Cytotoxic chalcones and antioxidants from the fruits of Syzygium samarangense (Wax Jambu)

被引：102

作者：

Simirgiotis, Mario J. ^{[1
]}

Adachi, Seiii ^{[2
]}

To, Satoshi ^{[2
]}

Yang, Hui ^{[1
]}

Reynertson, Kurt A. ^{[3
]}

Basile, Margaret J. ^{[4
]}

Gil, Roberto R. ^{[5
]}

Weinstein, I. Bernard ^{[2
]}

Kennelly, Edward J. ^{[1
]}

机构：

[1] CUNY, Lehman Coll, Grad Ctr, Dept Biol Sci, Bronx, NY 10468 USA

[2] Columbia Univ, Coll Phys & Surg, Herbert Irving Comprehens Canc Ctr, New York, NY 10032 USA

[3] Cornell Univ, Weill Med Coll, Ctr Complementary & Integrat Med, Dept Pharmacol, New York, NY 10021 USA

[4] Univ Miami, Sch Med, Dept Neurol, Miami, FL 33136 USA

[5] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA

来源：

FOOD CHEMISTRY | 2008年 / 107卷 / 02期

关键词：

Syzygium samarangense; chalcones; flavonoids; cytotoxic activity; antioxidants;

D O I：

10.1016/j.foodchem.2007.08.086

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Bioassay-guided fractionation of the methanolic extracts of the pulp and seeds of the fruits of Syzygium samarangense (Blume) Merr. and L.M. Perry led to the identification of four cytotoxic compounds and eight antioxidants on the basis of HPLC-PDA analysis, MS, and various NMR spectroscopic techniques. Three C-methylated chalcones, 2',4'-dihydroxy-3',5'-dimethyl-6'-methoxychalcone (1), 2',4'-dihydroxy-3'-methyl-6'-methoxychalcone (stercurensin, 2), and 2',4'-dihydroxy-6'-methoxychalcone (cardamonin, 3), were isolated and displayed cytotoxic activity (IC50 = 10, 35, and 35 mu M, respectively) against the SW-480 human colon cancer cell line. Also a number of known antioxidants were obtained including six quercetin glycosides: reynoutrin (4), hyperin (5), myricitrin (6), quercitrin (7), quercetin (9), and guaijaverin (10), one flavanone: (S)-pinocembrin (8), and two phenolic acids: gallic acid (11) and ellagic acid (12). (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：813 / 819

页数：7

共 39 条

[31] Structural analysis of a novel antimutagenic compound, 4-hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult) against mutagenic heterocyclic amines [J].

Trakoontivakorn, G ;

Nakahara, K ;

Shinmoto, H ;

Takenaka, M ;

Onishi-Kameyama, M ;

Ono, H ;

Yoshida, M ;

Nagata, T ;

Tsushida, T .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (06) :3046-3050

[32]

Wong KC, 1996, FLAVOUR FRAG J, V11, P223, DOI [10.1002/(SICI)1099-1026(199607)11:4&lt

[33]

223::AID-FFJ579&gt

[34]

3.0.CO

[35]

2-B, 10.1002/(SICI)1099-1026(199607)11:4<223::AID-FFJ579>3.3.CO

[36]

2-2]

[37] Phenolic antioxidants from the heartwood of Acacia confusa [J].

Wu, JH ;

Tung, YT ;

Wang, SY ;

Shyur, LF ;

Kuo, YH ;

Chang, ST .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2005, 53 (15) :5917-5921

[38] Antioxidant and cytotoxic isoprenylated coumarins from Mammea americana [J].

Yang, H ;

Protiva, P ;

Gil, RR ;

Jiang, B ;

Baggett, S ;

Basile, MJ ;

Reynertson, KA ;

Weinstein, IB ;

Kennelly, EJ .

PLANTA MEDICA, 2005, 71 (09) :852-860

[39] Determination of antioxidant and antimicrobial activities of Rumex crispus L. extracts [J].

Yildirim, A ;

Mavi, A ;

Kara, AA .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2001, 49 (08) :4083-4089

← 1 2 3 4 →