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Natural Products - Chemopreventive Agents
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ALX-350-229 Revised 24-Jul-08
Sedanolide
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SYNONYMS 3-Butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-229-M100   100 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C12H18O2
MW: 194.1
CAS NUMBER: 6415-59-4
SOURCE/HOST: Isolated from Apium graveolens L.
PURITY: ≥98% (HPLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in 100% ethanol or ethyl acetate.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
MELTINGPOINT: 30-31°C

Product Description
Inducer of glutathione S-transferases and inhibitor of chemically induced carcinogenesis. Mosquitocidal, nematicidal and antifungal. Was shown to inhibit cyclooxygenase-1 and -2 (COX-1 and COX-2) as well as topoisomerase I and topoisomerase II.
Product Specific Literature References
Chemoprevention of benzo[a]pyrene-induced forestomach cancer in mice by natural phthalides from celery seed oil: G.-Q. Zheng, et al.; Nutr. Cancer 19, 77 (1993) Abstract
Mosquitocidal, nematicidal, and antifungal compounds from Apium graveolens L. seeds: R.A. Momin & M.G. Nair; J. Agric. Food Chem. 49, 142 (2001) Abstract
Sedanolide, a natural phthalide from celery seed oil: effect on hydrogen peroxide and tert-butyl hydroperoxide-induced toxicity in HepG2 and CaCo-2 human cell lines: J.A. Woods, et al.; In Vitr. Mol. Toxicol. 14, 233 (2001) Abstract
Antioxidant, cyclooxygenase and topoisomerase inhibitory compounds from Apium graveolens Linn. seeds: R.A. Momin & M.G. Nair; Phytomedicine 9, 312 (2002) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Activators & Inducers) • Natural Products - Topoisomerase Inhibitors • Natural Products - Antifungal Agents • Glutathione S-Transferase • COX Inhibitors • Active Substances from Fruit and Vegetables
 
 
ALX-350-346 Revised 12-Sep-08
Silybin
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SYNONYMS Silibinin
2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-346-G001   1 g 10.00 USD Add To Cart
ALX-350-346-G005   5 g 35.00 USD Add To Cart
Product Specification
FORMULA: C25H22O10
MW: 482.4
CAS NUMBER: 22888-70-6; 65666-07-1
MERCK INDEX: 14: 8532
RTECS: DJ2981770
SOURCE/HOST: Originally isolated from Silybum marianum.
PURITY: ≥98%
APPEARANCE: White to light yellow solid.
SOLUBILITY: Soluble in 100% ethanol (0.1mg/ml), DMSO (10mg/ml), dimethyl formamide (20mg/ml), acetone or methanol; 0.5mg/ml soluble in a 1:9 solution of dimethyl formamide:PBS (pH 7.2) (dilute the dimethyl formamide solution with PBS).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: We do not recommend storing aqueous solutions for more than one day.
HAZARD: IRRITANT.

Product Description
Mixture of silybin A and silybin B. Major active constituent of silymarin. Anti-inflammatory, cytoprotective and anti-cancer compound. Shows chemopreventive effect against skin cancer. Inhibits mitogen-activated protein kinase (MAPK). Inhibits P-glycoprotein (Pgp)-mediated cellular efflux. Inhibits cytochrome P450 enzymes. Apoptosis inducer. Blocks the production of superoxide in Kupffer cells (EC50=100µM). Antioxidant. Free radical scavenger.
Product Specific Literature References
[On the chemistry of silymarin (silybin), the active principle of the fruits from Silybum marianum (L.) Gaertn. (Carduus marianus L.)]: H. Wagner, et al.; Arzneimittelforschung 18, 688 (1968) Abstract
Inhibition of Kupffer cell functions as an explanation for the hepatoprotective properties of silibinin: C. Dehmlow, et al.; Hepatology 23, 749 (1996) Abstract; Full Text
Silibinin decreases prostate-specific antigen with cell growth inhibition via G1 arrest, leading to differentiation of prostate carcinoma cells: implications for prostate cancer intervention: X. Zi & R. Agarwal; PNAS 96, 7490 (1999) Abstract; Full Text
The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of P-glycoprotein: M. Maitrejean, et al.; Bioorg. Med. Chem. Lett. 10, 157 (2000) Abstract
Silibinin inhibits constitutive and TNFalpha-induced activation of NF-kappaB and sensitizes human prostate carcinoma DU145 cells to TNFalpha-induced apoptosis: S. Dhanalakshmi, et al.; Oncogene 21, 1759 (2002) Abstract; Full Text
Silibinin upregulates the expression of cyclin-dependent kinase inhibitors and causes cell cycle arrest and apoptosis in human colon carcinoma HT-29 cells: C. Agarwal, et al.; Oncogene 22, 8271 (2003) Abstract; Full Text
Epidermal growth factor receptor mediates silibinin-induced cytotoxicity in a rat glioma cell line: L. Qi, et al.; Cancer Biol. Ther. 2, 526 (2003) Abstract; Full Text
Silibinin down-regulates survivin protein and mRNA expression and causes caspases activation and apoptosis in human bladder transitional-cell papilloma RT4 cells: A.K. Tyagi, et al.; BBRC 312, 1178 (2003) Abstract
Silibinin causes cell cycle arrest and apoptosis in human bladder transitional cell carcinoma cells by regulating CDKI-CDK-cyclin cascade, and caspase 3 and PARP cleavages: A. Tyagi, et al.; Carcinogenesis 25, 1711 (2004) Abstract; Full Text
Silibinin protects against photocarcinogenesis via modulation of cell cycle regulators, mitogen-activated protein kinases, and Akt signaling: G. Mallikarjuna, et al.; Cancer Res. 64, 6349 (2004) Abstract; Full Text
Silibinin up-regulates DNA-protein kinase-dependent p53 activation to enhance UVB-induced apoptosis in mouse epithelial JB6 cells: S. Dhanalakshmi, et al.; J. Biol. Chem. 280, 20375 (2005) Abstract; Full Text
Silibinin inhibits invasion of oral cancer cells by suppressing the MAPK pathway: P.N. Chen, et al.; J. Dent. Res. 85, 220 (2006) Abstract; Full Text
Pilot study of oral silibinin, a putative chemopreventive agent, in colorectal cancer patients: silibinin levels in plasma, colorectum, and liver and their pharmacodynamic consequences: C. Hoh, et al.; Clin. Cancer Res. 12, 2944 (2006) Abstract; Full Text
Silibinin prevents UV-induced HaCaT cell apoptosis partly through inhibition of caspase-8 pathway: L.H. Li, et al.; Biol. Pharm. Bull. 29, 1096 (2006) Abstract; Full Text
Silibinin inhibits UVB- and epidermal growth factor-induced mitogenic and cell survival signaling involving activator protein-1 and nuclear factor-kappaB in mouse epidermal JB6 cells: R.P. Singh, et al.; Mol. Cancer Ther. 5, 1145 (2006) Abstract; Full Text
Silibinin activates p53-caspase 2 pathway and causes caspase-mediated cleavage of Cip1/p21 in apoptosis induction in bladder transitional-cell papilloma RT4 cells: evidence for a regulatory loop between p53 and caspase 2: A. Tyagi, et al.; Carcinogenesis 27, 2269 (2006) Abstract; Full Text
Silibinin inhibits constitutive activation of Stat3, and causes caspase activation and apoptotic death of human prostate carcinoma DU145 cells: C. Agarwal, et al.; Carcinogenesis 28, 1463 (2007) Abstract
Effects and mechanisms of silibinin on human hepatoma cell lines: J.J. Lah, et al.; World J. Gastroenterol. 13, 5299 (2007) Abstract; Full Text
Silibinin suppresses PMA-induced MMP-9 expression by blocking the AP-1 activation via MAPK signaling pathways in MCF-7 human breast carcinoma cells: S.O. Lee, et al.; BBRC 354, 165 (2007) Abstract
Immunosuppressive effect of silibinin in experimental autoimmune encephalomyelitis: K. Min, et al.; Arch. Pharm. Res. 30, 1265 (2007) Abstract
Silibinin sensitizes human glioma cells to TRAIL-mediated apoptosis via DR5 up-regulation and down-regulation of c-FLIP and survivi: Y.G. Son, et al.; Cancer Res. 67, 8274 (2007) Abstract
Silibinin impairs constitutively active TGFalpha-EGFR autocrine loop in advanced human prostate carcinoma cells: A. Tyagi, et al.; Pharm. Res. Epub ahead of print, (2008) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Inhibitors) • Free Radical Scavengers • Flavanones • MAPK Pathway Inhibitors • Cytochrome P450 [CYP450] / Related Products • Natural Products - Antioxidants • Natural Products - Anti-inflammatory Agents • P-glycoprotein [Pgp] / Related Products
 
 
ALX-350-232 Revised 06-Oct-08
DL-Sulforaphane
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SYNONYMS R,S-Sulforaphane
1-Isothiocyanato-4-methylsulfinyl-butane
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-232-M025   25 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C6H11NOS2
MW: 177.3
CAS NUMBER: 142825-10-3; 4478-93-7 (unspecified stereo)
MERCK INDEX: 14: 8962
SOURCE/HOST: Synthetic.
PURITY: ≥98% (UPLC)
APPEARANCE: Slightly yellowish liquid.
SOLUBILITY: Soluble in methanol or DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
IDENTITY: Identity determined by 1H-NMR and MS.

Product Description
Potent, selective inducer of phase II detoxification enzymes. Inhibits chemically induced mammary tumor formation in rats. Inhibits LPS-induced HMGB1 (high mobility group box 1) secretion.
Product Specific Literature References
A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure: Y. Zhang, et al.; PNAS 89, 2399 (1992) Abstract; Full Text
Anticarcinogenic activities of sulforaphane and structurally related synthetic norbornyl isothiocyanates: Y. Zhang, et al.; PNAS 91, 3147 (1994) Abstract; Full Text
A novel mechanism of chemoprotection by sulforaphane: inhibition of histone deacetylase: M.C. Myzak, et al.; Cancer Res. 64, 5767 (2004) Abstract; Full Text
The phase 2 enzyme inducers ethacrynic acid, DL-sulforaphane, and oltipraz inhibit lipopolysaccharide-induced high-mobility group box 1 secretion by RAW 264.7 cells: M.E. Killeen, et al.; J. Pharmacol. Exp. Ther. 316, 1070 (2006) Abstract
Sulforaphane targets pancreatic tumor-initiating cells by NF-{kappa}B-induced anti-apoptotic signaling: G. Kallifatidis, et al.; Gut Epub ahead of print, (2008) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Activators & Inducers) • Cytochrome P450 [CYP450] / Related Products • Glutathione S-Transferase • Respiratory Chain Other Products • Active Substances from Fruit and Vegetables • Natural Products - Apoptosis Inducers & Inhibitors
 
 
ALX-350-230 Revised 06-Oct-08
L-Sulforaphane
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SYNONYMS R-Sulforaphane
(-)-1-Isothiocyanato-(4R)-(methylsulfinyl)butane
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-230-M010   10 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C6H11NOS2
MW: 177.3
CAS NUMBER: 142825-10-3; 4478-93-7
MERCK INDEX: 14: 8962
SOURCE/HOST: Chiral natural product isolated from broccoli.
PURITY: ≥98% (UPLC)
APPEARANCE: Slightly yellowish liquid.
SOLUBILITY: Soluble in methanol, DMSO or ethyl acetate.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
Potent, selective inducer of phase II detoxification enzymes. Inhibits chemically induced mammary tumor formation in rats.
Product Specific Literature References
A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure: Y. Zhang, et al.; PNAS 89, 2399 (1992) Abstract; Full Text
Anticarcinogenic activities of sulforaphane and structurally related synthetic norbornyl isothiocyanates: Y. Zhang, et al.; PNAS 91, 3147 (1994) Abstract; Full Text
Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzo[a]pyrene-induced stomach tumors: J.W. Fahey, et al.; PNAS 99, 7610 (2002) Abstract; Full Text
A novel mechanism of chemoprotection by sulforaphane: inhibition of histone deacetylase: M.C. Myzak ,et al.; Cancer Res. 64, 5767 (2004) Abstract; Full Text
Reprogramming of keratin biosynthesis by sulforaphane restores skin integrity in epidermolysis bullosa simplex: M.L. Kerns, et al.; PNAS 104, 14460 (2007) Abstract
Sulforaphane targets pancreatic tumor-initiating cells by NF-{kappa}B-induced anti-apoptotic signaling: G. Kallifatidis, et al.; Gut Epub ahead of print, (2008) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Activators & Inducers) • Cytochrome P450 [CYP450] / Related Products • Glutathione S-Transferase • Respiratory Chain Other Products • Active Substances from Fruit and Vegetables • Natural Products - Apoptosis Inducers & Inhibitors
 
 
ALX-350-231 Revised 30-Jun-08
L-Sulforaphene
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SYNONYMS S-Sulforaphene
(-)-4-Isothiocyanato-(1S)-(methylsulfinyl)-1-butene
Raphanin
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Chemopreventive Agents
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ALX-350-231-M010   10 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C6H9NOS2
MW: 175.3
CAS NUMBER: 592-95-0
SOURCE/HOST: Chiral natural product isolated from radish seeds (Raphanus sativus L.) and broccoli.
PURITY: ≥97% (GC)
APPEARANCE: Slightly yellowish liquid.
SOLUBILITY: Soluble in methanol or DMSO; slightly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
IDENTITY: Identity determined by MS and NMR.

Product Description
Shows antitumor activity.
Product Specific Literature References
Phytochemicals as modulators of cancer risk: H.L. Bradlow, et al.; Adv. Exp. Med. Biol. 472, 207 (1999), Review Abstract
Glucosinolates of seven medicinal plants from Thailand: T. Songsak & G.B. Lockwood; Fitoterapia 73, 209 (2002) Abstract
Further Categories Containing This Product:
Antitumor Agents (Enzyme Activators & Inducers) • Natural Products with Antibiotic Activity • Active Substances from Fruit and Vegetables
 
 
ALX-385-018 Revised 03-Dec-07
(+)-Taxifolin
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SYNONYMS (+)-Dihydroquercetin
(+)-3,3',4',5,7-Pentahydroxyflavanone
Taxifoliol
Distylin
Catechin hydrate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Flavanones
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ALX-385-018-M010   10 mg 35.00 USD Add To Cart
ALX-385-018-M050   50 mg 140.00 USD Add To Cart
Product Specification
FORMULA: C15H12O7
MW: 304.3
CAS NUMBER: 17654-26-1
PURITY: ≥96%
APPEARANCE: Light yellow to brown powder.
SOLUBILITY: Soluble in 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.

Product Description
Antioxidant flavonoid. Anti-inflammatory compound. Chemopreventive agent. Decreases hepatic lipid synthesis.
Product Specific Literature References
Structure-antioxidant activity relationships of flavonoids and phenolic acids: C.A. Rice-Evans, et al.; Free Radical Biol. & Med. 20, 933 (1996), (Review) Abstract
Modulation of hepatic lipoprotein synthesis and secretion by taxifolin, a plant flavonoid: A. Theriault, et al.; J. Lipid Res. 41, 1969 (2000) Abstract
Prevention of macrophage adhesion molecule-1 (Mac-1)-dependent neutrophil firm adhesion by taxifolin through impairment of protein kinase-dependent NADPH oxidase activation and antagonism of G protein-mediated calcium influx: Y.H. Wang, et al.; Biochem. Pharmacol. 67, 2251 (2004) Abstract
The chemopreventive effect of taxifolin is exerted through ARE-dependent gene regulation: S.B. Lee, et al.; Biol. Pharm. Bull. 30, 1074 (2007) Abstract
Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Natural Products - Antioxidants • Natural Products - Anti-inflammatory Agents
 
 
ALX-480-062 Revised 24-Oct-07
Theophylline
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SYNONYMS 1,3-Dimethylxanthine
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Adenosine Receptors / Related Products
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ALX-480-062-G005   5 g 5.00 USD Add To Cart
ALX-480-062-G025   25 g 15.00 USD Add To Cart
Product Specification
FORMULA: C7H8N4O2
MW: 180.2
CAS NUMBER: 58-55-9
MERCK INDEX: 14: 9285
PURITY: ≥98%
APPEARANCE: White solid.
SOLUBILITY: Soluble in dilute aqueous acid, dilute aqueous base or 100% ethanol; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C
HAZARD: TOXIC.

Product Description
Cyclic phosphodiesterase inhibitor. Weakly inhibits alkaline phosphodiesterases and 5’-nucleotidase. Muscle relaxant, cardiac stimulant and diuretic. Used for the treatment of asthma.
Product Specific Literature References
1,3-Dialkyl-8-(p-sulfophenyl)xanthines: potent water-soluble antagonists for A1- and A2-adenosine receptors: J.W. Daly, et al.; J. Med. Chem. 28, 487 (1985) Abstract
Characterization of the A2 adenosine receptor labeled by [3H]NECA in rat striatal membranes: R.F. Bruns, et al.; Mol. Pharmacol. 29, 331 (1986) Abstract
Theophylline: new perspectives for an old drug: P.J. Barnes; Am. J. Respir. Crit. Care Med. 167, 813 (2003), (Review) Abstract
Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Alkaloids • Active Substances from Fruit and Vegetables • Phosphodiesterases / Related Products
 
 
ALX-350-345 Revised 21-May-08
trans-3,4’,5-Trimethoxy-stilbene
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SYNONYMS Trimethoxy-resveratrol
MR-3
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products for Angiogenesis Research
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ALX-350-345-M025   25 mg 20.00 USD Add To Cart
ALX-350-345-M100   100 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C17H18O3
MW: 270.3
CAS NUMBER: 22255-22-7
PURITY: ≥97% (TLC)
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO (40mg/ml), 100% ethanol (15mg/ml) or dimethyl formamide.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stock solutions are stable for up to 3 months when stored at -20°C.

Product Description
Analog of resveratrol (Prod. No. ALX-270-125). Shows powerful anti-angiogenic activity.
Product Specific Literature References
Antiangiogenic and vascular-targeting activity of the microtubule-destabilizing trans-resveratrol derivative 3,5,4’-trimethoxystilbene: M. Belleri, et al.; Mol. Pharmacol. 67, 1451 (2005) Abstract; Full Text
Anti-allergic activity of stilbenes from Korean rhubarb (Rheum undulatum L.): structure requirements for inhibition of antigen-induced degranulation and their effects on the release of TNF-alpha and IL-4 in RBL-2H3 cells: H. Matsuda, et al.; Bioorg. Med. Chem. 12, 4871 (2004) Abstract
Synthesis and biological properties of new stilbene derivatives of resveratrol as new selective aryl hydrocarbon modulators: P. de Medina, et al.; J. Med. Chem. 48, 287 (2005) Abstract
Antitumor activity of 3,5,4’-trimethoxystilbene in COLO 205 cells and xenografts in SCID mice: M.H. Pan, et al.; Mol. Carcinog. 47, 184 (2008) Abstract
Related Products
Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Stilbenoids
 
 
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