ALEXIS Biochemicals: Xanthorrhizol

You are here: Product Lines > Natural Products / Antibiotics > Natural Products > Natural Products - Apoptosis Inducers & Inhibitors

ALX-350-097

Revised 16-Jun-08

Hyperforin . dicyclohexylammonium salt (high purity)
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Neurological Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-097-C500		500 µg	130.00 USD
ALX-350-097-M001		1 mg	210.00 USD

Product Specification

FORMULA:	C₃₅H₅₁O₄ . C₁₂H₂₄N
MW:	535.8 . 182.3
CAS NUMBER:	11079-53-1 (non-salt form)
SOURCE/HOST:	Isolated from St. John's wort (Hypericum perforatum).
PURITY:	≥97% (HPLC)
APPEARANCE:	White to off-white powder.
PURITY DETAIL:	Contains <3% adhyperforin.
SOLUBILITY:	Soluble in DMSO, methanol or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Keep under inert gas. Protect from light.

Product Description

Major constituent of St. John’s wort, a herbal remedy widely used for the treatment of depression. Inhibits the reuptake of neurotransmitters in synapses. Activator of the pregnane X receptor (PXR), which serves as a key regulator of CYP3A4 transcription, a member of the cytochrome (CYP) P450 enzyme system. Specifically activates TRPC6 channels. Represents an interesting lead-structure for a new class of antidepressants. Displays several other biological properties of potential pharmacological interest, including antibacterial, anti-inflammational, antitumoral and anti-angiogenic effects. Induces apoptosis in various cancer cells.

Product Specific Literature References

Hyperforin as a possible antidepressant component of hypericum extracts: S.S. Chatterjee, et al.; Life Sci. 63, 499 (1998) Abstract
Hyperforin attenuates various ionic conductance mechanisms in the isolated hippocampal neurons of rat: S. Chatterjee, et al.; Life Sci. 65, 2395 (1999) Abstract
Antibacterial activity of hyperforin from St John's wort, against multiresistant Staphylococcus aureus and gram-positive bacteria: C.M. Schempp, et al.; Lancet 353, 2129 (1999) Abstract
Hyperforin, a major antidepressant constituent of St. John's Wort, inhibits serotonin uptake by elevating free intracellular Na+1: A. Singer, et al.; J. Pharmacol. Exp. Ther. 290, 1363 (1999) Abstract
St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor: L.B. Moore, et al.; PNAS 97, 7500 (2000) Abstract
Inhibition of human cytochrome P450 enzymes by constituents of St. John's Wort, an herbal preparation used in the treatment of depression: R.S. Obach; J. Pharmacol. Exp. Ther. 294, 88 (2000) Abstract
St John's wort, a herbal antidepressant, activates the steroid X receptor: J.M. Wentworth, et al.; J. Endocrinol. 166, R11 (2000) Abstract
St John's wort (Hypericum perforatum L.): a review of its chemistry, pharmacology and clinical properties: J. Barnes, et al.; J. Pharm. Pharmacol. 53, 583 (2001), (Review) Abstract
St John's wort: Prozac from the plant kingdom: G. Di Carlo, et al.; TIPS 22, 292 (2001), (Review) Abstract
Effect of St. John's wort on free radical production: E.J. Hunt, et al.; Life Sci. 69, 181 (2001) Abstract
Hypericum perforatum (St John's Wort): a non-selective reuptake inhibitor? A review of the recent advances in its pharmacology: P.J. Nathan; J. Psychopharmacol. 15, 47 (2001), (Review) Abstract
Aristoforin, a novel stable derivative of hyperforin, is a potent anticancer agent: M. Gartner, et al.; Chembiochem 6, 171 (2005) Abstract
Hyperforin, a new lead compound against the progression of cancer and leukemia?: C. Quiney, et al.; Leukemia 20, 1519 (2006), (Review) Abstract
Hyperforin a key constituent of St. John’s wort specifically activates TRPC6 channels: K. Leuner, et al.; FASEB J. 21, 4101 (2007) Abstract

Further Categories Containing This Product:

Other Natural Products - DNA Regulation / Transcription • Pregnane X Receptor [PXR] / Related Products • Natural Products - Anti-inflammatory Agents • Natural Products for Angiogenesis Research • Natural Products - Antitumor Reagents • Natural Products with Antibiotic Activity • Neuroactive Agents Other Products • Antitumor Agents (Apoptosis Inducers) • Natural Products - Apoptosis Inducers & Inhibitors

ALX-350-302

Revised 14-Dec-07

Imperatorin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Apoptosis Inducers & Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-302-M002		2 mg	70.00 USD

Product Specification

FORMULA:	C₁₆H₁₄O₄
MW:	270.3
PURITY:	≥99% (HPLC)
APPEARANCE:	White to off-white crystalline solid.
SOLUBILITY:	Soluble in DMSO or dimethyl formamide; slightly soluble in methanol or water. Almonst insoluble in 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

The furanocoumarins heraclenin (Prod. No. ALX-350-303) and imperatorin (Prod. No. ALX-350-302) inhibit T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Both compounds also induce apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways. Imperatorin inhibits HIV-1 replication as well as the expression of ICAM-1 in U937 foam cells. Inhibits voltage-dependent calcium channel.

Product Specific Literature References

Expression of intercellular adhesion molecule-1 in U937 foam cells and inhibitory effect of imperatorin: P.Y. Yang, et al.; Acta Pharmacol. Sin. 23, 327 (2002) Abstract
Imperatorin, a furanocoumarin from Angelica dahurica (Umbelliferae), induces cytochrome c-dependent apoptosis in human promyelocytic leukaemia, HL-60 Cells: H.O. Pae, et al.; Pharmacol. Toxicol. 91, 40 (2002) Abstract
Coumarins from Opopanax chironium. New dihydrofuranocoumarins and differential induction of apoptosis by imperatorin and heraclenin: G. Appendino, et al.; J. Nat. Prod. 67, 532 (2004) Abstract
Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT: N. Marquez, et al.; Planta Med. 70, 1016 (2004) Abstract
Imperatorin inhibits HIV-1 replication through an Sp1-dependent pathway: R. Sancho, et al.; J. Biol. Chem. 279, 37349 (2004) Abstract; Full Text
Imperatorin induces vasodilatation possibly via inhibiting voltage dependent calcium channel and receptor-mediated Ca2+ influx and release: J.Y. He, et al.; Eur. J. Pharmacol. 573, 170 (2007) Abstract

Related Products

ALX-350-303

Heraclenin

Further Categories Containing This Product:

DNA Fragmentation & Chromatin Condensation • Natural Products - Antiviral / anti-HIV Agents • CD11a, CD18 [LFA-1] & CD54 [ICAM-1], CD102 [ICAM-2], CD50 [ICAM-3] / Related Products • Ca2+ Channels Other Products • HIV / AIDS / Related Products

ALX-350-032

Revised 08-Oct-08

Ingenol 3,20-dibenzoate
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Other Tumor Promoters

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-032-M001		1 mg	90.00 USD

Product Specification

FORMULA:	C₃₄H₃₆O₇
MW:	556.7
CAS NUMBER:	59086-90-7
SOURCE/HOST:	Semisynthetic.
PURITY:	≥96%
APPEARANCE:	White to off-white powder.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	MAY BE CARCINOGENIC.

Product Description

Activates protein kinase C (PKC). Induces apoptosis. Anticancer agent. Shows potent antileukemic activity in the P388 mouse assay. Displays unusually high mouse ear inflammatory activity, even though the 20-hydroxy group is blocked with a benzoate ester. It appears likely that this high potency is due to metabolic cleavage of the 20-benzoate group, which releases the more potent ingenol 3-benzoate.

Product Specific Literature References

Antileukemic principles isolated from euphorbiaceae plants: S.M. Kupchan, et al.; Science 191, 571 (1976) Abstract
Zur Chemie des Ingcnols, II. Ester des Ingenols. und des A’-’-Isoingenols: B. Sorg & E. Hecker; Z. Naturforsch. 37b, 748 (1982)
Induction of thymocyte apoptosis by Ca2+-independent protein kinase C (nPKC) activation and its regulation by calcineurin activation: A. Asada, et al.; J. Biol. Chem. 273, 28392 (1998) Abstract
Ingenol esters induce apoptosis in Jurkat cells through an AP-1 and NF-kappaB independent pathway: M. Blanco-Molina, et al.; Chem. Biol. Interact. 8, 767 (2001) Abstract

Further Categories Containing This Product:

Carcinogens & Tumor Promoters Other Products • Natural Products - Antitumor Reagents • Antitumor Agents (Apoptosis Inducers) • Natural Products - Apoptosis Inducers & Inhibitors

ALX-385-024

Revised 06-Oct-08

Isorhamnetin
SYNONYMS	3-Methylquercetin 3'-Methoxy-3,4',5,7-tetrahydroxyflavone 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonols

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-024-M005		5 mg	90.00 USD
ALX-385-024-M010		10 mg	150.00 USD

Product Specification

FORMULA:	C₁₆H₁₂O₇
MW:	316.3
CAS NUMBER:	480-19-3
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in acetone, methanol, ethylacetate or DMSO. Only sparingly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	MAY BE CARCINOGENIC. HARMFUL.

Product Description

Antiviral agent. Antioxidant. Antitumor compound. Apoptosis inducer.

Product Specific Literature References

Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima: H. Ito, et al.; Cancer Lett. 143, 5 (1999) Abstract
Inhibition of xanthine oxidase by flavonoids: A. Nagao, et al.; Biosci. Biotechnol. Biochem. 63, 1787 (1999) Abstract
Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products: L. Zou, et al.; Phytomedicine 9, 263 (2002) Abstract
Antioxidant effects of isorhamnetin 3,7-di-O-beta-D-glucopyranoside isolated from mustard leaf (Brassica juncea) in rats with streptozotocin-induced diabetes: T. Yokozawa, et al.; J. Agric. Food Chem. 50, 5490 (2002) Abstract
Effect of five flavonoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation of proteins in human neutrophils: G. Chen, et al.; Clin. Chim. Acta 326, 169 (2002) Abstract
Isorhamnetin prevent endothelial cell injuries from oxidized LDL via activation of p38MAPK: M. Bao & Y. Lou; Eur. J. Pharmacol. 547, 22 (2006) Abstract
The flavonoid component isorhamnetin in vitro inhibits proliferation and induces apoptosis in Eca-109 cells: G. Ma, et al.; Chem. Biol. Interact. 167, 153 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Antitumor Reagents • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants • Natural Products - Antiviral / anti-HIV Agents

ALX-350-279

Revised 02-Jun-08

Isoxanthohumol
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Other Natural Products - DNA Regulation / Transcription

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-279-M001		1 mg	60.00 USD

Product Specification

FORMULA:	C₂₁H₂₂O₅
MW:	354.4
SOURCE/HOST:	Synthetic.
PURITY:	≥98%
APPEARANCE:	White powder.
SOLUBILITY:	Soluble in DMSO (50mg/ml) or methanol (50mg/ml).
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C

Product Description

Prenylated flavonoid. Phytoestrogen. Induces apoptosis in mature adipocytes.

Product Specific Literature References

Xanthohumol and related prenylflavonoids from hops and beer: to your good health!: J.F. Stevens & J.E. Page; Phytochemistry 65, 1317 (2004), (Review) Abstract
Inhibition of endothelial cell functions by novel potential cancer chemopreventive agents: E. Bertl, et al.; BBRC 325, 287 (2004) Abstract
Metabolism of xanthohumol and isoxanthohumol, prenylated flavonoids from hops (Humulus lupulus L.), by human liver microsomes: D. Nikolic, et al.; J. Mass Spectrom. 40, 289 (2005) Abstract
The prenylflavonoid isoxanthohumol from hops (Humulus lupulus L.) is activated into the potent phytoestrogen 8-prenylnaringenin in vitro and in the human intestine: S. Possemiers, et al.; J. Nutr. 136, 1862 (2006) Abstract
Identification of human hepatic cytochrome P450 enzymes involved in the metabolism of 8-prenylnaringenin and isoxanthohumol from hops (Humulus lupulus L.): J. Guo, et al.; Drug Metab. Dispos. 34, 1152 (2006)
Effect of xanthohumol and isoxanthohumol on 3T3-L1 cell apoptosis and adipogenesis: J.Y. Yang, et al.; Apoptosis 12, 1953 (2007) Abstract

Further Categories Containing This Product:

Flavanones • Estrogen & Estrogen Receptors / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Lipid Metabolism Other Products • Active Substances from Fruit and Vegetables • Natural Products - Other Signal Transduction Pathway Modulators

ALX-385-005

Revised 21-May-08

Kaempferol
SYNONYMS	3,4',5,7-Tetrahydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonols

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-005-M010		10 mg	40.00 USD
ALX-385-005-M050		50 mg	120.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₆
MW:	286.2
CAS NUMBER:	520-18-3
MERCK INDEX:	14: 5274
RTECS:	LK9275200
PURITY:	≥90%
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in ether or 100% ethanol (hot); slightly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light.
HAZARD:	IRRITANT. MAY BE MUTAGENIC.

Product Description

Antioxidant flavonoid. Apoptosis inducer. Reversible inhibitor of fatty acid synthase (FAS).

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
Presence of fatty acid synthase inhibitors in the rhizome of Alpinia officinarum hance: B.H. Li & W.X. Tian; J. Enzyme Inhib. Med. Chem. 18, 349 (2003) Abstract
Pharmacological inhibitors of Fatty Acid Synthase (FASN)--catalyzed endogenous fatty acid biogenesis: a new family of anti-cancer agents?: R. Lupu & J. A. Menendez; Curr. Pharm. Biotechnol. 7, 483 (2006), (Review) Abstract

Further Categories Containing This Product:

Active Substances from Fruit and Vegetables • Fatty Acid Synthase [FAS] / Related Products • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Chemopreventive Agents • Natural Products - Antioxidants

ALX-350-355

Revised 26-Mar-08

Lupeol
SYNONYMS	Fagarasterol 20(29)-Lupen-3β-ol 3β-Hydroxy-20(29)-lupene
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Anti-inflammatory Agents

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-355-M010		10 mg	35.00 USD
ALX-350-355-M050		50 mg	105.00 USD
ALX-350-355-G001		1 g	990.00 USD

Product Specification

FORMULA:	C₃₀H₅₀O
MW:	426.7
CAS NUMBER:	545-47-1
MERCK INDEX:	14: 5608
RTECS:	OK5763000
SOURCE/HOST:	Isolated from Lupinus polyphyllus.
PURITY:	≥98% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in ether or warm 100% ethanol; insoluble in water
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Anti-inflammatory, antioxidant and antimutagenic compound. Shows preventive effects on DMBA induced DNA alkylation damage in mouse skin. Modulator of NF-κB and PI(3)K/Akt (protein kinase B; PKB) pathways. Induces Fas-mediated apoptosis via inhibition of Ras signalling. Inhibits tumor growth in mouse in vivo.

Product Specific Literature References

Anti-inflammatory activity of lupeol and lupeol linoleate in rats: T. Geetha & P. Varalakshmi; J. Ethnopharmacol. 76, 77 (2001) Abstract
Lupeol, a triterpene, inhibits early responses of tumor promotion induced by benzoyl peroxide in murine skin: M. Saleem, et al.; Pharmacol. Res. 43, 127 (2001) Abstract
Lupeol modulates NF-kappaB and PI3K/Akt pathways and inhibits skin cancer in CD-1 mice: M. Saleem, et al.; Oncogene 23, 5203 (2004) Abstract
Induction of antifertility with lupeol acetate in male albino rats: R.S. Gupta, et al.; Pharmacology 75, 57 (2005) Abstract
A novel dietary triterpene Lupeol induces fas-mediated apoptotic death of androgen-sensitive prostate cancer cells and inhibits tumor growth in a xenograft model: M. Saleem, et al.; Cancer Res. 65, 11203 (2005) Abstract; Full Text
Lupeol, a fruit and vegetable based triterpene, induces apoptotic death of human pancreatic adenocarcinoma cells via inhibition of Ras signaling pathway: M. Saleem, et al.; Carcinogenesis 26, 1956 (2005) Abstract; Full Text
Lupeol long-chain fatty acid esters with antimalarial activity from Holarrhena floribunda: J. Fotie, et al.; J. Nat. Prod. 69, 62 (2006) Abstract
Lupeol ameliorates aflatoxin B1-induced peroxidative hepatic damage in rats: S.P. Preetha, et al.; Comp. Biochem. Physiol C. Toxicol. Pharmacol. 143, 333 (2006) Abstract
Role of lupeol and lupeol linoleate on lipemic-oxidative stress in experimental hypercholesterolemia: V. Sudhahar, et al.; Life Sci. 78, 1329 (2006) Abstract
Preventive effects of lupeol on DMBA induced DNA alkylation damage in mouse skin: N. Nigam, et al.; Food Chem. Toxicol. 45, 2331 (2007) Abstract
Lupeol suppresses cisplatin-induced nuclear factor-kappaB activation in head and neck squamous cell carcinoma and inhibits local invasion and nodal metastasis in an orthotopic nude mouse model: T.K. Lee, et al.; Cancer Res. 67, 8800 (2007) Abstract

Further Categories Containing This Product:

Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Chemopreventive Agents • Natural Products - Antioxidants

ALX-385-007

Revised 07-Oct-08

Luteolin
SYNONYMS	3',4',5,7-Tetrahydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavones

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-007-M010		10 mg	15.00 USD
ALX-385-007-M050		50 mg	45.00 USD

Product Specification

FORMULA:	C₁₅H₁₀O₆
MW:	286.2
CAS NUMBER:	491-70-3
MERCK INDEX:	14: 5614
RTECS:	LK9275210
PURITY:	≥90%
APPEARANCE:	Yellow powder.
SOLUBILITY:	Soluble in methanol, alkaline solutions; slightly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+20°C

Product Description

Antioxidant flavonoid. Inhibits VEGF-induced angiogenesis. Inhibitor of phosphoinositide 3-kinase (PI(3)K). Inhibitor of fatty acid synthase (FAS). Apoptosis inducer.

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
Luteolin inhibits vascular endothelial growth factor-induced angiogenesis; inhibition of endothelial cell survival and proliferation by targeting phosphatidylinositol 3'-kinase activity: E. Bagli, et al.; Cancer Res. 64, 7936 (2004)
Dietary flavonoids: bioavailability, metabolic effects, and safety: J.A. Ross & C.M. Kasum; Annu. Rev. Nutr. 221, 19 (2002), (Review) Abstract
Pharmacological inhibitors of Fatty Acid Synthase (FASN)--catalyzed endogenous fatty acid biogenesis: a new family of anti-cancer agents?: R. Lupu & J. A. Menendez; Curr. Pharm. Biotechnol. 7, 483 (2006), (Review) Abstract

Further Categories Containing This Product:

Natural Products - Other Signal Transduction Pathway Modulators • Fatty Acid Synthase [FAS] / Related Products • Free Radical Scavengers • Phosphoinositide 3-kinase [PI(3)K] / Related Products • Natural Products for Angiogenesis Research • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antioxidants

ALX-385-016

Revised 02-Jun-08

Morin
SYNONYMS	2’,3,4’,5,7-Pentahydroxyflavone
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Flavonols

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-385-016-G001		1 g	16.00 USD