Literature DB >> 19941262

Large-scale isolation of flavonolignans from Silybum marianum extract affords new minor constituents and preliminary structure-activity relationships.

Arlene Sy-Cordero1, Tyler N Graf, Yuka Nakanishi, Mansukh C Wani, Rajesh Agarwal, David J Kroll, Nicholas H Oberlies.   

Abstract

The gram-scale isolation of the major flavonolignan diastereoisomers from milk thistle ( Silybum marianum) extract provided an entree into the isolation of two related analogues that are present in extremely minute quantities. The isolation and structure elucidation of these two new compounds, which we have termed isosilybin C and isosilybin D due to their structural similarities to isosilybin A and isosilybin B, respectively, afforded a preliminary analysis of structure-activity relationships toward prostate cancer growth, survival, and apoptotic endpoints. Georg Thieme Verlag KG Stuttgart.New York.

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Year:  2009        PMID: 19941262      PMCID: PMC2910627          DOI: 10.1055/s-0029-1240624

Source DB:  PubMed          Journal:  Planta Med        ISSN: 0032-0943            Impact factor:   3.352


  10 in total

Review 1.  Anticancer potential of silymarin: from bench to bed side.

Authors:  Rajesh Agarwal; Charu Agarwal; Haruyo Ichikawa; Rana P Singh; Bharat B Aggarwal
Journal:  Anticancer Res       Date:  2006 Nov-Dec       Impact factor: 2.480

2.  Isosilybin B and isosilybin A inhibit growth, induce G1 arrest and cause apoptosis in human prostate cancer LNCaP and 22Rv1 cells.

Authors:  Gagan Deep; Nicholas H Oberlies; David J Kroll; Rajesh Agarwal
Journal:  Carcinogenesis       Date:  2007-03-26       Impact factor: 4.944

3.  Milk thistle and prostate cancer: differential effects of pure flavonolignans from Silybum marianum on antiproliferative end points in human prostate carcinoma cells.

Authors:  Paula R Davis-Searles; Yuka Nakanishi; Nam-Cheol Kim; Tyler N Graf; Nicholas H Oberlies; Mansukh C Wani; Monroe E Wall; Rajesh Agarwal; David J Kroll
Journal:  Cancer Res       Date:  2005-05-15       Impact factor: 12.701

Review 4.  Multitargeted therapy of cancer by silymarin.

Authors:  Kumaraguruparan Ramasamy; Rajesh Agarwal
Journal:  Cancer Lett       Date:  2008-05-09       Impact factor: 8.679

5.  Isosilibinin inhibits advanced human prostate cancer growth in athymic nude mice: comparison with silymarin and silibinin.

Authors:  Gagan Deep; Komal Raina; Rana P Singh; Nicholas H Oberlies; David J Kroll; Rajesh Agarwal
Journal:  Int J Cancer       Date:  2008-12-15       Impact factor: 7.396

6.  Isosilybin B causes androgen receptor degradation in human prostate carcinoma cells via PI3K-Akt-Mdm2-mediated pathway.

Authors:  G Deep; N H Oberlies; D J Kroll; R Agarwal
Journal:  Oncogene       Date:  2008-03-10       Impact factor: 9.867

7.  Gram-scale purification of flavonolignan diastereoisomers from Silybum marianum (Milk Thistle) extract in support of preclinical in vivo studies for prostate cancer chemoprevention.

Authors:  Tyler N Graf; Mansukh C Wani; Rajesh Agarwal; David J Kroll; Nicholas H Oberlies
Journal:  Planta Med       Date:  2007-10-18       Impact factor: 3.352

8.  Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum).

Authors:  Nam-Cheol Kim; Tyler N Graf; Charles M Sparacino; Mansukh C Wani; Monroe E Wall
Journal:  Org Biomol Chem       Date:  2003-05-21       Impact factor: 3.876

Review 9.  Milk thistle nomenclature: why it matters in cancer research and pharmacokinetic studies.

Authors:  David J Kroll; Heather S Shaw; Nicholas H Oberlies
Journal:  Integr Cancer Ther       Date:  2007-06       Impact factor: 3.279

10.  Identifying the differential effects of silymarin constituents on cell growth and cell cycle regulatory molecules in human prostate cancer cells.

Authors:  Gagan Deep; Nicholas H Oberlies; David J Kroll; Rajesh Agarwal
Journal:  Int J Cancer       Date:  2008-07-01       Impact factor: 7.316

  10 in total
  5 in total

Review 1.  Hepatoprotective effect of silymarin.

Authors:  Nancy Vargas-Mendoza; Eduardo Madrigal-Santillán; Angel Morales-González; Jaime Esquivel-Soto; Cesar Esquivel-Chirino; Manuel García-Luna Y González-Rubio; Juan A Gayosso-de-Lucio; José A Morales-González
Journal:  World J Hepatol       Date:  2014-03-27

2.  Silybum marianum pericarp yields enhanced silymarin products.

Authors:  Sameh F AbouZid; Shao-Nong Chen; James B McAlpine; J Brent Friesen; Guido F Pauli
Journal:  Fitoterapia       Date:  2016-05-24       Impact factor: 2.882

3.  Enhanced bioactivity of silybin B methylation products.

Authors:  Arlene A Sy-Cordero; Tyler N Graf; Scott P Runyon; Mansukh C Wani; David J Kroll; Rajesh Agarwal; Scott J Brantley; Mary F Paine; Stephen J Polyak; Nicholas H Oberlies
Journal:  Bioorg Med Chem       Date:  2012-12-05       Impact factor: 3.641

4.  Antioxidant and Anti-Hepatitis C Viral Activities of Commercial Milk Thistle Food Supplements.

Authors:  Kevin Anthony; Gitanjali Subramanya; Susan Uprichard; Faiza Hammouda; Mahmoud Saleh
Journal:  Antioxidants (Basel)       Date:  2013-02-06

5.  cis-trans Isomerization of silybins A and B.

Authors:  Michaela Novotná; Radek Gažák; David Biedermann; Florent Di Meo; Petr Marhol; Marek Kuzma; Lucie Bednárová; Kateřina Fuksová; Patrick Trouillas; Vladimír Křen
Journal:  Beilstein J Org Chem       Date:  2014-05-08       Impact factor: 2.883

  5 in total

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