Anticancer activity of isolated compounds from twigs of Koelreuteria elegans cultivated in Egypt

Abstract

Phytochemical constituents have been participated with essential role in the discovery of several clinically effective anticancer agents. The goal of this study was to isolate phytoconstituents from Koelreuteria elegans twigs (Sapindacea family) and evaluate their anticancer activities against human lung, colon and breast cancer cell lines. The aqueous methanol extract of plant's twigs was fractionated with different solvents and the preliminary cytotoxicity of fractions was determined using brine shrimp lethality assay. Nine compounds from K. elegans twigs butanol fraction were isolated for the first time; gallic acid (1), methyl gallate (2), 6-O-[Galloyl 4-methyl ether]-(α/β)-D-glucopyranose (3), 3, 5-di-O-galloylquinic acid butyl ester (4), 3,4,5-tri-Ogalloylquinic acid butyl ester (5), 1,3,4,5-tetra-O-galloylquinic acid butyl ester (6), two isomers of 3-O-galloyl quinic acid butyl ester and 4-O-galloyl quinic acid butyl ester (7), austrobailignan 1 (8) and β-sitosterol (9). The structures of compounds were elucidated using different spectroscopic techniques. Anticancer activities of butanol fraction, methyl gallate and austrobailignan 1were estimated in-vitro by cell viability assay. The results showed significant anticancer activity of both methyl gallate and austrobailignan 1 against breast cancer cell lines and less cytotoxicity against colon cell lines while almost no activity against lung cell lines.

Chemical Compounds, Antitumor and Antimicrobial Activities of Dry Ethanol Extracts from Koelreuteria paniculata Laxm

“…In addition, Kumar and Kaur [28] established the potential of those extracts to inhibit lipid peroxidation and 4-nitroquinoline-1-oxide (4NQO)-induced genotoxicity. In vitro cytotoxicity assay on another Koelreuteria species (K. elegans) showed the promising anticancer activity of two phenols (from butanol fraction), methyl gallate and austrobailignan, against MCF-7 cell lines, which also reduced the cell proliferation of it [29].…”

Unveiling the functional components and anti-Alzheimer's activity of Koelreuteria elegans (Seem.) A.C. Sm. using UHPLC-MS/MS and molecular networking

“…The term “phenolic acids” generally describes the phenolic compounds having one carboxylic acid group. 34 Numerous phenolic acids and their conjugates have been previously reported in K. elegans along with their antioxidant, anti-inflammatory, 12,13,19,21,23 anti-cancer, 14,22 antimicrobial and hepatoprotective effects. 15 In this study, fifty-seven phenolic acids were tentatively identified, and they are mainly derivatives of hydroxybenzoic acids present as esters, glycosides, or glycoside-esters.…”

“…Previous phytochemical studies of K. elegans led to the detection of phenolic compounds, flavonoids, lignans, sterols, tocopherols and triterpenes. 11,14–21 Despite its potential as a producer of bioactive natural compounds, no studies are available on the anti-AD activity of K. elegans . The only study that discussed the anti-AD potential was conducted on Koelreuteria paniculata , 1 with the isolation and elucidation of five barrigenol-type triterpenoid compounds from the seeds of K. paniculata .…”

“…The chief identified secondary metabolites were phenolics and flavonoids (a total of ninety-four), as confirmed by previous reports. [14][15][16]18,[20][21][22] Negative and positive MNs were established (Fig. 3 and 4).…”

“…20 Protein-tyrosine kinase (PTK) was inhibited by kaempferol and quercetin and their glycosides that were isolated from the leaves and twigs; 16 in addition, the antiproliferative activities of different fractions of isolated compounds against various human tumor cell lines were reported. 11,14,17,22 Antioxidant and ROS scavenging activities of different fractions of leaf extract of K. elegans , 21,23,24 aqueous extract of its flowers, 13 and 1,3,4,5-tetra- O -galloylquinic acid isolated from the leaves 19 and extracts of aerial plant parts 12 were documented. Furthermore, El Naggar demonstrated the antimicrobial activity of the aqueous methanolic extract of K. elegans leaves and its pure compounds, 1,3,4,5-tetra- O -galloylquinic acid butyl ester and methyl gallate, against Geotrichum candidum , Staphylococcus aureus , Bacillus subtilis , Enterococcus faecalis , Salmonella typhimurium and Escherichia coli , along with their hepatoprotective effect.…”