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ALX-350-038

Revised 07-Apr-08

Luffariellolide
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Other Signal Transduction Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-038-M001		1 mg	95.00 USD

Product Specification

FORMULA:	C₂₅H₃₈O₃
MW:	386.6
CAS NUMBER:	111149-87-2
SOURCE/HOST:	Isolated from sponge Luffariella sp.
PURITY:	≥97% (HPLC)
APPEARANCE:	Oil.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	HARMFUL.

Product Description

Structurally related to manoalide (Prod. No. ALX-350-045). Anti-inflammatory phospholipase A₂ (PLA₂) inhibitor (IC₅₀=0.23µM). Less potent than manoalide, but partially reversible. Inhibits human recombinant sPLA₂ selectively over cPLA₂.

Product Specific Literature References

Luffariellolide, an anti-inflammatory sesterterpene from the marine sponge Luffariella spp.: K.F. Albizati, et al.; Experientia 43, 949 (1987)
PAF and LTB4 biosynthesis in the human neutrophil: effects of putative inhibitors of phospholipase A2 and specific inhibitors of 5-lipoxygenase: K.B. Glaser, et al.; Agents Actions 34, 89 (1991) Abstract
Characterization and pharmacological modulation of soluble phospholipase A2 generated during glycogen-induced rat peritonitis: L.A. Marshall, et al.; Agents Actions 37, 60 (1992) Abstract

Further Categories Containing This Product:

PLA2 Inhibitors • Natural Products - Anti-inflammatory Agents

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-550-002

Revised 07-Oct-08

LY-83,583
SYNONYMS	6-(Phenylamino)-5,8-quinolinedione 6-Anilino-5,8-quinolinedione
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Neurotoxins

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-550-002-M005		5 mg	55.00 USD
ALX-550-002-M025		25 mg	220.00 USD
ALX-550-002-M100		100 mg	390.00 USD

Product Specification

FORMULA:	C₁₅H₁₀N₂O₂
MW:	250.3
CAS NUMBER:	91300-60-6
SOURCE/HOST:	Synthetic.
PURITY:	≥95%
APPEARANCE:	Dark red powder.
SOLUBILITY:	Soluble in methanol or diluted aqueous acid. Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Competitive inhibitor of soluble guanylyl cyclase (sGC) (IC₅₀=2µM) and of cGMP production. Neurotoxin.

Product Specific Literature References

Pharmacologic analysis of two novel inhibitors of leukotriene (slow reacting substance) release: J.H. Fleisch, et al.; J. Pharmacol. Exp. Ther. 229, 681 (1984) Abstract
LY 83583 interferes with the release of endothelium-derived relaxing factor and inhibits soluble guanylate cyclase: A. Mülsch, et al.; J. Pharmacol. Exp. Ther. 247, 283 (1988) Abstract
Interleukin 1 induces prolonged L-arginine-dependent cyclic guanosine monophosphate and nitrite production in rat vascular smooth muscle cells: D. Beasley, et al.; J. Clin. Invest. 87, 602 (1991) Abstract
Modification by LY 83583 and methylene blue of relaxation induced by nitric oxide, glyceryl trinitrate, sodium nitroprusside and atriopeptin in aortae of the rat, guinea-pig and rabbit: T. Kawada, et al.; Gen. Pharmacol. 25, 1361 (1994) Abstract
A comparative study of the effects of three guanylyl cyclase inhibitors on the L-type Ca2+ and muscarinic K+ currents in frog cardiac myocytes: N. Abi-Gerges, et al.; Br. J. Pharmacol. 121, 1369 (1997) Abstract
Guanylyl cyclase inhibition reduces contractility and decreases cGMP and cAMP in isolated rat hearts: R.E. Klabunde, et al.; Cardiovasc. Res. 37, 676 (1998) Abstract
Histochemical detection of quinone reductase activity in situ using LY 83583 reduction and oxidation: T.H. Murphy, et al.; J. Neurochem. 70, 2156 (1998) Abstract
Inhibition of nitric oxide formation and superoxide generation during reduction of LY83583 by neuronal nitric oxide synthase: Y. Kumagai, et al.; Eur. J. Pharmacol. 360, 213 (1998) Abstract
Nitric oxide stimulates cGMP production and mimics synaptic responses in metacerebral neurons of Aplysia: H.Y. Koh and J.W. Jacklet; J. Neurosci. 19, 3818 (1999) Abstract; Full Text
LY-83583 stimulates glucose transporter-1-mediated glucose transport independent of changes in cGMP levels: R.K. Prasad, et al.; Eur. J. Pharmacol. 366, 101 (1999) Abstract
The effects of intracerebroventricular application of 8-Br-cGMP and LY-83,583, a guanylyl cyclase inhibitor, on sleep-wake activity in rats
: A.C. Ribeiro & L. Kapas; Brain Res. 1049, 25 (2005) Abstract

Further Categories Containing This Product:

Guanylyl Cyclases, Guanosine Phosphate Metabolism / Related Products

ALX-380-232

Revised 16-Jun-08

Lydicamycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics Other Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-232-MC05		0.5 mg	390.00 USD

Product Specification

FORMULA:	C₄₇H₇₄N₄O₁₀
MW:	855.1
CAS NUMBER:	133352-27-9
SOURCE/HOST:	Isolated from Streptomyces sp. MST-AS5376.
PURITY:	≥95% (HPLC)
APPEARANCE:	Colorless film.
SOLUBILITY:	Soluble in 100% ethanol, methanol, dimethyl formamide or DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Shows antibacterial activities against Gram-positive bacteria. Highly active against MRSA.

Product Specific Literature References

Lydicamycin, a new antibiotic of a novel skeletal type. I. Taxonomy, fermentation, isolation and biological activity: Y. Hayakawa, et al.; J. Antibiot. (Tokyo) 44, 282 (1991) Abstract
Lydicamycin, a new antibiotic of a novel skeletal type. II. Physico-chemical properties and structure elucidation: Y. Hayakawa, et al.; J. Antibiot. (Tokyo) 44, 288 (1991) Abstract

ALX-350-161

Revised 11-Aug-08

Macrosporin
SYNONYMS	1,7-Dihydroxy-3-methoxy-6-methyl-9,10-anthracenedione
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Other Natural Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-161-M001		1 mg	150.00 USD

Product Specification

FORMULA:	C₁₆H₁₂O₅
MW:	284.3
CAS NUMBER:	22225-67-8
SOURCE/HOST:	Isolated from Alternaria sp.
PURITY:	≥97% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in DMSO or 100% ethanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
IDENTITY:	Identity determined by ¹H-NMR and MS.

Product Description

Anthraquinone.

Product Specific Literature References

Metabolites of Dactylaria lutea. The structures of dactylariol and the antiprotozoal antibiotic dactylarin: A.M. Becker, et al.; J. Antibiot. (Tokyo) 31, 324 (1978) Abstract
High-performance liquid chromatographic determination of macrosporin, altersolanol A, alterporriol A, B and C in fermentation of Alternaria porri (Ellis) Ciferri: R. Suemitsu, et al.; J. Chromatogr. 454, 406 (1988) Abstract
Biologically active polyketide metabolites from an undetermined fungicolous hyphomycete resembling Cladosporium: U. Höller, et al.; J. Nat. Prod. 65, 876 (2002) Abstract
Natural occurrence of fungi and fungal metabolites in moldy tomatoes: B. Andersen & J.C. Frisvad; J. Agric. Food Chem. 52, 7507 (2004) Abstract
New and cytotoxic anthraquinones from Pleospora sp. IFB-E006, an endophytic fungus in Imperata cylindrical: H.M. Ge, et al.; Planta Med. 71, 1063 (2005) Abstract
Secondary metabolite profiling of Alternaria dauci, A. porri, A. solani, and A. tomatophila: B. Andersen, et al.; Mycol. Res. 112, 241 (2007) Abstract
Metabolite production by different Ulocladium species: B. Andersen & M. Hollensted; Int. J. Food Microbiol. 126, 172 (2008) Abstract

Further Categories Containing This Product:

Other Toxins

ALX-350-328

Revised 07-Apr-08

(+)-Madindoline A
SYNONYMS	MadA MDL-A [(2R), 3aR, 8aS]-8-[4-(n-Butyl)-2,5-dimethyl-1, 3-dioxo-2-(4-cyclopentyl)methyl]-3, 3a, 8,8a-tetrahydro-3a-hydroxy-2H-furo[2,3-b] indole
PRODUCT LINE	Chemokines & Cytokines
PRODUCT CATEGORY	Interleukin & Interleukin Receptors Other Products

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-328-MC05		0.5 mg	330.00 USD
ALX-350-328-M001		1 mg	580.00 USD

Product Specification

FORMULA:	C₂₂H₂₇NO₄
MW:	370.2
SOURCE/HOST:	Synthetic.
PURITY:	≥97%
APPEARANCE:	Light yellow needles
SOLUBILITY:	Soluble in methanol or 100% ethanol; insoluble in hexane.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Madindolines are noncytotoxic indole alkaloids originally isolated from a fermentation broth of Streptomyces nitrosporeus K93-071. (+)-Madindoline A (MadA; MDL-A) and (+)-madindoline B (MadB; MDL-B) are diastereomers with MadA being the more potent compound. MadA binds competitively but noncovalently to the extracellular domain of the membrane glycoprotein gp130 and inhibits the homodimerization of the trimeric IL-6/IL-6R/gp130 or the IL-11/gp130 complex, thus inhibiting activation of the JAK/STAT signal transduction pathway. MadA inhibits IL-6 and IL-11-induced osteoclastogenesis in vitro in a dose dependent manner and postmenopausal osteoporosis in vivo, by a mechanism different from that of 17β-estradiol. IL-6 activity is known to cause various diseases such as cancer cachexia, Castleman’s disease, Crohn’s disease, rheumatoid arthritis, hypercalcemia, and multiple myeloma. Madindolines are no longer available from natural sources due to mutation of the originating bacterial strain. Thus, synthetic routes have been developed to produce madindolines. Recently analogs of madindolines have been synthesized as potent IL-6 inhibitors.

Product Specific Literature References

Madindoline, a novel inhibitor of IL-6 activity from Streptomyces sp. K93-0711. I. Taxonomy, fermentation, isolation and biological activities: M. Hayashi, et al.; J. Antibiot. 49, 1091 (1996) Abstract
Madindolines, novel inhibitors of IL-6 activity from streptomyces sp. K93-0711. II. Physico-chemical properties and structural elucidation: S.Takamatsu, et. al.; J. Antibiot. 50, 1069 (1997) Abstract
Binding of madindoline A to the extracellular domain of gp130: A.Z. Saleh, et al.; Biochemistry 44, 10822 (2005) Abstract
Association of transcription factor APRF and protein kinase Jak1 with the interleukin-6 signal transducer gp130: C. Lutticken, et al.; Science 263, 89 (1994) Abstract
Suppression of bone resorption by madindoline A, a novel nonpeptide antagonist to gp130: M. Hayashi, et al.; PNAS 99, 14728 (2002) Abstract
Mechanisms of experimental cancer cachexia. Local involvement of IL-1 in colon-26 tumor: G. Strassmann, et.al.; J. Immunol. 150, 2341 (1993) Abstract
Pathogenic significance of interleukin-6 (IL-6/BSF-2) in Castleman’s disease: K. Yoshizaki, et al.; Blood 74, 1360 (1989) Abstract
Inhibition of IL-6 for the treatment of inflammatory diseases: N. Nishimoto & T. Kishimoto; Curr. Opin. Pharmacol. 4, 386 (2004) Abstract
Blockage of interleukin-6 receptor ameliorates joint disease in murine collagen-induced arthritis: N. Takagi, et al.; Arthritis Rheum. 41, 2117 (1998) Abstract
Interleukin-6 enhances hypercalcemia and bone resorption mediated by parathyroid hormone-related protein in vivo: J. de la Mata, et al.; J. Clin. Invest. 95, 2846 (1995) Abstract
Granulocyte-macrophage colony-stimulating factor synergizes with interleukin-6 in supporting the proliferation of human myeloma cells: X.G. Zhang, et al.; Blood 76, 2599 (1990) Abstract
Synthesis of (+)-madindoline A and (+)-madindoline B: L. Wan & M.A. Tius; Org. Lett. 9, 647 (2007) Abstract
Design, synthesis, and biological activities of madindoline analogues: D. Yamamoto, et al.; Bioorg. Med. Chem. Lett. 16, 2807 (2006) Abstract
Efficient total synthesis of novel bioactive microbial metabolites: T. Sunazuka, et al.; Acc. Chem. Res. 41, 302 (2008) Abstract

General Information

MANUFACTURER

Manufactured by the Kitasato Institute, Tokyo.

Further Categories Containing This Product:

Bone Metabolism Other Products • Natural Products - Other Signal Transduction Pathway Modulators • Alkaloids

ALX-350-352

Revised 06-Mar-08

Magnolol
SYNONYMS	5,5’-Diallyl-2,2’-biphenyldiol
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Angiogenesis Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-352-M005		5 mg	55.00 USD
ALX-350-352-M025		25 mg	240.00 USD

Product Specification

FORMULA:	C₁₈H₁₈O₂
MW:	266.3
CAS NUMBER:	528-43-8
MERCK INDEX:	14: 5697
RTECS:	DV5105500
SOURCE/HOST:	Isolated from Magnolia officinalis.
PURITY:	≥98% (HPLC)
APPEARANCE:	White to light yellow powder.
SOLUBILITY:	Soluble in DMSO, 100% ethanol or methanol.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Potent and highly tolerable antitumor and antiangiogenic compound. Anxiolytic, anti-thrombotic and antibacterial. Shows central depressant effects in vivo. Inhibitor of nitric oxide (NO) and TNF-α production in LPS-activated macrophages by the suppression of inducible nitric oxide synthase (iNOS; NOS II) expression (IC₅₀=16.8µM). Isomeric with honokiol (Prod. No. ALX-350-350).

Product Specific Literature References

Pharmacological properties of Magnolol and Honokiol extracted from Magnolia officinalis: Central depressant effects: K. Watanabe, et al.; Planta Med. 49, 103 (1983) Abstract
Identification of magnolol and honokiol as anxiolytic agents in extracts of saiboku-to, an oriental herbal medicine: Y. Maruyama, et al.; J. Nat. Prod. 61, 135 (1998) Abstract
Inhibitors of nitric oxide synthesis and TNF-alpha expression from Magnolia obovata in activated macrophages: H.J. Son, et al.; Planta Med. 66, 469 (2000) Abstract
Inhibitory effect of magnolol on tumour metastasis in mice: K. Ikeda, et al.; Phytother. Res. 17, 933 (2003) Abstract
Magnolol-induced apoptosis is mediated via the intrinsic pathway with release of AIF from mitochondria in U937 cells: T. Ikai, et al.; Biol. Pharm. Bull. 29, 2498 (2006) Abstract; Full Text
Magnolol and honokiol: inhibitors against mouse passive cutaneous anaphylaxis reaction and scratching behaviors: S.J. Han, et al.; Biol. Pharm. Bull. 30, 2201 (2007) Abstract; Full Text