Open AccessOxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
Author(s) -
Gasper Maeda,
Jelle van der Wal,
Arvind K. Gupta,
Joan J. E. Munissi,
Andreas Orthaber,
Per Sunnerhagen,
Stephen S. Nyandoro,
Máté Erdélyi
Publication year - 2020
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/acs.jnatprod.9b00363
Subject(s) - bacillus subtilis , populus trichocarpa , chemistry , cyclohexene , stereochemistry , escherichia coli , cytotoxicity , terpenoid , bacteria , organic chemistry , biochemistry , biology , in vitro , genetics , genome , gene , catalysis
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 EC 50 10.2 μM against the MCF-7 human breast cancer cell line, the other compounds were inactive or not tested.
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