Calea urticifolia (Mill.) DC. (Compositae) is a medicinal plant found in El Salvador. Calea is used in folkloric medicine as a psychoactive principle with calming effect, as well as in the treatment of diarrhea and fever. Three undescribed bisabolenes, named caleanolenes A-C, as well as, three known sesquiterpene lactones 2,3-epoxyjuanislamin, calealactone B, calein C, and the flavonoid acacetin, were isolated from the chloroform extract of the leaves of C. urticifolia. The chemical structures of the isolated compounds were determined on the basis of HRMS, IR, CD, and from 1D and 2D NMR spectroscopic studies. The absolute configurations of the caleanolenes have been partly established using GIAO NMR and ECD calculations. The isolated compounds were evaluated for cytotoxicity against the CA46 and Raji lymphoma, and the MCF7 breast cancer cell lines, with 2,3-epoxyjuanislamin showing the best activity in all cell lines (IC value range 2.9-12.3 μM).
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http://dx.doi.org/10.1016/j.phytochem.2018.10.022 | DOI Listing |
Phytochemistry
December 2024
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China; University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of China. Electronic address:
Six pairs of previously undescribed enantiomeric phytocannabinoid-like meroterpenoids, (±)-spinulinoids A‒F, and two naturally occurring compounds, (+)-rhododaurichromanic acid A and (E)-4-((3,7-dimethylocta-2,6-dien-1-yl)oxy)benzoic acid, together with one known congener, (-)-rhododaurichromanic acid A, were obtained from the twigs and leaves of Rhododendron spinuliferum. Their structures were established by their extensive spectral data (NMR and HRESIMS), ECD calculations, and single-crystal X-ray diffraction data. Spinulinoids A and B are unprecedented phytocannabinoid-like meroterpenoids constructed by the resorcinol moiety and a β-bisabolene unit, whereas spinulinoid C represents a rare adduct of quinone and β-bisabolene with a tricyclic 6/6/6 ring system.
View Article and Find Full Text PDFBioorg Chem
March 2024
School of Pharmacy, Hainan Medical University, No. 3 Xueyuan Road, Haikou 571199, China; Key Laboratory of Marine Genetic Resources, Third Institute of Oceanography, Ministry of Natural Resources, 184 Daxue Road, Xiamen 361005, China. Electronic address:
Eight undescribed (1-8) and 46 known compounds (9-54) were isolated from the deep-sea-derived Aspergillus sp. MCCC 3A00392. Compounds 1-3 were three novel oxoindolo diterpenoids, 4-6 were three bisabolane sesquiterpenoids, while 7 and 8 were two monocyclic cyclopropanes.
View Article and Find Full Text PDFData Brief
December 2019
Department of Chemistry, Mindanao State University-Iligan Institute of Technology, Iligan City, 9200, Philippines.
The data presented here are related to the research paper entitled "Norbisabolane and bisabolane sesquiterpenoids from the seeds of " [1]. In this data article, we provide 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and electrospray ionization mass spectrometry (ESIMS) data of three undescribed norbisabolane- and bisabolene-type sesquiterpenoids, ashitabaol B-D isolated from the seeds of .
View Article and Find Full Text PDFPhytochemistry
January 2019
Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, University, MS, 38677, USA; College of Pharmacy, University of South Carolina, Columbia, SC, 29208, USA. Electronic address:
Calea urticifolia (Mill.) DC. (Compositae) is a medicinal plant found in El Salvador.
View Article and Find Full Text PDFPhytochemistry
November 2015
Institute of Botany, University of Hohenheim, Garbenstraße 30, 70593 Stuttgart, Germany.
Uniseriate linear glandular trichomes occur on stems, leaves and flowering parts of Helianthus species and related taxa. Their metabolic activity and biological function are still poorly understood. A phytochemical study documented the accumulation of bisabolene type sesquiterpenes and flavonoids as the major constituents of the non-volatile metabolome of linear glandular trichomes in the common sunflower, Helianthus annuus.
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