Literature DB >> 23611476

Stability of sulforaphane for topical formulation.

Stephen J Franklin1, Sally E Dickinson, Kelly L Karlage, G T Bowden, Paul B Myrdal.   

Abstract

CONTEXT: Sulforaphane (SFN) is a natural compound that has been investigated as a chemopreventive agent. SFN has been shown to inhibit the activator-protein-1 (AP-1) transcription factor and may be effective for inhibition of ultraviolet (UV) induced skin carcinogenesis. This study was designed to investigate the stability of SFN as a function of pH, temperature and in various solvents and formulations.
MATERIALS AND METHODS: Stability was analyzed using high-performance liquid chromatography. A potential lead formulation was identified and evaluated in vivo.
RESULTS: SFN was determined to undergo apparent first-order degradation kinetics for the conditions explored. It was observed that SFN undergoes base catalyzed degradation. Buffer species and solvent type impacts stability as well. SFN was found to be very sensitive to temperature with degradation rate changing by a factor of nearly 3.1 for every 10 °C change in temperature (at pH 4.0). SFN completely degraded after 30 days in a conventional pharmaceutical cream formulation. Improved stability was observed in organic formulation components. Stability studies were conducted on two nonaqueous topical formulations: a polyethylene glycol (PEG) ointment base and an organic oleaginous base.
CONCLUSION: Topically applied SFN in the PEG base formulation significantly reduced AP-1 activation after UV stimulation in the skin of a transgenic mouse model, indicating that SFN in this formulation retains efficacy in vivo.

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Year:  2013        PMID: 23611476      PMCID: PMC3884065          DOI: 10.3109/03639045.2013.768634

Source DB:  PubMed          Journal:  Drug Dev Ind Pharm        ISSN: 0363-9045            Impact factor:   3.225


  15 in total

1.  Thermal degradation of sulforaphane in aqueous solution.

Authors:  Y Jin; M Wang; R T Rosen; C T Ho
Journal:  J Agric Food Chem       Date:  1999-08       Impact factor: 5.279

2.  Inhibitory effects of perillyl alcohol on UVB-induced murine skin cancer and AP-1 transactivation.

Authors:  M Barthelman; W Chen; H L Gensler; C Huang; Z Dong; G T Bowden
Journal:  Cancer Res       Date:  1998-02-15       Impact factor: 12.701

3.  Protection against UV-light-induced skin carcinogenesis in SKH-1 high-risk mice by sulforaphane-containing broccoli sprout extracts.

Authors:  Albena T Dinkova-Kostova; Stephanie N Jenkins; Jed W Fahey; Lingxiang Ye; Scott L Wehage; Karen T Liby; Katherine K Stephenson; Kristina L Wade; Paul Talalay
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4.  Expression of dominant negative c-jun inhibits ultraviolet B-induced squamous cell carcinoma number and size in an SKH-1 hairless mouse model.

Authors:  Simon J Cooper; Jacalyn MacGowan; James Ranger-Moore; Matthew R Young; Nancy H Colburn; G Tim Bowden
Journal:  Mol Cancer Res       Date:  2003-09       Impact factor: 5.852

5.  Inhibition of p38 mitogen-activated protein kinase and phosphatidylinositol 3-kinase decreases UVB-induced activator protein-1 and cyclooxygenase-2 in a SKH-1 hairless mouse model.

Authors:  Michael A Bachelor; Simon J Cooper; Ewa T Sikorski; G Timothy Bowden
Journal:  Mol Cancer Res       Date:  2005-02       Impact factor: 5.852

6.  UVB irradiation-induced activator protein-1 activation correlates with increased c-fos gene expression in a human keratinocyte cell line.

Authors:  W Chen; A H Borchers; Z Dong; M B Powell; G T Bowden
Journal:  J Biol Chem       Date:  1998-11-27       Impact factor: 5.157

7.  Inhibition of activator protein-1 by sulforaphane involves interaction with cysteine in the cFos DNA-binding domain: implications for chemoprevention of UVB-induced skin cancer.

Authors:  Sally E Dickinson; Tania F Melton; Erik R Olson; Jian Zhang; Kathylynn Saboda; G Timothy Bowden
Journal:  Cancer Res       Date:  2009-08-11       Impact factor: 12.701

8.  Development of a perillyl alcohol topical cream formulation.

Authors:  Abhishek Gupta; Paul B Myrdal
Journal:  Int J Pharm       Date:  2004-01-28       Impact factor: 5.875

9.  Inhibition of tumor promoter-induced transformation by retinoids that transrepress AP-1 without transactivating retinoic acid response element.

Authors:  J J Li; Z Dong; M I Dawson; N H Colburn
Journal:  Cancer Res       Date:  1996-02-01       Impact factor: 12.701

10.  AP-1 transcriptional activity requires both T-cell receptor-mediated and co-stimulatory signals in primary T lymphocytes.

Authors:  M Rincón; R A Flavell
Journal:  EMBO J       Date:  1994-09-15       Impact factor: 11.598

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7.  Epigenome, Transcriptome, and Protection by Sulforaphane at Different Stages of UVB-Induced Skin Carcinogenesis.

Authors:  Shanyi Li; Yuqing Yang; Davit Sargsyan; Renyi Wu; Ran Yin; Hsiao-Chen Dina Kuo; Irene Yang; Lujing Wang; David Cheng; Christina N Ramirez; Rasika Hudlikar; Yaoping Lu; Ah-Ng Kong
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8.  Chemoprevention of oxidative stress-associated oral carcinogenesis by sulforaphane depends on NRF2 and the isothiocyanate moiety.

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Review 9.  The Integrative Role of Sulforaphane in Preventing Inflammation, Oxidative Stress and Fatigue: A Review of a Potential Protective Phytochemical.

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Review 10.  Chemopreventive activity of sulforaphane.

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Journal:  Drug Des Devel Ther       Date:  2018-09-11       Impact factor: 4.162

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