Bafouoside C, a new triterpenoid saponin from the roots of Cussonia bancoensis Aubrev. & Pellegr.
Abstract A new triterpenoid saponin named bafouoside C 3-O-β- d -glucopyranosyl-(1 → 4)-[β- d -galactopyranosyl-(1 → 2)]-β- d -glucuronopyranosyloleanolic acid 28-O-β- d -glucopyranosyl ester; (1), together with five known compounds 3-O-β- d -galactopyranosyl-(1 → 2)-β- d -glucuronopyranosyloleanolic acid (2), 23-hydroxyursolic acid (3), 28-O-α- l -rhamnopyranosyl-(1 → 4)-O-β- d -glucopyranosyl-(1 → 6)-O-β- d -glucopyranosyl-23-hydroxyursolic acid (4), 3-O-β- d -glucopyranosyl-23-hydroxyursolic acid (5), and 3-O-α- l -arabinopyranosyl-23-hydroxyursolic acid (6), were isolated from the roots of Cussonia bancoensis Aubrev. & Pellegr. Their structures were established on the basis of 1D- and 2…
The Nonvolatile and Volatile Metabolites of Prangos ferulacea and Their Biological Properties
Abstract Prangos ferulacea (L.) Lindl. (Fam. Apiaceae), an orophilous species of eastern Mediterranean and western Asia, possesses a number of biological properties that are worthy of exploitation in different fields. Phytochemical investigations revealed the presence of coumarins, prenyl-coumarins, and furano-coumarins as the main constituents of this species, as well as several flavonoids. Among prenyl-coumarins, osthol is a promising apoptotic agent quite selective toward cancer cells. In addition, the essential oils have been extensively investigated, and several chemotypes have been identified. This work reviews the literature on this species published between 1965 and 2018, describes …
Bioactive Constituents of Juniperus turbinata Guss. from La Maddalena Archipelago.
A comprehensive phytochemical study of Juniperus turbinata (Cupressaceae) collected from La Maddalena Archipelago (Sardinia, Italy) is reported. Both the essential oil and the ethanolic extract obtained from the aerial parts were analyzed. The essential oil appears to belong to a new chemotype compared to other Mediterranean juniper accessions, as it was favored by geographic isolation of the isles. It showed a low content of monoterpene hydrocarbons and -terpineol, ent-manoyl oxide, 1,10-di-epi-cubenol as the major constituents. The ethanolic fraction contained mainly diterpenoids. Among these, 15-formyloxyimbricatolic acid (7) is a new natural product since it has hitherto been obtained o…
Steroidal saponins from the aerial parts of Cordyline fruticosa L. var. strawberries.
A new sulfated steroidal derivative (fruticogenin A: 1-sulfo-australigenin-3-sodium sulphate, 1) and three new steroidal saponins named fruticoside K (3-sulfo-spirostan-25(27)-ene-1β,3β-diol-1-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-fucopyranoside], 2), fruticoside L (3-sulfo-spirostan-25(27)-ene-1β,3β,6α-triol-1-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-fucopyranoside], 3) and fruticoside M (spirostan-25(27)-ene-1β,3α-diol-1-O-[α-L-rhamnopyranosyl-(1 → 2)-α-L-rhamnopyranoside], 4) were isolated from the aerial parts of Cordyline fruticosa L. var. strawberries. Their structures were established on the basis of 1D and 2D NMR data, mass spectrometry and chemical methods. Compounds 2 and 4 exhibited weak …
Composition and biological activities of the essential oil from a Sicilian accession of Prangos ferulacea (L.) Lindl
Prangos ferulacea (L.) Lindl. (Fam. Apiaceae), is an orophilous species of eastern Mediterranean and western Asia which possesses several biological properties, which are worthy of exploitation in different fields. With the aim to provide new insights into the phytochemistry and pharmacology of this species, a local accession growing in Sicily (South Italy) was investigated as well. Notably, the P. ferulacea essential oil chemical composition and the antioxidant, anti-acetylcholinesterase (AChE) and cytotoxic activities have been studied. This analysis allowed to identify a new chemotype and to report good biological results for this oil. © 2019 Informa UK Limited, trading as Taylor & F…
Hairy Garlic (Allium subhirsutum) from Sicily (Italy): LC-DAD-MSn Analysis of Secondary Metabolites and In Vitro Biological Properties
Allium subhirsutum, known as hairy garlic, is a bulbous plant widespread in the Mediterranean area and locally used as a food and spice. In the present study, the chemical profile of the ethanolic extracts from bulbs (BE) and aerial parts (APE) were analyzed by HPLC-ESI-MSn, and antioxidant properties were evaluated by DPPH, ABTS and TEAC assays. The traditional use in the diet, and the well documented biological activity of Allium species suggest a potential as a new nutraceutical. For this reason, the potential usefulness of this food can be considered in the treatment and prevention of degenerative Alzheimer disease. For this reason, acetylcholinesterase inhibitory property was investiga…
Kundmannia sicula (L.) DC: a rich source of germacrene D
AbstractObjective: Kundmannia sicula is an herbaceous plant belonging to the family Apiaceae and is distributed in the Mediterranean coastal areas where it occurs in arid places. In this work, we have analysed the essential oil distilled from the aerial parts of K. sicula from Sicily (Italy) and its biological activity. Methods: GC-MS was used to analyze the chemical composition, whereas its antioxidant capacity and cytotoxicity on three human tumour cells (A375, MDA MB-231 and HCT 116) were evaluated by DPPH, ABTS, FRAP and MTT methods, respectively. Result: The essential oil resulted very rich of the sesquiterpene hydrocarbon germacrene D (81.2%). Moreover, the K. sicula oil displayed rel…
Cytotoxic activity of several ent-kaurane derivatives of atractyligenin. Synthesis of unreported diterpenic skeleton by chemical rearrangement
Atractyloside, carboxyatractyloside, their aglycon atractyligenin, and several synthetic derivatives were tested and found to be active against a panel of human tumor cell lines. Atractyligenin was subjected to oxidation, bromination, and elimination reactions, obtaining several compounds. A singular skeleton was synthesized by chemical rearrangement starting from 3 beta-bromo-2,15-diketoatractyligenin methyl ester. The synthesized compounds resulted active against all cell lines tested. In particular, 15-ketoatractyligenin methyl ester and 3 beta bromo-2,15-diketoatractyligenin methyl ester resulted the most active with IC50 values of 0.427 and 0.723 mu M against A375 melanoma cell line. E…