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Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties.
J Agric Food Chem. 2008 Feb 13; 56(3):670-5.JA

Abstract

Studies suggest that consumption of berry fruits, including strawberries (Fragaria x ananassa Duch.), may have beneficial effects against oxidative stress mediated diseases such as cancer. Berries contain multiple phenolic compounds, which are thought to contribute to their biological properties. Comprehensive profiling of phenolics from strawberries was previously reported using high-performance liquid chromatography with mass spectrometry (HPLC-MS) detection. The current study reports the isolation and structural characterization of 10 phenolic compounds from strawberry extracts using a combination of Amberlite XAD16-resin and C18 columns, HPLC-UV, and nuclear magnetic resonance (NMR) spectroscopy methods. The phenolics were cyanidin-3-glucoside (1), pelargonidin (2), pelargonidin-3-glucoside (3), pelargonidin-3-rutinoside (4), kaempferol (5), quercetin (6), kaempferol-3-(6'-coumaroyl)glucoside) (7), 3,4,5-trihydroxyphenyl-acrylic acid (8), glucose ester of (E)- p-coumaric acid (9), and ellagic acid . Strawberry crude extracts and purified compounds 1- 10 were evaluated for antioxidant and human cancer cell antiproliferative activities by the Trolox equivalent antioxidant capacity (TEAC) and luminescent ATP cell viability assays, respectively. Among the pure compounds, the anthocyanins 1 (7156 microM Trolox/mg), 2 (4922 microM Trolox/mg), and 4 (5514 microM Trolox/mg) were the most potent antioxidants. Crude extracts (250 microg/mL) and pure compounds (100 microg/mL) inhibited the growth of human oral (CAL-27, KB), colon (HT29, HCT-116), and prostate (LNCaP, DU145) cancer cells with different sensitivities observed between cell lines. This study adds to the growing body of data supporting the bioactivities of berry fruit phenolics and their potential impact on human health.

Authors+Show Affiliations

Center for Human Nutrition, David Geffen School of Medicine, University of California, Los Angeles, California 90095, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

18211028

Citation

Zhang, Yanjun, et al. "Isolation and Identification of Strawberry Phenolics With Antioxidant and Human Cancer Cell Antiproliferative Properties." Journal of Agricultural and Food Chemistry, vol. 56, no. 3, 2008, pp. 670-5.
Zhang Y, Seeram NP, Lee R, et al. Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties. J Agric Food Chem. 2008;56(3):670-5.
Zhang, Y., Seeram, N. P., Lee, R., Feng, L., & Heber, D. (2008). Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties. Journal of Agricultural and Food Chemistry, 56(3), 670-5. https://doi.org/10.1021/jf071989c
Zhang Y, et al. Isolation and Identification of Strawberry Phenolics With Antioxidant and Human Cancer Cell Antiproliferative Properties. J Agric Food Chem. 2008 Feb 13;56(3):670-5. PubMed PMID: 18211028.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties. AU - Zhang,Yanjun, AU - Seeram,Navindra P, AU - Lee,Rupo, AU - Feng,Lydia, AU - Heber,David, Y1 - 2008/01/23/ PY - 2008/1/24/pubmed PY - 2008/4/25/medline PY - 2008/1/24/entrez SP - 670 EP - 5 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 56 IS - 3 N2 - Studies suggest that consumption of berry fruits, including strawberries (Fragaria x ananassa Duch.), may have beneficial effects against oxidative stress mediated diseases such as cancer. Berries contain multiple phenolic compounds, which are thought to contribute to their biological properties. Comprehensive profiling of phenolics from strawberries was previously reported using high-performance liquid chromatography with mass spectrometry (HPLC-MS) detection. The current study reports the isolation and structural characterization of 10 phenolic compounds from strawberry extracts using a combination of Amberlite XAD16-resin and C18 columns, HPLC-UV, and nuclear magnetic resonance (NMR) spectroscopy methods. The phenolics were cyanidin-3-glucoside (1), pelargonidin (2), pelargonidin-3-glucoside (3), pelargonidin-3-rutinoside (4), kaempferol (5), quercetin (6), kaempferol-3-(6'-coumaroyl)glucoside) (7), 3,4,5-trihydroxyphenyl-acrylic acid (8), glucose ester of (E)- p-coumaric acid (9), and ellagic acid . Strawberry crude extracts and purified compounds 1- 10 were evaluated for antioxidant and human cancer cell antiproliferative activities by the Trolox equivalent antioxidant capacity (TEAC) and luminescent ATP cell viability assays, respectively. Among the pure compounds, the anthocyanins 1 (7156 microM Trolox/mg), 2 (4922 microM Trolox/mg), and 4 (5514 microM Trolox/mg) were the most potent antioxidants. Crude extracts (250 microg/mL) and pure compounds (100 microg/mL) inhibited the growth of human oral (CAL-27, KB), colon (HT29, HCT-116), and prostate (LNCaP, DU145) cancer cells with different sensitivities observed between cell lines. This study adds to the growing body of data supporting the bioactivities of berry fruit phenolics and their potential impact on human health. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/18211028/Isolation_and_identification_of_strawberry_phenolics_with_antioxidant_and_human_cancer_cell_antiproliferative_properties_ DB - PRIME DP - Unbound Medicine ER -