Cytotoxic oligostilbenes from Shorea hopeifolia

Rohaiza, S; Yaacob, Wan Zuhairi Wan; Din, Laily B.; Nazlina, I.

doi:10.5897/ajpp10.386

Cited by 25 publications

(20 citation statements)

References 32 publications

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“…Other oligomeric stilbenes such as maximol A (δ-viniferin) also exert inhibiting effects on cell viability among human leukemia cells (HL-60), mammary cancer lines (MCF-7) and lung carcinoma cells (A-549) [ 37 ]. Hopeaphenol, a tetrameric stilbene, displays a similar activity against human hepatocarcinoma cell lines (HEPG2) [ 38 ] and murine leukemia lines (P-388) [ 39 ].…”

Section: Resultsmentioning

confidence: 99%

Anti-Cancer Activity of Resveratrol and Derivatives Produced by Grapevine Cell Suspensions in a 14 L Stirred Bioreactor

et al. 2017

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In the present study, resveratrol and various oligomeric derivatives were obtained from a 14 L bioreactor culture of elicited grapevine cell suspensions (Vitis labrusca L.). The crude ethyl acetate stilbene extract obtained from the culture medium was fractionated by centrifugal partition chromatography (CPC) using a gradient elution method and the major stilbenes contained in the fractions were subsequently identified by using a 13C-NMR-based dereplication procedure and further 2D NMR analyses including HSQC, HMBC, and COSY. Beside δ-viniferin (2), leachianol F (4) and G (4′), four stilbenes (resveratrol (1), ε-viniferin (5), pallidol (3) and a newly characterized dimer (6)) were recovered as pure compounds in sufficient amounts to allow assessment of their biological activity on the cell growth of three different cell lines, including two human skin malignant melanoma cancer cell lines (HT-144 and SKMEL-28) and a healthy human dermal fibroblast HDF line. Among the dimers obtained in this study, the newly characterized resveratrol dimer (6) has never been described in nature and its biological potential was evaluated here for the first time. ε-viniferin as well as dimer (6) showed IC50 values on the three tested cell lines lower than the ones exerted by resveratrol and pallidol. However, activities of the first two compounds were significantly decreased in the presence of fetal bovine serum although that of resveratrol and pallidol was not. The differential tumor activity exerted by resveratrol on healthy and cancer lines was also discussed.

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Section: Resultsmentioning

confidence: 99%

Anti-Cancer Activity of Resveratrol and Derivatives Produced by Grapevine Cell Suspensions in a 14 L Stirred Bioreactor

et al. 2017

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“…Five known compounds were identified as (−)-hopeaphenol ( 3 ) [ 14 ], (+)-syringaresinol ( 4 ) [ 15 ], quercetin ( 5 ) [ 16 ], genistein ( 6 ) [ 17 ], and 2,3-dihydroirigenin ( 7 ) [ 18 ], respectively, by comparison their spectroscopic data with the literature data.…”

Section: Resultsmentioning

confidence: 99%

Phenolic Compounds from Belamcanda chinensis Seeds

et al. 2018

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Two new sucrose derivatives, namely, belamcanosides A (1) and B (2), together with five other known compounds (3−7), were isolated from the seeds of Belamcanda chinensis (L.) DC. Their structures were identified based on spectroscopic data. Especially, the absolute configurations of fructose and glucose residues in 1 and 2 were assigned by acid hydrolysis, followed by derivatization and gas chromatography (GC) analysis. Among the known compounds, (−)-hopeaphenol (3), (+)-syringaresinol (4), and quercetin (5), were isolated from B. chinensis for the first time. In addition, biological evaluation of 1 and 2 against cholesterol synthesis and metabolism at the gene level was carried out. The results showed that compounds 1 and 2 could regulate the expression of cholesterol synthesis and metabolism-associated genes, including 3-hydroxy-3-methylglutaryl-coenzyme A reductase (HMGCR), squalene epoxidase (SQLE), low density lipoprotein receptor (LDLR), and sortilin (SORT1) genes in HepG2 cells.

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“…Based on phytochemical studies of Shorea spp., the main secondary metabolites of this plant genus is a class of phenolic compounds, such as oligostilbenoid, flavonoids, phenyl propanoid, and phenolic acid derivates. Rohaiza et al (2011) have been isolated four oligostilbenes of (-)-e-viniferin, (-)-ampelopsin E, (-)hopeaphenol and shoreaphenol from the acetone extract of S. hopeifolia. Oligostilbene compounds exhibit a variety of significant bioactivities, including anti-bacterial (Nitta et al 2002) and anti-fungal (Kusuma and Tachibana 2007).…”

Section: Discussionmentioning

confidence: 99%