ALEXIS Biochemicals: Honokiol

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ALX-350-027

Revised 19-Aug-08

Calphostin C
SYNONYMS	UCN-1028C
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Protein Kinase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-027-C100		100 µg	85.00 USD
ALX-350-027-M001		1 mg	595.00 USD

Product Specification

FORMULA:	C₄₄H₃₈O₁₄
MW:	790.8
CAS NUMBER:	121263-19-2
SOURCE/HOST:	Isolated from Cladosporium cladosporioides MST-FP1798.
PURITY:	≥95% (HPLC)
APPEARANCE:	Dark red solid.
SOLUBILITY:	Soluble in 100% ethanol, methanol, DMSO or dimethyl formamide; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
USE/STABILITY:	Stock solutions are stable for 3 months when stored at -20°C.
HANDLING:	Protect from light.

Product Description

Potent and selective inhibitor of the protein kinase C (PKC) regulatory site of diacylglycerol and phorbol esters. At higher concentrations inhibits myosin light chain kinase, cAMP-dependent protein kinase, protein kinase G and pp60v-src protein tyrosine kinase. Induces apoptotic DNA fragmentation and cell death. Kills breast cancer cells. Has antiviral potential. Inhibits cardiac L-type Ca²⁺ channels.

Product Specific Literature References

Calphostin C (UCN-1028C), a novel microbial compound, is a highly potent and specific inhibitor of protein kinase C: E. Kobayashi, et al.; BBRC 159, 548 (1989) Abstract
Potent and specific inhibitors of protein kinase C of microbial origin: T. Tamaoki and H. Nakano; Biotechnology 8, 732 (1990) Abstract
Inhibition of protein kinase C by calphostin C is light-dependent: R.F. Bruns, et al.; BBRC 176, 288 (1991) Abstract
Irreversible oxidative inactivation of protein kinase C by photosensitive inhibitor calphostin C: R. Gopalakrishna, et al.; FEBS Lett. 314, 149 (1992) Abstract
Calphostin C, a specific protein kinase C inhibitor, activates human neutrophils: effect on phospholipase A2 and aggregation: S. Svetlov and S. Nigam; Biochim. Biophys. Acta 1177, 75 (1993) Abstract
Induction of apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells by pharmacological inhibitors of protein kinase C: W.D. Jarvis, et al.; Cancer Res. 54, 1707 (1994) Abstract
Growth inhibition of herpes simplex virus-type 1 in calphostin C-treated astrocytes: C.G. Castagnino, et al.; Intervirology 38, 332 (1995) Abstract
Calphostin C, a widely used protein kinase C inhibitor, directly and potently blocks L-type Ca channels: H.C. Hartzell & A. Rinderknecht; Am. J. Physiol. 270, C1293 (1996) Abstract
Pharmacokinetic features and metabolism of calphostin C, a naturally occurring perylenequinone with antileukemic activity: C.L. Chen, et al.; Pharm. Res. 16, 1003 (1999) Abstract
Potent killing of paclitaxel- and doxorubicin-resistant breast cancer cells by calphostin C accompanied by cytoplasmic vacuolization: B. Guo, et al.; Breast Cancer Res. Treat. 82, 125 (2003) Abstract

Further Categories Containing This Product:

Tyrosine Kinase Inhibitors • PKA Inhibitors • PKC Inhibitors • PKG Inhibitors • Myosin Light Chain Kinase Inhibitors • Ca2+ Channels (L-type) • Natural Products - Antiviral / anti-HIV Agents • Natural Products - Apoptosis Inducers & Inhibitors • Natural Products - Antitumor Reagents

ALX-270-264

Revised 17-Apr-08

Carnosic acid
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products - Antioxidants

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-270-264-M010		10 mg	45.00 USD
ALX-270-264-M050		50 mg	140.00 USD

Product Specification

FORMULA:	C₂₀H₂₈O₄
MW:	332.4
CAS NUMBER:	3650-09-7
SOURCE/HOST:	Isolated from Rosmarinus officinalis.
PURITY:	≥95%
APPEARANCE:	Yellow powder.
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.

Product Description

Naturally occurring phenolic compound with antioxidant properties. Inhibits lipid peroxidation induced by NADH or NADPH oxidation. Peroxisome proliferator-activated receptor γ (PPARγ) activator. Anti-inflammatory. Antimicrobial.

Product Specific Literature References

Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis. II. Isolation of carnosic acid and formation of other phenolic diterpenes: K. Schwarz & W. Ternes; Z. Lebensm. Unters. Forsch. 195, 99 (1992) Abstract
Antioxidant and pro-oxidant properties of active rosemary constituents: carnosol and carnosic acid: O.I. Aruoma, et al.; Xenobiotica 22, 257 (1992) Abstract
Radical intermediates and antioxidants: an ESR study of radicals formed on carnosic acid in the presence of oxidized lipids: M. Geoffroy, et al.; Free Radic. Res. 21, 247 (1994) Abstract
Inhibition of lipid peroxidation and superoxide generation by diterpenoids from Rosmarinus officinalis: H. Haraguchi, et al.; Planta Med. 61, 333 (1995) Abstract
Rosemary components inhibit benzo[a]pyrene-induced genotoxicity in human bronchial cells: E.A. Offord, et al.; Carcinogenesis 16, 2057 (1995) Abstract
Chemiluminescence determination of the in vivo and in vitro antioxidant activity of RoseOx and carnosic acid: A.I. Kuzmenko, et al.; J. Photochem. Photobiol. B 48, 63 (1999) Abstract
Carnosic acid and carnosol, phenolic diterpene compounds of the labiate herbs rosemary and sage, are activators of the human peroxisome proliferator-activated receptor gamma: O. Rau, et al.; Planta Med. 72, 881 (2006) Abstract
Potentiation of antimicrobial activity of aminoglycosides by carnosol from Salvia officinalis: K. Horiuchi, et al.; Biol. Pharm. Bull. 30, 287 (2007) Abstract

Further Categories Containing This Product:

Lipid Peroxidation • Active Substances from Fruit and Vegetables • Natural Products with Antibiotic Activity • Natural Products - Anti-inflammatory Agents • PPAR Agonists

ALX-270-160

Revised 27-Sep-07

Castanospermine
SYNONYMS	(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyoctahydroindolizine
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-270-160-M010		10 mg	60.00 USD
ALX-270-160-M050		50 mg	180.00 USD

Product Specification

FORMULA:	C₈H₁₅NO₄
MW:	189.2
CAS NUMBER:	79831-76-8
MERCK INDEX:	14: 1896
SOURCE/HOST:	Isolated from Castanospermum australe seeds.
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from moisture.

Product Description

Plant alkaloid. Potent inhibitor of α- and β-glucosidase activity in fibroblast extracts; inhibits the glycoprotein processing cycle. Exhibits antiviral properties. Prevents angiogenesis.

Product Specific Literature References

Castanospermine inhibits the processing of the oligosaccharide portion of the influenza viral hemagglutinin: Y.T. Pan, et al.; Biochemistry 22, 3975 (1983) Abstract
Glycoproteins: their structure, biosynthesis and possible clinical implications: H. Schachter; Clin. Biochem. 17, 3 (1984) Abstract
The effects of processing inhibitors of N-linked oligosaccharides on the intracellular migration of glycoprotein E2 of mouse hepatitis virus and the maturation of coronavirus particles: R. Repp, et al.; J. Biol. Chem. 260, 15873 (1985) Abstract; Full Text
Effects of the anti-inflammatory compounds castanospermine, mannose-6- phosphate and fucoidan on allograft rejection and elicited peritoneal exudates: M.R. Bartlett, et al.; Immunol. Cell Biol. 72, 367 (1994) Abstract
Antiviral activity and metabolism of the castanospermine derivative MDL 28,574, in cells infected with herpes simplex virus type 2: S.P. Ahmed, et al.; BBRC 208, 267 (1995) Abstract
The alpha-glucosidase I inhibitor castanospermine alters endothelial cell glycosylation, prevents angiogenesis, and inhibits tumor growth: R. Pili, et al.; Cancer Res. 55, 2920 (1995) Abstract
Perturbation of free oligosaccharide trafficking in endoplasmic reticulum glucosidase I-deficient and castanospermine-treated cells: C. Durrant & S.E. Moore; Biochem. J. 365, 239 (2002) Abstract

Further Categories Containing This Product:

Glycosidases / Related Products • Natural Products - Antiviral / anti-HIV Agents • Natural Products for Angiogenesis Research • Alkaloids

ALX-380-033

Revised 17-Oct-07

Colchicine
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Natural Products for Cytoskeletal Research

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-033-G001		1 g	58.00 USD

Product Specification

FORMULA:	C₂₂H₂₅NO₆
MW:	399.4
CAS NUMBER:	64-86-8
MERCK INDEX:	14: 2471
RTECS:	GH0700000
SOURCE/HOST:	Isolated from Colchicum autumnale.
PURITY:	≥98%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in 100% ethanol or water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HANDLING:	Protect from light and moisture.
HAZARD:	VERY TOXIC.

Product Description

Inhibitor of microtubules by specific binding to tubulin. Induces apoptosis.

Product Specific Literature References

A new colchicine binding assay for tubulin: P. Sherline, et al.; Anal. Biochem. 62, 400 (1974) Abstract
Fluorometric assay of tubulin-colchicine complex: T. Arai & T. Okuyama; Anal. Biochem. 69, 443 (1975) Abstract
Kinetics and mechanism of colchicine binding to tubulin: evidence for ligand-induced conformational change: D.L. Garland; Biochemistry 17, 4266 (1978) Abstract
Proposed mechanism for colchicine poisoning of microtubules reassembled in vitro from Strongylocentrotus purpuratus sperm tail outer doublet tubulin: K.W. Farrell & L. Wilson; Biochemistry 19, 3048 (1980) Abstract
Rapid rate of tubulin dissociation from microtubules in the mitotic spindle in vivo measured by blocking polymerization with colchicine: E.D. Salmon, et al.; J. Cell. Biol. 99, 1066 (1984) Abstract
The effects of microtubule disrupting drugs on the differentiation of HL-60 leukemia cells: M.F. Lueng & A.C. Sartorelli; Leuk. Res. 16, 929 (1992) Abstract
Disruption of microtubules inhibits the stimulation of tissue plasminogen activator expression and promotes plasminogen activator inhibitor type 1 expression in human endothelial cells: L. Santell, et al.; Exp. Cell. Res. 201, 358 (1992) Abstract
Colchicine induces apoptosis in cerebellar granule cells: E. Bonfoco, et al.; Exp. Cell. Res. 218, 189 (1995) Abstract
Inhibition of drug-induced apoptosis by survival factors in PC12 cells: L. Lindenboim, et al.; J. Neurochem. 64, 1054 (1995) Abstract
General features of the recognition by tubulin of colchicine and related compounds: Y. Engelborghs; Eur. Biophys. J. 27, 437 (1998) Abstract
Sustained JNK activation induces endothelial apoptosis: studies with colchicine and shear stress: Y.L. Hu, et al.; Am. J. Physiol. 277, H1593 (1999) Abstract
Cytochrome c release and caspase-3 activation during colchicine-induced apoptosis of cerebellar granule cells: A.M. Gorman, et al.; Eur. J. Neurosci. 11, 1067 (1999) Abstract
Colchicine protects mice from the lethal effect of an agonistic anti- Fas antibody: G. Feng & N. Kaplowitz; J. Clin. Invest. 105, 329 (2000) Abstract
Update on colchicine and its mechanism of action: Y. Molad; Curr. Rheumatol. Rep. 4, 252 (2002) Abstract

Further Categories Containing This Product:

Microtubule Modulators • Natural Products - Apoptosis Inducers & Inhibitors • Alkaloids • Natural Products with Antibiotic Activity

ALX-380-099

Revised 03-Apr-08

Concanamycin C
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - ATPase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-099-C100		100 µg	30.00 USD
ALX-380-099-C500		500 µg	90.00 USD

Product Specification

FORMULA:	C₄₅H₇₄O₁₃
MW:	823.1
CAS NUMBER:	81552-34-3
RTECS:	GK6887000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥96%
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in chloroform, methanol, acetonitrile or DMSO. Insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.

Product Description

Antibiotic. Inhibits vacuolar-type H⁺-ATPase. Potential antiosteoporotic agent. Shows antiviral and immunosuppressive activity. Active against fungi and yeasts.

Product Specific Literature References

Structures of concanamycins B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 35, 1618 (1982) Abstract
Isolation and characterization of concanamycins A, B and C: H. Kinashi, et al.; J. Antibiot. (Tokyo) 37, 1333 (1984) Abstract
Inhibitory effect of modified bafilomycins and concanamycins on P- and V-type adenosinetriphosphatases: S. Drose, et al.; Biochemistry 32, 3902 (1993) Abstract
Disruption of vma-1, the gene encoding the catalytic subunit of the vacuolar H(+)-ATPase, causes severe morphological changes in Neurospora crassa: E.J. Bowman, et al.; J. Biol. Chem. 275, 167 (2000) Abstract
Semisynthetic derivatives of concanamycin A and C, as inhibitors of V- and P-type ATPases: structure-activity investigations and developments of photoaffinity probes: S. Drose, et al.; Biochemistry 40, 2816 (2001) Abstract

Further Categories Containing This Product:

Natural Products - Antiviral / anti-HIV Agents • H+-ATPase / Related Products • Antitumor Antibiotics • Natural Products - Immunomodulators • Antibiotics - Antifungal

ALX-380-305

Revised 27-Nov-08

Curvularin
SYNONYMS	4,5,6,7,8,9-Hexahydro-11,13-dihydroxy-4-methyl-2H-3-benzoxacyclododecin-2,10(1H)-dione
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Nitric Oxide Pathway Modulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-305-M001		1 mg	60.00 USD
ALX-380-305-M005		5 mg	240.00 USD

Product Specification

FORMULA:	C₁₆H₂₀O₅
MW:	292.3
CAS NUMBER:	10140-70-2
MERCK INDEX:	14: 2676
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white crystalline solid.
SOLUBILITY:	Soluble in methanol, dioxane or pyridine; insoluble in water, benzene or hexane.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

Product Description

Inhibits expression of inducible nitric oxide synthase (iNOS; NOSII). Has antifungal and antibiotic activity. Inhibits cell division. Similar to Curvulin (Prod. No. ALX-350-164).

Product Specific Literature References

Curvularin from penicillium baradicum Baghdadi NRRL 3754, and biological effects: R.F. Vesonder, et al.; J. Environ. Sci. Health B. 11, 289 (1976) Abstract
Cytotoxic activity of macrocyclic metabolites from fungi: K. Horakova & V. Betina; Neoplasma 24, 21 (1977) Abstract
Sporogen, S14-95, and S-curvularin, three inhibitors of human inducible nitric-oxide synthase expression isolated from fungi: Y. Yao, et al.; Mol. Pharmacol. 63, 383 (2003) Abstract; Full Text
Birch reduction and its application in the total synthesis of natural products: G.S.R. Subba Rao; Pure Appl. Chem. 75, 1443 (2003)
Inhibitors of inducible NO synthase expression: total synthesis of (S)-curvularin and its ring homologues: S. Elzner, et al.; ChemMedChem 3, 924 (2008) Abstract

FORMULA:	C₃₆H₄₃N₅O₆
MW:	641.8
CAS NUMBER:	109171-13-3
SOURCE/HOST:	Isolated from Penicillium sp. FKI-2346.
PURITY:	≥95% (HPLC)
APPEARANCE:	White to off-white crystalline solid.
SOLUBILITY:	Soluble in methanol or benzene; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C

FORMULA:	C₃₀H₅₀O₃
MW:	458.7
CAS NUMBER:	34336-09-9
SOURCE/HOST:	Isolated from Aglaia sp.
PURITY:	≥97% (TLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
IDENTITY:	Identity determined by ¹H-NMR, ¹³C-NMR and MS.