A dihydrochalcone derivative and further steroidal saponins from Sansevieria trifasciata Prain

Abstract

Phytochemical investigation of the aerial parts of Sansevieria trifasciata, one of the most common Dracaenaceae plants, has resulted in the isolation of a new dihydrochalcone derivative named trifasciatine C (1), four previously unreported steroidal saponins as two pairs of inseparable regioisomers: trifasciatosides K/L (2/3), M/N (4/5), together with the known 1,2-(dipalmitoyl)-3-O-β-D-galactopyranosylglycerol (6), aconitic acid (7), and 1-methyl aconitic acid (8). Their structures were elucidated mainly by extensive spectroscopic analysis (1D and 2D nuclear magnetic resonance) and high-resolution electronspray ionization-mass spectrometry, as well as chemical methods and comparison of their spectral data with those of related compounds. Compounds 2/3 and 4/5 were evaluated for their antiproliferative activity on Hela cells, and no significant effect was observed.

Bioactive Constituents from the Rhizomes of Sansevieria cylindrica

“…The residue E from the EtOAc subextract of the MeOH extract of S. cylindrica rhizomes was subjected to flash column chromatography over octadecylsilanized silica gel (ODS) followed by repeated semipreparative HPLC separations to afford ten known compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10). The physical and spectroscopic data of 1-10 nicely matched those reported in the literature.…”

“…This finding is another example of enantiomeric congeners occurring in the same plant or in different species belonging to the same genus. Among homoisoflavanones arising from enantiodivergent biosynthetic pathways, other examples are trifasciatines B and C, whose enantiomers occur in S. cylindrica [4,8] and in S. trifasciata [6,9], respectively. A couple of biosynthetic routes have been proposed to explain the formation of enantiomeric sappanin-type homoisoflavonoids, in which antipodal compounds evolve from achiral intermediates by divergent enantioselective reactions [8,9].…”

“…Actually, the high antioxidant activity of APC has been demonstrated by different tests, including the prevention of Fe(II)-induced lipid peroxidation (LPO) of liposomes and rat brain homogenates as well as ray-induced damage of pBR322 plasmid DNA [26]. (-)-trans-N-Feruloyl octopamine (6) showed moderate radical scavenging activity (EC50 61.8 M), while the remaining isolated compounds displayed weak or no activity (EC50 value >100 M); therefore, their antioxidant activity was no further investigated.…”

“…Previous phytochemical investigations of leaves and aerial parts of S. cylindrica led to the isolation of steroidal saponins [3][4][5], one of which demonstrated inhibition of capillary permeability activity [3], whereas others exhibited moderate cytotoxicities in vitro [4,5]. In addition, (+)-trifasciatine B, with high radical scavenging activity activity [4], and dihydrochalcone (+)-trifasciatine C [5,6], showing a moderate cytotoxicity against MCF7 cells, were isolated.…”

An efficient and quick protocol for in vitro multiplication of snake plant, Sansevieria trifasciata var. Laurentii [Prain]

“…Snake plants represent about 70 species of monocot angiosperms in the genus Sansevieria belonging to the Asparagaceae family of the order Nolinoideae. Besides their ornamental use Sansevieria species have been exploited for their multiple attributes such as a bre crop, bio-composites (Sreenivasan et al 2011), ethnomedicinal prospects (Anbu et al 2009; Andhare et al 2012), and as valuable resource of phytochemicals (Mimaki et al 1996;Tchegnitegni et al 2017;Teponno et al 2016). The species Sansevieria trifasciata (ST) is a succulent, native to Tropical Canary Isles, subtropical Japan, India, Nigeria, Zaire, Thailand and Brazil and is known by several names such as the Mother in Law's tongue, bow-string hemp, zebra lily, cow tongue, leopard lily, good luck plant and devil's tongue (Takawira and Nordal 2001).…”