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ALX-350-289
Revised 05-Apr-08
10Z-Hymenialdisine
SYNONYMS
4-(2-Amino-4-oxo-2-imidazolin-5-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-
c
]azepin-8-one
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Protein Kinase Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-350-289-C500
500 µg
190.00 USD
Product Specification
FORMULA:
C
11
H
10
BrN
5
O
2
MW:
324.1
CAS NUMBER:
82005-12-7
SOURCE/HOST:
Isolated from sponge
Axinella damicornis
(
Stylissa damicornis
).
PURITY:
≥97%
APPEARANCE:
Yellow needles.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
HAZARD:
TOXIC.
Product Description
Originally isolated from the sponges
Axinella verrucosa
and
Acantella aurantiaca
. Potent inhibitor of mitogen-activated protein kinase kinase-1 (MEK-1) (IC
50
=6nM). Blocks the
in vivo
phosphorylation of the microtubule-binding protein tau at sites that are hyperphosphorylated by glycogen synthase kinase-β (GSK-3β) and CDK5/p35 in Alzheimer’s disease. Inhibitor of DNA damage checkpoint at G2 phase (IC
50
=6µM), cyclin-dependent kinases CDK1/cyclin B (IC
50
=22nM), CDK2/cyclin A (IC
50
=70nM), CDK2/cyclin E (IC
50
=40nM), CDK4/cyclin D1 (IC
50
=600nM), CDK5/p25 (IC
50
=28nM), GSK-3β
(IC
50
=10nM), and
casein kinase 1 (CK1) (IC
50
=35nM). Inhibitor of NF-κB activation and of various pro-inflammatory cytokines such as IL-1, IL-2 (IC
50
=2.4µM), IL-6, IL-8, TNF-α (IC
50
=1.4µM) and nitric oxide (NO) (IC
50
=0.8µM) in a variety of cell lines.
Product Specific Literature References
Isolation and x-ray crystal structure of a novel bromo-compound from two marine sponges
:
G. Cimino, et al.; Tetrahedron Lett.
23
, 767 (1982)
Bioactive alkaloids from the tropical marine sponge Axinella carteri
:
A. Supriyono, et al.; Z. Naturforsch. [C]
50
, 669 (1995)
Abstract
The natural product hymenialdisine inhibits interleukin-8 production in U937 cells by inhibition of nuclear factor-kappaB
:
J.J. Breton & M.C. Chabot-Fletcher; J. Pharmacol. Exp. Ther.
282
, 459 (1997)
Abstract
;
Full Text
Inhibition of NFkappaB-mediated interleukin-1beta-stimulated prostaglandin E2 formation by the marine natural product hymenialdisine
:
A. Roshak, et al.; J. Pharmacol. Exp. Ther.
283
, 955 (1997)
Abstract
;
Full Text
Inhibition of interleukin-1-induced proteoglycan degradation and nitric oxide production in bovine articular cartilage/chondrocyte cultures by the natural product, hymenialdisine
:
A.M. Badger, et al.; J. Pharmacol. Exp. Ther.
290
, 587 (1999)
Abstract
;
Full Text
Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent
:
L. Meijer, et al.; Chem. Biol.
7
, 51 (2000)
Abstract
Inhibition of the G2 DNA damage checkpoint and of protein kinases Chk1 and Chk2 by the marine sponge alkaloid debromohymenialdisine
:
D. Curman, et al.; J. Biol. Chem.
276
, 17914 (2001)
Abstract
;
Full Text
An investigation of cell proliferation and soluble mediators induced by interleukin 1beta in human synovial fibroblasts: comparative response in osteoarthritis and rheumatoid arthritis
:
H. Inoue, et al.; Inflamm. Res.
50
, 65 (2001)
Abstract
Aldisine alkaloids from the Philippine sponge Stylissa massa are potent inhibitors of mitogen-activated protein kinase kinase-1 (MEK-1)
:
D. Tasdemir, et al.; J. Med. Chem.
45
, 529 (2002)
Abstract
Inhibition of cytokine production by hymenialdisine derivatives
:
V. Sharma, et al.; J. Med. Chem.
47
, 3700 (2004)
Abstract
Further Categories Containing This Product:
MAPK Pathway Inhibitors
•
CDK & Cyclin Inhibitors
•
NF-kB Pathway Inhibitors
•
Natural Products - NF-kB Pathway Inhibitors
•
Natural Products - Nitric Oxide Pathway Modulators
•
DNA Damage Checkpoint Other Products
•
Natural Products for Cell Cycle Research
•
Alkaloids
•
GSK-3 Inhibitors
ALX-350-291
Revised 19-Oct-07
Hymenidin
SYNONYMS
2-Debromooroidin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products for Cell Cycle Research
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
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ALX-350-291-M001
1 mg
230.00 USD
Product Specification
FORMULA:
C
11
H
12
BrN
5
O
MW:
310.2
CAS NUMBER:
107019-95-4
SOURCE/HOST:
Isolated from
Hymeniacidon sp
.
PURITY:
≥95%
APPEARANCE:
Amorphous solid.
SOLUBILITY:
Soluble in DMSO or 100 % ethanol.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
HAZARD:
TOXIC. CYTOTOXIC.
Product Description
Antagonist of serotonergic receptors. Inhibitor of CDK5/p25 (IC
50
=4µM) and GSK-3β (IC
50
=12µM).
Product Specific Literature References
A novel antagonist of serotonergic receptors, hymenidin, isolated from the Okinawan marine sponge Hymeniacidon sp:
J. Kobayashi, et al.; Experientia
42
, 1176 (1986)
Abstract
Inhibition of cyclin-dependent kinases, GSK-3beta and CK1 by hymenialdisine, a marine sponge constituent:
L. Meijer, et al.; Chem. Biol.
7
, 51 (2000)
Brominated pyrrole alkaloids from marine Agelas sponges reduce depolarization-induced cellular calcium elevation:
U. Bickmeyer, et al.; Toxicon.
44
, 45 (2004)
Abstract
Marine compounds for the therapeutic treatment of neurological disorders:
D. Alonso, et al.; Expert Opininon on Therapeutic Patents
15
, 1377 (2005)
Further Categories Containing This Product:
CDK & Cyclin Inhibitors
•
Natural Products for Neurological Research
•
Serotonergics & Serotonin Receptors / Related Products
•
Alkaloids
ALX-380-116
Revised 07-Apr-08
Hypothemycin
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Antibiotics - Antifungal
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-380-116-C250
250 µg
140.00 USD
ALX-380-116-M001
1 mg
420.00 USD
Product Specification
FORMULA:
C
19
H
22
O
8
MW:
378.4
CAS NUMBER:
76958-67-3
SOURCE/HOST:
Isolated from
Phoma sp
.
PURITY:
≥98% (HPLC)
APPEARANCE:
Off-white solid.
SOLUBILITY:
Soluble in DMSO or acetone; insoluble in methanol or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Exhibits antifungal and cytotoxic activity against some tumor cell lines partly attributed to inhibition of Ras-inducible genes. Inhibits proliferation of mouse and human T cells and modulates production of cytokines during T cell activation. Facilitates the ubiquitinylation process of cyclin D1. Has been identified as a potent and selective inhibitor of threonine/tyrosine-specific kinase, MEK, and other protein kinases that contain a conserved cysteine residue in the ATP-binding site in both
in vitro
and
in vivo
studies.
Product Specific Literature References
Metabolites of pyrenomycetes XIII: Structure of (+) hypothemycin, an antibiotic macrolide from hypomyces trichothecoides:
M.S.R. Nair & S.T. Carey; Tetrahedron Lett.
21
, 2011 (1980)
Metabolites of pyrenomycetes. XIV: Structure and partial stereochemistry of the antibiotic macrolides hypothemycin and dihydrohypothemycin:
M.S.R. Nair, et al.; Tetrahedron
37
, 2445 (1981)
Revised structure and stereochemistry of hypothemycin:
T. Agatsuma et al.; Chem. Pharm. Bull.
41
, 373 (1993)
Antitumor efficacy of hypothemycin, a new Ras-signaling inhibitor:
H. Tanaka, et al.; Jpn. J. Cancer Res.
90
, 1139 (1999)
Abstract
Hypothemycin inhibits the proliferative response and modulates the production of cytokines during T cell activation:
R. Camacho, et al.; Immunopharmacology
44
, 255 (1999)
Abstract
Suppression of oncogenic transformation by hypothemycin associated with accelerated cyclin D1 degradation through ubiquitin-proteasome pathway:
H. Sonoda, et al.; Life Sci.
65
, 381 (1999)
Abstract
Resorcylic acid lactones: naturally occurring potent and selective inhibitors of MEK:
A. Zhao, et al.; J. Antibiot.
52
, 1086 (1999)
Abstract
Targeted covalent inactivation of protein kinases by resorcylic acid lactone polyketides:
A. Schirmer, et al.; PNAS
103
, 4234 (2006)
Abstract
;
Full Text
Chemistry and biology of resorcylic acid lactones:
N. Winssinger, et al.; Chem. Commun. (Camb).
1
, 22 (2007), (Review)
Abstract
Further Categories Containing This Product:
MAPK Pathway Inhibitors
•
Antitumor Antibiotics
•
Antibiotics - Protein Kinase Inhibitors
•
CDKs & Cyclins Other Products
•
Tyrosine Kinase Inhibitors
•
Antitumor Agents (DNA Interaction & Gene Regulation)
•
Antibiotics - Proteasome / Ubiquitin Modulators
•
Ubiquitination Other Products
•
Ras Signalling Pathway Other Products
ALX-270-361
Revised 28-Sep-07
Indirubin
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-361-M001
1 mg
50.00 USD
ALX-270-361-M005
5 mg
200.00 USD
Product Specification
FORMULA:
C
16
H
10
N
2
O
2
MW:
262.3
CAS NUMBER:
479-41-4
SOURCE/HOST:
Synthetic.
PURITY:
≥98% (
1
H-NMR, HPLC)
APPEARANCE:
Purple powder.
SOLUBILITY:
Soluble in DMSO (10mg/ml) or methanol (0.3mg/ml). Sparingly soluble in aqueous buffers (12.5µg/ml).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
+4°C
USE/STABILITY:
Stable for at least 2 years when stored at +4°C in the dark. Stock solutions should be stored in the dark and used within 1 month.
HANDLING:
Keep cool and dry. Protect from light.
IDENTITY:
Identity determined by
1
H-NMR,
13
C-NMR, IR, ESI-MS and UV.
Product Description
Inhibitor of cyclin-dependent kinases (CDK1/cyclin B (IC
50
=10µM), CDK2/cyclin A (IC
50
=2.2µM), CDK2/cyclin E (IC
50
=7.5µM), CDK4/cyclin D1 (IC
50
=12µM), CDK5/p35 (IC
50
=5.5µM)) [1] and of GSK-3β (IC
50
=600nM) [2]. Inhibits inflammatory reaction in delayed-type hypersensitivity in mice [3]. Ligand of human aryl hydrocarbon receptor [4]. Exhibits anti-cancer activity [5] [6].
Product Specific Literature References
[1]
Indirubin, the active constituent of a Chinese antileukaemia medicine, inhibits cyclin-dependent kinases
:
R. Hoessel, et al.; Nature Cell Biol.
1
, 60 (1999)
Abstract
[2]
Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer’s disease. A property common to most cyclin-dependent kinase inhibitors?:
S. Leclerc, et al.; J. Biol. Chem.
276
, 251 (2001)
Abstract
;
Full Text
[3]
Indirubin inhibits inflammatory reactions in delayed-type hypersensitivity
:
T. Kunikata, et al.; Eur. J. Pharmacol.
410
, 93 (2000)
Abstract
[4]
Indirubin and indigo are potent aryl hydrocarbon receptor ligands present in human urine
:
J. Adachi, et al.; J. Biol. Chem.
276
, 31475 (2001)
Abstract
;
Full Text
[5]
Molecular mechanisms of indirubin and its derivatives: novel anticancer molecules with their origin in traditional Chinese phytomedicine:
G. Eisenbrand, et al.; J. Cancer Res. Clin. Oncol.
130
, 627 (2004)
Abstract
[6]
Indirubin enhances tumor necrosis factor-induced apoptosis through modulation of nuclear factor-kappa B signaling pathway:
G. Sethi, et al.; J. Biol. Chem.
281
, 23425 (2006)
Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION
Indirubin is derived from various natural sources, such as
Indigofera indica, Isatis tinctoria
and
I. indigotica
by fermentation, oxidation and the presence of light as a by product of indigo formation. Indirubin is also present in human urine and fetal bovine serum [4]. Preclinical studies of indirubin its confirmed anti-tumor activity. Efficacy against chronic myelocytic leukemia was demonstrated in clinical trials in China [2].
Related Products
ALX-270-271
Indirubin-3'-monoxime
ALX-270-296
Indirubin-5-sulfonic acid . sodium salt
ALX-270-424
5-Iodo-indirubin-3'-monoxime
ALX-430-149
7BIO
ALX-430-157
Me-7BIO
ALX-430-156
6BIO
Further Categories Containing This Product:
GSK-3 Inhibitors
•
Antitumor Reagents Other Products
•
Anti-inflammatory Agents Other Products
ALX-270-271
Revised 17-Jul-07
Indirubin-3'-monoxime
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-271-M001
1 mg
50.00 USD
ALX-270-271-M005
5 mg
190.00 USD
Product Specification
FORMULA:
C
16
H
11
N
3
O
2
MW:
277.3
PURITY:
≥98% (
1
H-NMR)
APPEARANCE:
Dark red powder.
SOLUBILITY:
Soluble in DMSO.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Selective and strong inhibitor of cyclin-dependent kinases (CDKs). Inhibits CDK1/cyclin B (IC
50
=180nM), CDK2/cyclin A (IC
50
~500nM), CDK2/cyclin E (IC
50
=250nM), CDK4/cyclin D1 (IC
50
=3.3µM) and CDK5/p35 (IC
50
=100nM). Inhibits the proliferation of a large range of cells, mainly through arresting the cells in the G2/M phase of the cell cycle. Powerful inhibitor of GSK-3β (IC
50
~100nM) and tau phosphorylation
in vitro
and
in vivo
at Alzheimer’s disease-specific sites.
Product Specific Literature References
Indirubin, the active constituent of a Chinese antileukaemia medicine, inhibits cyclin-dependent kinases:
R. Hoessel, et al.; Nature Cell Biol.
1
, 60 (1999)
Abstract
;
Full Text
Anti-mitotic properties of indirubin-3'-monoxime, a CDK/GSK-3 inhibitor: induction of endoreplication following prophase arrest
:
E. Damiens, et al.; Oncogene
20
, 3786 (2001)
Abstract
;
Full Text
Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer's disease. A property common to most cyclin-dependent kinase inhibitors?:
S. Leclerc, et al.; J. Biol. Chem.
276
, 251 (2001)
Abstract
;
Full Text
Inhibition of cyclin-dependent kinase 1 (CDK1) by indirubin derivatives in human tumour cells
:
D. Marko, et al.; Br. J. Cancer
84
, 283 (2001)
Abstract
;
Full Text
Related Products
ALX-270-424
5-Iodo-indirubin-3'-monoxime
ALX-270-296
Indirubin-5-sulfonic acid . sodium salt
ALX-430-149
7BIO
ALX-270-361
Indirubin
ALX-430-156
6BIO
ALX-430-157
Me-7BIO
Further Categories Containing This Product:
Cell Cycle Blockers & Inhibitors / Related Products
•
GSK-3 Inhibitors
•
Tau / Related Products
ALX-270-296
Revised 15-Aug-08
Indirubin-5-sulfonic acid . sodium salt
SYNONYMS
E226
Indirubin-5-sulphonate . Na
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-296-M001
1 mg
75.00 USD
ALX-270-296-M005
5 mg
300.00 USD
Product Specification
FORMULA:
C
16
H
9
N
2
O
5
S . Na
MW:
341.3 . 23.0
PURITY:
≥95% (
1
H-NMR)
APPEARANCE:
Black powder.
SOLUBILITY:
Soluble in DMSO or water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
Product Description
Inhibitor of cyclin-dependent kinases (CDKs), with selectivity for CDK1/cyclin B (IC
50
=55nM), CDK2/cyclin A (IC
50
=35nM), CDK2/cyclin E (IC
50
=150nM), CDK4/cyclin D1 (IC
50
=300nM), CDK5/p35 (IC
50
=65nM) and GSK-3β (IC
50
=280nM).
Product Specific Literature References
Indirubin, the active constituent of a Chinese antileukaemia medicine, inhibits cyclin-dependent kinases:
R. Hoessel, et al.; Nat. Cell. Biol.
1
, 60 (1999)
Inhibitor binding to active and inactive cdk2. the crystal structure of cdk2-cyclin a/indirubin-5-sulphonate:
T.G. Davies, et al.; Structure (Camb)
9
, 389 (2001)
Abstract
Inhibition of cyclin-dependent kinase 1 (CDK1) by indirubin derivatives in human tumour cells:
D. Marko, et al.; Br. J. Cancer
84
, 283 (2001)
Abstract
Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer's disease. A property common to most cyclin-dependent kinase inhibitors?:
S. Leclerc, et al.; J. Biol. Chem.
276
, 251 (2001)
Abstract
;
Full Text
Related Products
ALX-430-157
Me-7BIO
ALX-430-156
6BIO
ALX-270-271
Indirubin-3'-monoxime
ALX-430-149
7BIO
ALX-270-424
5-Iodo-indirubin-3'-monoxime
ALX-270-361
Indirubin
Further Categories Containing This Product:
GSK-3 Inhibitors
ALX-350-347
Revised 05-Aug-08
Indole-3-carbinol
SYNONYMS
I3C
Indole-3-methanol
PRODUCT LINE
Natural Products / Antibiotics
PRODUCT CATEGORY
Natural Products - Antitumor Reagents
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-350-347-M250
250 mg
40.00 USD
ALX-350-347-G001
1 g
90.00 USD
Product Specification
FORMULA:
C
9
H
9
NO
MW:
147.2
CAS NUMBER:
700-06-1
RTECS:
NL9483000
PURITY:
≥98% (HPLC)
APPEARANCE:
White to light yellow solid.
SOLUBILITY:
50mg/ml soluble in DMSO or 100% ethanol; sparingly soluble in water.
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
HAZARD:
IRRITANT.
Product Description
Anticancer agent. Inhibits carcinogenesis at the initiation stage but has been shown to enhance tumor incidence at a post-initiation stage. Inhibits the expression of cyclin-dependent kinase 6 (CDK6) and induces G1 cell cycle arrest independent of estrogen receptor signalling. Causes a dose-dependent increase in E-cadherin and BRCA1 expression.
Product Specific Literature References
Inhibition of polycyclic aromatic hydrocarbon-induced neoplasia by naturally occurring indoles:
L.W. Wattenberg & W.D. Loub; Cancer Res.
38
, 1410 (1978)
Abstract
Indole-3-carbinol inhibits the expression of cyclin-dependent kinase-6 and induces a G1 cell cycle arrest of human breast cancer cells independent of estrogen receptor signaling:
C.M. Cover, et al.; J. Biol. Chem.
273
, 3838 (1998)
Abstract
;
Full Text
Suppression of breast cancer invasion and migration by indole-3-carbinol: associated with up-regulation of BRCA1 and E-cadherin/catenin complexes:
Q. Meng, et al.; J. Mol. Med.
78
, 155 (2000)
Abstract
;
Full Text
Therapeutic intervention of experimental breast cancer bone metastasis by indole-3-carbinol in SCID-human mouse model:
K.M. Rahman, et al.; Mol. Cancer Ther.
5
, 2747 (2006)
Abstract
;
Full Text
3,3’-Diindolylmethane stimulates murine immune function in vitro and in vivo:
L. Xue, et al.; J. Nutr. Biochem.
19
, 336 (2008)
Abstract
Related Products
ALX-350-370
3,3’-Diindolylmethane
Further Categories Containing This Product:
Cell Cycle Blockers & Inhibitors / Related Products
•
Natural Products for Cell Cycle Research
•
Antitumor Agents (DNA Interaction & Gene Regulation)
ALX-270-424
Revised 13-Feb-07
5-Iodo-indirubin-3'-monoxime
PRODUCT LINE
Cell Cycle
PRODUCT CATEGORY
CDK & Cyclin Inhibitors
Ordering Information
Product Numbers:
Format:
Size:
Unit Price:
Quantity:
Add To Cart
ALX-270-424-M001
1 mg
90.00 USD
Product Specification
FORMULA:
C
16
H
10
IN
3
O
2
MW:
403.2
PURITY:
≥98% (
1
H-NMR)
APPEARANCE:
Dark red solid.
SOLUBILITY:
Soluble in DMSO (1M).
SHIPPING:
AMBIENT
LONG TERM STORAGE:
-20°C
HANDLING:
Protect from light.
Product Description
Potent inhibitor of GSK-3β (IC
50
=9nM). Also inhibits CDK1/cyclin B (IC
50
=25nM) and CDK5/p25 (IC
50
=20nM) by binding to the ATP-binding pocket.
Product Specific Literature References
Indirubins inhibit glycogen synthase kinase-3 beta and CDK5/p25, two protein kinases involved in abnormal tau phosphorylation in Alzheimer’s disease. A property common to most cyclin-dependent kinase inhibitors?:
S. Leclerc, et al.; J. Biol. Chem.
276
, 251 (2001)
Abstract
;
Full Text
Related Products
ALX-270-271
Indirubin-3'-monoxime
ALX-270-361
Indirubin
ALX-270-296
Indirubin-5-sulfonic acid . sodium salt
ALX-430-149
7BIO
ALX-430-156
6BIO
ALX-430-157
Me-7BIO