Sesquiterpene lactones of Montanoa guatemalensis and Montanoa tomentosa subsp. Xanthiifolia

Seaman, Fred C.; Malcolm, Arcelio J.; Fischer, Nikolaus H.

doi:10.1016/s0031-9422(00)83110-6

Cited by 8 publications

(3 citation statements)

References 4 publications

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“…Two compounds with different side chains at C-8 (methacrylate, epoxyangelate) were isolated from M. tomentosa subsp. xanthitfolia and M. guatemalensis (12). The structure of lb was confirmed by an X-ray crystallographic analysis (Fig.…”

Section: Resultsmentioning

confidence: 66%

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New Sesquiterpene Lactones fromMontanoa tomentosasubsp.xanthiifolia*

Lidia-Pérez

Caballero²,

Ortega³

et al. 1994

Planta Med

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A chemical examination of MONTANOA TOMENTOSA subsp. XANTHIIFOLIA afforded in addition to some known compounds, four new sesquiterpene lactones: 4beta,5alpha-epoxy-8alpha-isobutyryloxy- TRANS-germacr-1(10)-en-12,6beta-olide ( 1A), 4beta,5alpha-epoxy-7alpha-hydroxy-8alpha-isobutyryloxy- TRANS-germacr-1(10)-en-12,6beta-olide ( 1B), (1 R,4 S)-1,5-cyclo-5alpha-hydroxy-8alpha-isobutyryloxy-7alpha, 10alpha-oxagermacran-12,6beta-olide ( 2A), and 4beta-hydroxy-8alpha-isobutyryloxy-7alpha,10alpha-oxaguaian-12,6beta-olide ( 3). The structures were determined mainly by spectroscopic methods. The structure of 1B was confirmed by an X-ray analysis.

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Section: Resultsmentioning

confidence: 66%

“…1.07d (6.5) 1.06d (6.9) 4' Sesquiterpene lactones with 12,613-olides seem to be typical of the Montanoa genus since these compounds have been previously found in M.gigas (11), M. guatemalensis (12), M revealii, andM. mollissima (13).…”

Section: Resultsmentioning

confidence: 89%

New Sesquiterpene Lactones fromMontanoa tomentosasubsp.xanthiifolia*

Lidia-Pérez

Caballero²,

Ortega³

et al. 1994

Planta Med

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“…This tree has been planted as windbreaks in Monteverde [ 2 ]. Germacranolide sesquiterpenoids have been isolated from M. guatemalensis [ 3 ], but to our knowledge, the volatile composition of this tree has not been previously investigated. In this work, we present the leaf essential oil composition of M. guatemalensis .…”

Section: Introductionmentioning

confidence: 99%

Compositional Variation and Bioactivity of the Leaf Essential Oil of Montanoa guatemalensis from Monteverde, Costa Rica: A Preliminary Investigation

et al. 2015

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Background: Montanoa guatemalensis is a small to medium-sized tree in the Asteraceae that grows in Central America from Mexico south through Costa Rica. There have been no previous investigations on the essential oil of this tree. Methods: The leaf essential oils of M. guatemalensis were obtained from different individual trees growing in Monteverde, Costa Rica, in two different years, and were analyzed by gas chromatography—mass spectrometry. Results: The leaf oils from 2008 were rich in sesquiterpenoids, dominated by α-selinene, β-selinene, and cyclocolorenone, with lesser amounts of the monoterpenes α-pinene and limonene. In contrast, the samples from 2009 showed no α- or β-selinene, but large concentrations of trans-muurola-4(14),5-diene, β-cadinene, and cyclocolorenone, along with greater concentrations of α-pinene and limonene. The leaf oils were screened for cytotoxic and antimicrobial activities and did show selective cytotoxic activity on MDA-MB-231 breast tumor cells. Conclusion: M. guatemalensis leaf oil, rich in cyclocolorenone, α-selinene, and β-selinene, showed selective in vitro cytotoxic activity to MDA-MB-231 cells. The plant may be a good source of cyclocolorenone.

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