Next Article in Journal
Metabolomics Approach Reveals the Effects of Breed and Feed on the Composition of Chicken Eggs
Previous Article in Journal
Chemical Diversity and Classification of Secondary Metabolites in Nine Bryophyte Species
Open AccessArticle

Metabolomic Profiling and Cytotoxic Tetrahydrofurofuran Lignans Investigations from Premna odorata Blanco

1
Department of Pharmacognosy, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, Egypt
2
School of Computing, Engineering & Physical Sciences, University of the West of Scotland, Paisley PA1 2BE, UK
3
Faculty of Pharmacy, The University of Jordan, P.O Box 13140, Amman 11942, Jordan
4
College of Pharmacy, Alfaisal University, Al Takhassusi Rd, Riyadh 11533, Saudi Arabia
5
Julius-von-Sachs-Institute of Biosciences, Biocenter, Pharmaceutical Biology, University of Würzburg, 97070 Würzburg, Germany
6
Department of Pharmacognosy, Faculty of Pharmacy, Deraya University, Universities Zone, New Minia City 61111, Egypt
7
Department of Pharmacognosy, Faculty of Pharmacy, Minia University, Minia 61519, Egypt
*
Authors to whom correspondence should be addressed.
Metabolites 2019, 9(10), 223; https://doi.org/10.3390/metabo9100223
Received: 18 September 2019 / Revised: 4 October 2019 / Accepted: 8 October 2019 / Published: 13 October 2019
Metabolomic profiling of different Premna odorata Blanco (Lamiaceae) organs, bark, wood, young stems, flowers, and fruits dereplicated 20, 20, 10, 20, and 20 compounds, respectively, using LC–HRESIMS. The identified metabolites (134) belonged to different chemical classes, including iridoids, flavones, phenyl ethanoids, and lignans. A phytochemical investigation of P. odorata bark afforded one new tetrahydrofurofuran lignan, 4β-hydroxyasarinin 35, along with fourteen known compounds. The structure of the new compound was confirmed using extensive 1D and 2D NMR, and HRESIMS analyses. A cytotoxic investigation of compounds 3538 against the HL-60, HT-29, and MCF-7 cancer cell lines, using the MTT assay showed that compound 35 had cytotoxic effects against HL-60 and MCF-7 with IC50 values of 2.7 and 4.2 µg/mL, respectively. A pharmacophore map of compounds 35 showed two hydrogen bond acceptor (HBA) aligning the phenoxy oxygen atoms of benzodioxole moieties, two aromatic ring features vectored on the two phenyl rings, one hydrogen bond donor (HBD) feature aligning the central hydroxyl group and thirteen exclusion spheres which limit the boundaries of sterically inaccessible regions of the target’s active site. View Full-Text
Keywords: Premna; lignan; metabolomic; cytotoxic; pharmacophore map Premna; lignan; metabolomic; cytotoxic; pharmacophore map
Show Figures

Graphical abstract

MDPI and ACS Style

Elmaidomy, A.H.; Mohammed, R.; M. Hassan, H.; I. Owis, A.; E. Rateb, M.; A. Khanfar, M.; Krischke, M.; J. Mueller, M.; Ramadan Abdelmohsen, U. Metabolomic Profiling and Cytotoxic Tetrahydrofurofuran Lignans Investigations from Premna odorata Blanco. Metabolites 2019, 9, 223.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop