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. 2020 Feb 28;83(2):210-215.
doi: 10.1021/acs.jnatprod.9b00363. Epub 2020 Jan 27.

Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa

Gasper Maeda  1   2 , Jelle van der Wal  3   4 , Arvind Kumar Gupta  2 , Joan J E Munissi  1 , Andreas Orthaber  5 , Per Sunnerhagen  3   4 , Stephen S Nyandoro  1 , Máté Erdélyi  2   3   4
Affiliations

Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa

Gasper Maeda et al. J Nat Prod. .

Abstract

Three new oxygenated cyclohexene derivatives, trichocarpeols A (1), B (2), and C (3), along with nine known secondary metabolites, were isolated from the methanolic root extract of Monanthotaxis trichocarpa. They were identified by NMR spectroscopic and mass spectrometric analyses, and the structure of trichocarpeol A (1) was confirmed by single-crystal X-ray diffraction. Out of the 12 isolated natural products, uvaretin (4) showed activity against the Gram-positive bacterium Bacillus subtilis with a MIC value of 18 μM. None of the isolated metabolites was active against the Gram-negative Escherichia coli at a ∼5 mM (2000 μg/mL) concentration. Whereas 4 showed cytotoxicity at EC50 10.2 μM against the MCF-7 human breast cancer cell line, the other compounds were inactive or not tested.

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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Figure 1
Figure 1
Solid state structures of trichocarpeol A (1) to the left and uvaretin (4) to the right, shown as thermal ellipsoids with 50% probability levels.
See this image and copyright information in PMC

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