniques. The relative and absolute configuration of talarolutin A was determined by X-ray diffraction analysis. A combination of NOESY data and comparisons of ECD spectra were employed to assign the relative and absolute configuration of the other analogs. Talarolutins B–D were tested for cytotoxicity against human prostate carcinoma (PC-3) cell line, antimicrobial activity, and induction of quinone reductase; no notable bioactivity was observed in any assay.
Asteraceae Fungal endophyte Meroterpenoid Milk thistle Silybum marianum Talaromyces minioluteus

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