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Anticancer effects of flavonoid derivatives isolated from Millettia reticulata Benth in SK-Hep-1 human hepatocellular carcinoma cells.
J Agric Food Chem. 2010 Jan 27; 58(2):814-20.JA

Abstract

Millettia reticulata Benth is cultivated in Asian countries. M. reticulata Benth has multiple biological functions and is one of the oldest tonic herbs in traditional Chinese medicine. It has been elevated to one of the most commonly used herbs in modern Chinese medicine. The aims of this work were to study the in vitro anticancer activity of flavonoid derivatives isolated from the stems of M. reticulata Benth. Six flavonoid derivatives including (-)-epicatechin (1), naringenin (2), 5,7,3',5'-tetrahydroxyflavanone (3), formononetin (4), isoliquiritigenin (5), and genistein (6) were isolated from the stems of M. reticulata Benth. The structures of 1-6 were determined by spectroscopic methods. The effects of flavonoid derivatives (1-6) on the viability of human cancer cells (including HepG2, SK-Hep-1, Huh7, PLC5, COLO 205, HT-29, and SW 872 cells) were investigated. The results indicated that genistein (6) had the strongest inhibitory activity with an IC(50) value of 16.23 microM in SK-Hep-1 human hepatocellular carcinoma cells. Treatment of SK-Hep-1 cells with genistein (6) caused loss of mitochondrial membrane potential. Western blot data revealed that genistein (6) stimulated an increase in the protein expression of Fas, FasL, and p53. Additionally, treatment with genistein (6) changed the ratio of expression levels of pro- and anti-apoptotic Bcl-2 family members and subsequently induced the activation of caspase-9 and caspase-3, which was followed by cleavage of poly(ADP-ribose) polymerase (PARP). These results demonstrate that genistein (6) induces apoptosis in SK-Hep-1 cells via both Fas- and mitochondria-mediated pathways.

Authors+Show Affiliations

Department of Food Nutrition, Chung Hwa University of Medical Technology, 89 Wenhwa First Street, Tainan 71703, Taiwan.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19994890

Citation

Fang, Song-Chwan, et al. "Anticancer Effects of Flavonoid Derivatives Isolated From Millettia Reticulata Benth in SK-Hep-1 Human Hepatocellular Carcinoma Cells." Journal of Agricultural and Food Chemistry, vol. 58, no. 2, 2010, pp. 814-20.
Fang SC, Hsu CL, Lin HT, et al. Anticancer effects of flavonoid derivatives isolated from Millettia reticulata Benth in SK-Hep-1 human hepatocellular carcinoma cells. J Agric Food Chem. 2010;58(2):814-20.
Fang, S. C., Hsu, C. L., Lin, H. T., & Yen, G. C. (2010). Anticancer effects of flavonoid derivatives isolated from Millettia reticulata Benth in SK-Hep-1 human hepatocellular carcinoma cells. Journal of Agricultural and Food Chemistry, 58(2), 814-20. https://doi.org/10.1021/jf903216r
Fang SC, et al. Anticancer Effects of Flavonoid Derivatives Isolated From Millettia Reticulata Benth in SK-Hep-1 Human Hepatocellular Carcinoma Cells. J Agric Food Chem. 2010 Jan 27;58(2):814-20. PubMed PMID: 19994890.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Anticancer effects of flavonoid derivatives isolated from Millettia reticulata Benth in SK-Hep-1 human hepatocellular carcinoma cells. AU - Fang,Song-Chwan, AU - Hsu,Chin-Lin, AU - Lin,Hsin-Tang, AU - Yen,Gow-Chin, PY - 2009/12/10/entrez PY - 2009/12/10/pubmed PY - 2010/3/26/medline SP - 814 EP - 20 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 58 IS - 2 N2 - Millettia reticulata Benth is cultivated in Asian countries. M. reticulata Benth has multiple biological functions and is one of the oldest tonic herbs in traditional Chinese medicine. It has been elevated to one of the most commonly used herbs in modern Chinese medicine. The aims of this work were to study the in vitro anticancer activity of flavonoid derivatives isolated from the stems of M. reticulata Benth. Six flavonoid derivatives including (-)-epicatechin (1), naringenin (2), 5,7,3',5'-tetrahydroxyflavanone (3), formononetin (4), isoliquiritigenin (5), and genistein (6) were isolated from the stems of M. reticulata Benth. The structures of 1-6 were determined by spectroscopic methods. The effects of flavonoid derivatives (1-6) on the viability of human cancer cells (including HepG2, SK-Hep-1, Huh7, PLC5, COLO 205, HT-29, and SW 872 cells) were investigated. The results indicated that genistein (6) had the strongest inhibitory activity with an IC(50) value of 16.23 microM in SK-Hep-1 human hepatocellular carcinoma cells. Treatment of SK-Hep-1 cells with genistein (6) caused loss of mitochondrial membrane potential. Western blot data revealed that genistein (6) stimulated an increase in the protein expression of Fas, FasL, and p53. Additionally, treatment with genistein (6) changed the ratio of expression levels of pro- and anti-apoptotic Bcl-2 family members and subsequently induced the activation of caspase-9 and caspase-3, which was followed by cleavage of poly(ADP-ribose) polymerase (PARP). These results demonstrate that genistein (6) induces apoptosis in SK-Hep-1 cells via both Fas- and mitochondria-mediated pathways. SN - 1520-5118 UR - https://www.unboundmedicine.com/medline/citation/19994890/Anticancer_effects_of_flavonoid_derivatives_isolated_from_Millettia_reticulata_Benth_in_SK_Hep_1_human_hepatocellular_carcinoma_cells_ L2 - https://doi.org/10.1021/jf903216r DB - PRIME DP - Unbound Medicine ER -