© 2008 Alexis Corporation
You are here:
Product Lines
> Viral Signalling
Antiviral Agents / Related Products
Antiviral Signalling / Related Products
Epstein Barr Virus / Related Products
Hepatitis Viruses / Related Products
Herpes Viruses / Related Products
HIV / AIDS / Related Products
Influenza Viruses / Related Products
SARS Coronavirus / Related Products
ALX-270-244
Revised 03-Apr-08
Caffeic acid phenylethyl ester
SYNONYMS
CAPE
Phenethyl caffeiate
Caffeic acid phenethyl ester
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-270-244-M010
10 mg
20.00 USD
ALX-270-244-M050
50 mg
60.00 USD
Product Specification
FORMULA:
C
17
H
16
O
4
MW:
284.3
CAS NUMBER:
115610-29-2
SOURCE/HOST:
Synthetic.
PURITY:
≥97% (HPLC)
APPEARANCE:
White to off-white crystalline solid.
SOLUBILITY:
Soluble in DMSO, 100% ethanol, methanol, acetone or acetonitrile; insoluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
USE/STABILITY:
Stable for at least one year after receipt when stored at –20°C.
HANDLING:
Protect from light and moisture.
HAZARD:
IRRITANT.
Product Description
Active component of propolis from honeybee hives, known to have anti-mitogenic, anti-carcinogenic, anti-inflammatory, and immunomodulatory properties. Potent and specific inhibitor of NF-κB activation, induced by TNF-α
(Prod. No.
ALX-522-008
(human) or Prod. No.
ALX-522-009
(mouse)), PMA (Prod. No.
ALX-445-004
) and other inflammatory agents. Exhibits inhibitory activity against HIV-1 integrase (IC
50
=7µM). Suppresses lipid peroxidation and inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities. Induces apoptosis.
Product Specific Literature References
Hydroxylated aromatic inhibitors of HIV-1 integrase:
T.R. Burke Jr., et al.; J. Med. Chem.
38
, 4171 (1995)
Abstract
Apoptosis and altered redox state induced by caffeic acid phenethyl ester (CAPE) in transformed rat fibroblast cells:
C. Chiao, et al.; Cancer Res.
55
, 3576 (1995)
Abstract
Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B:
K. Natarajan, et al.; PNAS
93
, 9090 (1996)
Abstract
Inhibitory effects of caffeic acid phenethyl ester on the activity and expression of cyclooxygenase-2 in human oral epithelial cells and in a rat model of inflammation:
P. Michaluart, et al.; Cancer Res.
59
, 2347 (1999)
Abstract
Caffeic acid phenethyl ester induces leukocyte apoptosis, modulates nuclear factor-kappa B and suppresses acute inflammation:
Z. Orban, et al.; Neuroimmunomodulation
7
, 99 (2000)
Abstract
Caffeic acid phenethyl ester inhibits T-cell activation by targeting both nuclear factor of activated T-cells and NF-kappaB transcription factors:
N. Marquez, et al.; J. Pharmacol. Exp. Ther.
308
, 993 (2004)
Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties:
F.M. da Cunha, et al.; Free Radic. Res.
38
, 1241 (2004)
Abstract
Drastic effect of several caffeic acid derivatives on the induction of heme oxygenase-1 expression revealed by quantitative real-time RT-PCR:
K. Suzuki, et al.; Biofactors
28
, 151 (2006)
Abstract
Related Products
ALX-270-231
Caffeic acid
ALX-270-480
Caffeic acid ethyl ester
Further Categories Containing This Product:
Natural Products - Chemopreventive Agents
•
Natural Products - NF-kB Pathway Inhibitors
•
Natural Products - Immunomodulators
•
Natural Products - Antiviral / anti-HIV Agents
•
Phenolic Acids
•
Natural Products - Protein Kinase Inhibitors
•
Tyrosine Kinase Inhibitors
•
NF-kB Pathway Inhibitors
•
Natural Products - Apoptosis Inducers & Inhibitors
•
HIV / AIDS / Related Products
ALX-270-440
Revised 20-Nov-08
AMI-1
SYNONYMS
Arginine N-Methyltransferase Inhibitor-1
PRODUCT LINE
Nitric Oxide Pathway
PRODUCT CATEGORY
PRMTs, Mono- & Dimethylarginine / Related Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-440-M005
5 mg
90.00 USD
ALX-270-440-M025
25 mg
360.00 USD
Product Specification
FORMULA:
C
21
H
12
N
2
O
9
S
2
Na
4
MW:
592.4
PURITY:
≥98% (
1
H-NMR and HPLC)
APPEARANCE:
Brown solid.
SOLUBILITY:
Soluble in water, 100% ethanol or DMSO.
SHIPPING:
SHIPPED ON BLUE ICE
LONG TERM STORAGE:
-20°C
HANDLING:
After reconstitution, prepare aliquots and store at -20°C. Protect from light. Hygroscopic.
Product Description
Potent, cell permeable and specific inhibitor of protein arginine N-methyltransferases (PRMTs) (IC
50
=8.8µM for human PRMT1 and 3.0µM for yeast Hmt1p). Does not compete for the AdoMet (S-adenosyl-L-methionine; SAM) binding site. Exhibits only minimal effects on lysine N-methyltransferases. Suppresses the transcriptional coactivator activity of PRMT1 and PRMT4. Inhibitor of HIV-1 RT polymerase (IC
50
=5.0µM).
Product Specific Literature References
A novel mechanism for inhibition of HIV-1 reverse transcriptase:
A.G. Skillman, et al.; Bioorg. Chem.
30
, 443 (2002)
Abstract
Small molecule regulators of protein arginine methyltransferases:
D. Cheng, et al.; J. Biol. Chem.
279
, 23892 (2004)
Abstract
;
Full Text
Further Categories Containing This Product:
HIV / AIDS / Related Products
ALX-270-478
Revised 30-Jul-08
SB 225002
SYNONYMS
N-(2-Bromophenyl)-N’-(2-hydroxy-4-nitrophenyl)urea
PRODUCT LINE
Chemokines & Cytokines
PRODUCT CATEGORY
CXC Chemokines & Receptors / Related Products
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-478-M001
1 mg
30.00 USD
ALX-270-478-M005
5 mg
90.00 USD
Product Specification
FORMULA:
C
13
H
10
BrN
3
O
4
MW:
352.1
CAS NUMBER:
182498-32-4
PURITY:
≥98% (HPLC)
APPEARANCE:
Yellow solid.
SOLUBILITY:
Soluble in DMSO (40mg/ml), 100% ethanol or methanol (15mg/ml); slightly soluble in acetonitrile (2mg/ml).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
IDENTITY:
Identity determined by MS,
1
H-NMR and
13
C-NMR.
Product Description
Potent and selective antagonist of CXCR2 chemokine receptor (IC
50
=22nM). >150-fold more selective over CXCR1 receptor. Inhibits IL-8- (IC
50
=8nM) and GROα-mediated (IC
50
=10nM) calcium mobilisation. Prevents IL-8-induced neutrophil migration. Inhibits HIV replication in lymphocytes and macrophages.
Product Specific Literature References
Identification of a potent, selective non-peptide CXCR2 antagonist that inhibits interleukin-8-induced neutrophil migration:
J.R. White, et al.; J. Biol. Chem.
273
, 10095 (1998)
Abstract
;
Full Text
Characterization of the molecular interactions of interleukin-8 (CXCL8), growth related oncogen alpha (CXCL1) and a non-peptide antagonist (SB 225002) with the human CXCR2:
J. Catusse, et al.; Biochem. Pharmacol.
65
, 813 (2003)
Abstract
A growth-related oncogene/CXC chemokine receptor 2 autocrine loop contributes to cellular proliferation in esophageal cancer:
B. Wang, et al.; Cancer Res.
66
, 3071 (2006)
Abstract
;
Full Text
Further Categories Containing This Product:
HIV / AIDS / Related Products
ALX-350-138
Revised 05-Dec-06
Hexaprenylhydroquinone
SYNONYMS
HPH
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antiviral / anti-HIV Agents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-138-M001
1 mg
160.00 USD
Product Specification
FORMULA:
C
36
H
54
O
2
MW:
518.8
CAS NUMBER:
119980-00-6
SOURCE/HOST:
Isolated from
Sarcotragus
sp.
PURITY:
≥97% (HPLC)
APPEARANCE:
Off-white to brown solid.
SOLUBILITY:
Soluble in DMSO or 100% ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
IDENTITY:
Identity determined by MS,
1
H-NMR.
Product Description
Potent inhibitor of HIV reverse transcriptase and cellular DNA polymerase. Inhibitor of CDC25A. Similar compounds have shown inhibitory effects on phospholipase A2.
Product Specific Literature References
Three new heptaprenylhydroquinone derivatives from the sponge Ircinia fasciculata:
Y. Venkateswarlu and M. Venkata Rami Reddy; J. Nat. Prod.
57
, 1286 (1994)
Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays:
S. De Rosa, et al.; J. Nat. Prod.
57
, 1711 (1994)
Abstract
Mode of inhibition of HIV reverse transcriptase by 2-hexaprenylhydroquinone, a novel general inhibitor of RNA-and DNA-directed DNA polymerases:
S. Loya, et al.; Biochem. J.
324
, 721 (1997)
Abstract
;
Full Text
Polyprenyl-hydroquinones and -furans from three marine sponges inhibit the cell cycle regulating phosphatase CDC25A:
I. Erdogan-Orhan, et al.; Nat. Prod. Res.
18
, 1 (2004)
Abstract
General Literature References
Effects of marine 2-polyprenyl-1,4-hydroquinones on phospholipase A2 activity and some inflammatory responses:
B. Gil, et al.; Eur. J. Pharmacol.
285
, 281 (1995)
Abstract
Further Categories Containing This Product:
PLA2 Inhibitors
•
Natural Products - DNA Replication Inhibitors
•
Marine Natural Products
•
HIV / AIDS / Related Products
ALX-350-277
Revised 03-Apr-08
Betulinic acid (high purity)
SYNONYMS
3β-Hydroxy-20(29)-lupaene-28-oic acid
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antitumor Reagents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-277-M005
5 mg
32.00 USD
ALX-350-277-M025
25 mg
95.00 USD
ALX-350-277-M100
100 mg
290.00 USD
Product Specification
FORMULA:
C
30
H
48
O
3
MW:
456.7
CAS NUMBER:
472-15-1
SOURCE/HOST:
Isolated from
Platanus acerifolia
(plane) tree bark.
PURITY:
≥99%
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
HANDLING:
Keep cool and dry.
HAZARD:
IRRITANT.
Product Description
Antitumor and anti-HIV agent. Induces apoptosis by activating mitochondrial permeability transition (MPT). Inhibits NF-κB activation and NF-κB-regulated gene expression induced by carcinogens and inflammatory stimuli. Decreases expression of Bcl-2 and cyclin D1. Potent proteasome activator.
Product Specific Literature References
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids:
T. Fujioka, et al.; J. Nat. Prod.
57
, 243 (1994)
Abstract
Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis:
E. Pisha, et al.; Nat. Med.
1
, 1046 (1995)
Abstract
Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents:
Y. Kashiwada, et al.; J. Med. Chem.
39
, 1016 (1996)
Abstract
Betulinic acid triggers CD95 (APO-1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors:
S. Fulda, et al.; Cancer Res.
57
, 4956 (1997)
Abstract
Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives:
F. Hashimoto, et al.; Bioorg. Med. Chem.
5
, 2133 (1997)
Abstract
Induction of p53 without increase in p21WAF1 in betulinic acid-mediated cell death is preferential for human metastatic melanoma:
M. Rieber & M. Strasberg Rieber; DNA Cell Biol.
17
, 399 (1998)
Abstract
Betulinic acid induces apoptosis in human neuroblastoma cell lines:
M.L. Schmidt, et al.; Eur. J. Cancer
33
, 2007 (1997)
Abstract
Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid:
S. Fulda, et al.; J. Biol. Chem.
273
, 33942 (1998)
Abstract
;
Full Text
Betulinic acid inhibits aminopeptidase N activity:
M.F. Melzig & H. Bormann; Planta Med.
64
, 655 (1998)
Abstract
Correspondence re: S. Fulda et al., Betulinic acid triggers CD95 (Apo1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors. Cancer Res., 57: 4956, 1997:
M. Rieber & M. Strasberg Rieber; Cancer. Res.
58
, 5876 (1998)
Abstract
Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells:
S. Fulda, et al.; Int. J. Cancer
82
, 435 (1999)
Abstract
Betulinic acid-induced apoptosis in glioma cells: A sequential requirement for new protein synthesis, formation of reactive oxygen species, and caspase processing:
W. Wick, et al.; J Pharmacol. Exp. Ther.
289
, 1306 (1999)
Abstract
;
Full Text
Effects of betulinic acid alone and in combination with irradiation in human melanoma cells:
E. Selzer, et al.; J. Invest. Dermatol.
114
, 935 (2000)
Abstract
Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9:
Y. Takada & B.B. Aggarwal; J. Immunol.
171
, 3278 (2003)
Abstract
Inhibition of IkappaB kinase activity by acetyl-boswellic acids promotes apoptosis in androgen-independent PC-3 prostate cancer cells in vitro and in vivo:
T. Syrovets, et al.; J. Biol. Chem.
280
, 6170 (2005)
Abstract
Induction of central signalling pathways and select functional effects in human platelets by beta-boswellic acid:
D. Poeckel, et al.; Br. J. Pharmacol.
146
, 514 (2005)
Abstract
Betulinic acid and its derivatives: a review on their biological properties:
P. Yogeeswari and D. Sriram; Curr. Med. Chem.
12
, 657 (2005), Review
Abstract
Betulinic acid and its derivatives, potent DNA topoisomerase II inhibitors, from the bark of Bischofia javanica:
S. Wada & R. Tanaka; Chem. Biodivers.
2
, 689 (2005)
Abstract
Betulinic acid as new activator of NF-kappaB: molecular mechanisms and implications for cancer therapy:
H. Kasperczyk, et al.; Oncogene
24
, 6945 (2005)
Abstract
Activation and inhibition of the proteasome by betulinic acid and its derivatives:
L. Huang, et al.; FEBS Lett.
581
, 4955 (2007)
Abstract
Further Categories Containing This Product:
Other Natural Products - DNA Regulation / Transcription
•
Natural Products - NF-kB Pathway Inhibitors
•
MPTP [Mitochondrial Transition Pore] / Related Products
•
Natural Products - Anti-inflammatory Agents
•
Natural Products - Apoptosis Inducers & Inhibitors
•
NF-kB Pathway Inhibitors
•
Natural Products - Antiviral / anti-HIV Agents
•
Antitumor Agents (Apoptosis Inducers)
•
HIV / AIDS / Related Products
ALX-350-296
Revised 30-Jun-08
Thalassiolin B
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antiviral / anti-HIV Agents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-296-MC05
0.5 mg
130.00 USD
Product Specification
FORMULA:
C
22
H
22
O
14
S
MW:
542.5
SOURCE/HOST:
Isolated from
Thalassia testudinum
.
PURITY:
≥98% (HPLC)
APPEARANCE:
Yellow to green oil.
SOLUBILITY:
Soluble in 100% ethanol or DMSO.
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
Product Description
Inhibitor of HIV cDNA integrase.
Product Specific Literature References
Thalassiolins A-C: new marine-derived inhibitors of HIV cDNA integrase
:
D.C. Rowley, et al.; Bioorg. Med. Chem.
10
, 3619 (2002)
Abstract
Further Categories Containing This Product:
Marine Natural Products
•
HIV / AIDS / Related Products
ALX-350-298
Revised 03-Apr-08
Betulinic acid (~95%)
SYNONYMS
3β-Hydroxy-20(29)-lupaene-28-oic acid
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antitumor Reagents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-298-M100
100 mg
55.00 USD
ALX-350-298-M500
500 mg
180.00 USD
ALX-350-298-G001
1 g
290.00 USD
Product Specification
FORMULA:
C
30
H
48
O
3
MW:
456.7
CAS NUMBER:
472-15-1
SOURCE/HOST:
Isolated from
Platanus acerifolia
(plane tree) bark.
PURITY:
≥95% (HPLC)
APPEARANCE:
White to off-white powder.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
Product Description
Antitumor and anti-HIV agent. Induces apoptosis by activating mitochondrial permeability transition (MPT). Inhibits NF-κB activation and NF-κB-regulated gene expression induced by carcinogens and inflammatory stimuli. Decreases expression of Bcl-2 and cyclin D1. Potent proteasome activator.
Product Specific Literature References
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids:
T. Fujioka, et al.; J. Nat. Prod.
57
, 243 (1994)
Abstract
Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis:
E. Pisha, et al.; Nat. Med.
1
, 1046 (1995)
Abstract
Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents:
Y. Kashiwada, et al.; J. Med. Chem.
39
, 1016 (1996)
Abstract
Betulinic acid triggers CD95 (APO-1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors:
S. Fulda, et al.; Cancer Res.
57
, 4956 (1997)
Abstract
Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives:
F. Hashimoto, et al.; Bioorg. Med. Chem.
5
, 2133 (1997)
Abstract
Betulinic acid induces apoptosis in human neuroblastoma cell lines:
M.L. Schmidt, et al.; Eur. J. Cancer
33
, 2007 (1997)
Abstract
Induction of p53 without increase in p21WAF1 in betulinic acid-mediated cell death is preferential for human metastatic melanoma:
M. Rieber & M. Strasberg Rieber; DNA Cell Biol.
17
, 399 (1998)
Abstract
Activation of mitochondria and release of mitochondrial apoptogenic factors by betulinic acid:
S. Fulda, et al.; J. Biol. Chem.
273
, 33942 (1998)
Abstract
;
Full Text
Betulinic acid inhibits aminopeptidase N activity:
M.F. Melzig & H. Bormann; Planta Med.
64
, 655 (1998)
Abstract
Correspondence re: S. Fulda et al., Betulinic acid triggers CD95 (Apo1/Fas)- and p53-independent apoptosis via activation of caspases in neuroectodermal tumors. Cancer Res., 57: 4956, 1997:
M. Rieber & M. Strasberg Rieber; Cancer. Res.
58
, 5876 (1998)
Abstract
Betulinic acid: a new cytotoxic agent against malignant brain-tumor cells:
S. Fulda, et al.; Int. J. Cancer
82
, 435 (1999)
Abstract
Betulinic acid-induced apoptosis in glioma cells: A sequential requirement for new protein synthesis, formation of reactive oxygen species, and caspase processing:
W. Wick, et al.; J Pharmacol. Exp. Ther.
289
, 1306 (1999)
Abstract
;
Full Text
Effects of betulinic acid alone and in combination with irradiation in human melanoma cells:
E. Selzer, et al.; J. Invest. Dermatol.
114
, 935 (2000)
Abstract
Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9:
Y. Takada & B.B. Aggarwal; J. Immunol.
171
, 3278 (2003)
Abstract
Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection:
R.H. Cichewicz & S.A. Kouzi; Med. Res. Rev.
24
, 90 (2004), Review
Abstract
Betulinic acid-induced apoptosis in leukemia cells:
H. Ehrhardt, et al.; Leukemia
18
, 1406 (2004)
Abstract
Betulinic acid and its derivatives: a review on their biological properties:
P. Yogeeswari & D. Sriram; Curr. Med. Chem.
12
, 657 (2005), Review
Abstract
Betulinic acid decreases expression of bcl-2 and cyclin D1, inhibits proliferation, migration and induces apoptosis in cancer cells:
W. Rzeski, et al.; Naunyn Schmiedebergs Arch. Pharmacol.
374
, 11 (2006)
Abstract
Activation and inhibition of the proteasome by betulinic acid and its derivatives:
L. Huang, et al.; FEBS Lett.
581
, 4955 (2007)
Abstract
Further Categories Containing This Product:
CDK & Cyclin Inhibitors
•
NF-kB Pathway Inhibitors
•
Other Natural Products - DNA Regulation / Transcription
•
Natural Products - NF-kB Pathway Inhibitors
•
MPTP [Mitochondrial Transition Pore] / Related Products
•
Natural Products - Apoptosis Inducers & Inhibitors
•
Natural Products - Anti-inflammatory Agents
•
Natural Products - Antiviral / anti-HIV Agents
•
Ubiquitin & Proteasome Other Products
•
Antitumor Agents (Apoptosis Inducers)
•
HIV / AIDS / Related Products
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:
C
16
H
14
O
4
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-350-312
Revised 28-May-08
(-)-Arctigenin
SYNONYMS
(3R,4R)-4-[(3,4-Dimethoxyphenyl)methyl]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-(3
H
)-furanone
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antitumor Reagents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-312-M025
25 mg
70.00 USD
Product Specification
FORMULA:
C
21
H
24
O
6
MW:
372.4
CAS NUMBER:
7770-78-7
SOURCE/HOST:
Isolated from
Arctium lappa
.
PURITY:
≥97% (HPLC)
APPEARANCE:
White to off-white solid.
SOLUBILITY:
Soluble in DMSO (34mg/ml, heating, sonication); sparingly soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Lignan derivative, which shows antitumor, anti-inflammatory, immunomodulatory and neuroprotective activities. Down-regulates anti-apoptotic protein Bcl-X
L
. Potent inhibitor of HIV type-I integrase and DNA topoisomerase II. Shows phytoestrogenic and cytotoxic properties against Hep62 cells. Antagonist for platelet activating factor and Ca
2+
. Blocks the activation of Akt (protein kinase B; PKB) induced by glucose starvation.
Product Specific Literature References
Antiproliferative effect of Arctigenin and Arctiin:
S.Y. Ryu, et al.; Arch. Pharm. Res.
18
, 462 (1995)
(-)-Arctigenin as a lead structure for inhibitors of human immunodeficiency virus type-1 integrase:
E. Eich, et al.; J. Med. Chem
39
, 86 (1996)
Abstract
Immunomodulatory effect of arctigenin, a lignan compound, on tumour necrosis factor-alpha and nitric oxide production, and lymphocyte proliferation:
J.Y. Cho, et al.; J. Pharm. Pharmacol.
51
, 1267 (1999)
Abstract
Arctigenin protects cultured cortical neurons from glutamate-induced neurodegeneration by binding to kainate receptor:
Y.P. Jang, et al.; J. Neurosci. Res. 68, 233 (2002)
68
, 233 (2002)
Abstract
A phytochemical study of lignans in whole plants and cell suspension cultures of Anthriscus sylvestris:
A. Koulman, et al.; Planta Med.
69
, 733 (2003)
Abstract
Naturally occurring lignans efficiently induce apoptosis in colorectal tumor cells:
B. Hausott, et al.; J. Cancer Res. Clin. Oncol.
129
, 569 (2003)
Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition:
M.K. Cho, et al.; Int. Immunopharmacol.
4
, 1419 (2004)
Abstract
Arctigenin, a phenylpropanoid dibenzylbutyrolactone lignan, inhibits MAP kinases and AP-1 activation via potent MKK inhibition: the role in TNF-alpha inhibition:
M.K. Cho, et al.; Int. Immunopharmacol.
4
, 1419 (2004)
Abstract
Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation:
S. Awale, et al.; Cancer Res.
66
, 1751 (2006)