Literature DB >> 22359426

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

Mario J Simirgiotis1, Seiji Adachi, Satoshi To, Hui Yang, Kurt A Reynertson, Margaret J Basile, Roberto R Gil, I Bernard Weinstein, Edward J Kennelly.   

Abstract

Bioassay-guided fractionation of the methanolic extracts of the pulp and seeds of the fruits of Syzygium samarangense Merr. & Perry (Blume) 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 (IC(50) = 10, 35, and 35 μM, 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).

Entities:  

Year:  2008        PMID: 22359426      PMCID: PMC3282680          DOI: 10.1016/j.foodchem.2007.08.086

Source DB:  PubMed          Journal:  Food Chem        ISSN: 0308-8146            Impact factor:   7.514


  24 in total

1.  Inhibitory activity of cyclohexenyl chalcone derivatives and flavonoids of fingerroot, Boesenbergia rotunda (L.), towards dengue-2 virus NS3 protease.

Authors:  Tan Siew Kiat; Richard Pippen; Rohana Yusof; Halijah Ibrahim; Norzulaani Khalid; Noorsaadah Abd Rahman
Journal:  Bioorg Med Chem Lett       Date:  2006-04-18       Impact factor: 2.823

2.  Structure-radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants.

Authors:  Yi-Zhong Cai; Qiong Luo; Harold Corke
Journal:  Life Sci       Date:  2005-12-02       Impact factor: 5.037

3.  Sensory-guided decomposition of roasted cocoa nibs (Theobroma cacao) and structure determination of taste-active polyphenols.

Authors:  Timo Stark; Sabine Bareuther; Thomas Hofmann
Journal:  J Agric Food Chem       Date:  2005-06-29       Impact factor: 5.279

4.  Cardamonin and alpinetin from the seeds of Amomum subulatum.

Authors:  C Bheemasankara Rao; T Namosiva Rao; S Suryaprakasam
Journal:  Planta Med       Date:  1976-06       Impact factor: 3.352

5.  Antifungal and antibacterial chalcones from Myrica serrata.

Authors:  S Gafner; J L Wolfender; S Mavi; K Hostettmann
Journal:  Planta Med       Date:  1996-02       Impact factor: 3.352

6.  Blockade of nuclear factor-kappaB signaling pathway and anti-inflammatory activity of cardamomin, a chalcone analog from Alpinia conchigera.

Authors:  Jeong-Hyung Lee; Haeng Sun Jung; Phan Minh Giang; Xuejun Jin; Sangku Lee; Phan Tong Son; Dongho Lee; Young-Soo Hong; Kyeong Lee; Jung Joon Lee
Journal:  J Pharmacol Exp Ther       Date:  2005-09-23       Impact factor: 4.030

7.  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.

Authors:  G Trakoontivakorn; K Nakahara; H Shinmoto; M Takenaka; M Onishi-Kameyama; H Ono; M Yoshida; T Nagata; T Tsushida
Journal:  J Agric Food Chem       Date:  2001-06       Impact factor: 5.279

8.  Dehydrozingerone, chalcone, and isoeugenol analogues as in vitro anticancer agents.

Authors:  Jin Tatsuzaki; Kenneth F Bastow; Kyoko Nakagawa-Goto; Seiko Nakamura; Hideji Itokawa; Kuo-Hsiung Lee
Journal:  J Nat Prod       Date:  2006-10       Impact factor: 4.050

9.  Spasmolytic flavonoids from Syzygium samarangense (Blume) Merr. & L.M. Perry.

Authors:  Evangeline C Amor; Irene M Villaseñor; M Nabeel Ghayur; Anwar H Gilani; M Iqbal Choudhary
Journal:  Z Naturforsch C J Biosci       Date:  2005 Jan-Feb

10.  Determination of antioxidant and antimicrobial activities of Rumex crispus L. extracts.

Authors:  A Yildirim; A Mavi; A A Kara
Journal:  J Agric Food Chem       Date:  2001-08       Impact factor: 5.279

View more
  15 in total

1.  An overview on cardamonin.

Authors:  Luís Moreira Gonçalves; Inês Maria Valente; José António Rodrigues
Journal:  J Med Food       Date:  2014-01-16       Impact factor: 2.786

2.  Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives.

Authors:  Yulin Ren; Gerardo D Anaya-Eugenio; Austin A Czarnecki; Tran Ngoc Ninh; Chunhua Yuan; Hee-Byung Chai; Djaja D Soejarto; Joanna E Burdette; Esperanza J Carcache de Blanco; A Douglas Kinghorn
Journal:  Bioorg Med Chem       Date:  2018-07-17       Impact factor: 3.641

3.  Isolation, Characterization, Crystal Structure Elucidation, and Anticancer Study of Dimethyl Cardamonin, Isolated from Syzygium campanulatum Korth.

Authors:  Abdul Hakeem Memon; Zhari Ismail; Abdalrahim F A Aisha; Fouad Saleih Resq Al-Suede; Mohammad Shahrul Ridzuan Hamil; Suzana Hashim; Mohammed Ali Ahmed Saeed; Madeeha Laghari; Amin Malik Shah Abdul Majid
Journal:  Evid Based Complement Alternat Med       Date:  2014-10-28       Impact factor: 2.629

Review 4.  Cytotoxicity of dietary flavonoids on different human cancer types.

Authors:  Katrin Sak
Journal:  Pharmacogn Rev       Date:  2014-07

5.  The Passiflora tripartita (Banana Passion) fruit: a source of bioactive flavonoid C-glycosides isolated by HSCCC and characterized by HPLC–DAD–ESI/MS/MS.

Authors:  Mario J Simirgiotis; Guillermo Schmeda-Hirschmann; Jorge Bórquez; Edward J Kennelly
Journal:  Molecules       Date:  2013-01-28       Impact factor: 4.411

6.  Antioxidant capacity and HPLC-DAD-MS profiling of Chilean peumo (Cryptocarya alba) fruits and comparison with German peumo (Crataegus monogyna) from southern Chile.

Authors:  Mario J Simirgiotis
Journal:  Molecules       Date:  2013-02-05       Impact factor: 4.411

7.  Phenolic Compounds in Chilean Mistletoe (Quintral, Tristerix tetrandus) Analyzed by UHPLC-Q/Orbitrap/MS/MS and Its Antioxidant Properties.

Authors:  Mario J Simirgiotis; Cristina Quispe; Carlos Areche; Beatriz Sepúlveda
Journal:  Molecules       Date:  2016-02-23       Impact factor: 4.411

8.  An update on antitumor activity of naturally occurring chalcones.

Authors:  En-Hui Zhang; Ru-Feng Wang; Shu-Zhen Guo; Bin Liu
Journal:  Evid Based Complement Alternat Med       Date:  2013-04-17       Impact factor: 2.629

Review 9.  Pinocembrin: a novel natural compound with versatile pharmacological and biological activities.

Authors:  Azhar Rasul; Faya Martin Millimouno; Wafa Ali Eltayb; Muhammad Ali; Jiang Li; Xiaomeng Li
Journal:  Biomed Res Int       Date:  2013-08-05       Impact factor: 3.411

10.  Foliar Essential Oil Glands of Eucalyptus Subgenus Eucalyptus (Myrtaceae) Are a Rich Source of Flavonoids and Related Non-Volatile Constituents.

Authors:  Jason Q D Goodger; Samiddhi L Seneratne; Dean Nicolle; Ian E Woodrow
Journal:  PLoS One       Date:  2016-03-15       Impact factor: 3.240

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.