ALEXIS Biochemicals: Echinosporin

You are here: Product Lines > Natural Products / Antibiotics > Antibiotics > Antibiotics for Cancer Research > Antitumor Antibiotics

ALX-350-019

Revised 16-Oct-08

(+)-Brefeldin A
SYNONYMS	BFA Ascotoxin Decumbin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Apoptosis Inducers & Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-019-M005		5 mg	80.00 USD
ALX-350-019-M010		10 mg	130.00 USD
ALX-350-019-M025		25 mg	270.00 USD
ALX-350-019-M050		50 mg	420.00 USD

Product Specification

FORMULA:	C₁₆H₂₄O₄
MW:	280.4
CAS NUMBER:	20350-15-6
MERCK INDEX:	14: 1369
SOURCE/HOST:	Isolated from Eupenicillium brefeldianum.
PURITY:	≥97% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO, methanol, acetone or ethyl acetate.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Inhibitor of intracellular protein transport and protein secretion, interfering with trafficking in the trans-Golgi network, leading to the accumulation of cycling proteins in ERGIC clusters. Blocks ADP-ribosylation factor (Arf) in an inactive GDP-bound conformation and thereby prevents binding of COPI coats to ERGIC and Golgi membranes. Upon brefeldin A treatment the Golgi rapidly tubulates and fuses with the ER by an energy-, temperature-, and microtubule-dependent process. In contrast, the drug has little effect on the ERGIC, which keeps its identity, although the ERGIC clusters become larger and more uniformly distributed in the cytoplasm of the cells. Inhibits intracellular collagen degradation. Also inhibits apical Na⁺ channels in epithelia. Induces apoptosis.

Product Specific Literature References

Decumbin, a new compound from a species of Penicillium: V.L. Singleton, et al.; Nature 181, 1072 (1958)
Über die Isolierung neuer Stoffwechselprodukte aus Penicillium brefeldianum Dodge.: E. Harri, et al.; Helv. Chim. Acta 46, 1235 (1963)
Novel blockade by brefeldin A of intracellular transport of secretory proteins in cultured rat hepatocytes: Y. Misumi, et al.; J. Biol. Chem. 261, 11398 (1986) Abstract; Full Text
Brefeldin A causes disassembly of the Golgi complex and accumulation of secretory proteins in the endoplasmic reticulum: T. Fujiwara, et al.; J. Biol. Chem. 263, 18545 (1988) Abstract; Full Text
Brefeldin A, thapsigargin, and AIF4- stimulate the accumulation of GRP78 mRNA in a cycloheximide dependent manner, whilst induction by hypoxia is independent of protein synthesis: B.D. Price, et al.; J. Cell. Physiol. 152, 545 (1992) Abstract
Brefeldin A and the endocytic pathway. Possible implications for membrane traffic and sorting: W. Hunziker, et al.; FEBS Lett. 307, 93 (1992), (Review) Abstract
Brefeldin A inhibits degradation as well as production and secretion of collagen in human lung fibroblasts: C.R. Ripley, et al.; J. Biol. Chem. 268, 3677 (1993) Abstract
Brefeldin A is a potent inducer of apoptosis in human cancer cells independently of p53: R.G. Shao, et al.; Exp. Cell Res. 227, 190 (1996) Abstract
Brefeldin A inhibition of apical Na+ channels in epithelia: R.S. Fisher, et al.; Am. J. Physiol. 270, C138 (1996) Abstract
Brefeldin A: deciphering an enigmatic inhibitor of secretion: A. Nebenfuhr, et al.; Plant Physiol. 130, 1102 (2002), Review Abstract
NKT cells provide help for dendritic cell-dependent priming of MHC class I-restricted CD8+ T cells in vivo: D. Stober, et al.; J. Immunol. 170, 2540 (2003) Abstract; Full Text
Interaction of BIG2, a brefeldin A-inhibited guanine nucleotide-exchange protein, with exocyst protein Exo70: K.F. Xu, et al.; PNAS 102, 2784 (2005) Abstract

Further Categories Containing This Product:

ADP Ribosylation Factor [ARF] / Related Products • Golgi Apparatus • Collagen / Related Products • Na+ Channels • Antitumor Antibiotics • Antitumor Agents (Apoptosis Inducers) • Antibiotics - Antiviral / Anti-HIV • Antibiotics - Antifungal • Autophagy Other Products

ALX-380-242

Revised 03-Apr-08

Chaetocin (high purity)
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-242-M001		1 mg	330.00 USD

Product Specification

FORMULA:	C₃₀H₂₈N₆O₆S₄
MW:	696.9
CAS NUMBER:	28097-03-2
RTECS:	FM3032000
SOURCE/HOST:	Isolated from Chaetomium sp. MST-FP2085.
PURITY:	≥99% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in DMSO, dimethyl formamide, methanol or 100% ethanol; poorly soluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	HARMFUL.

Product Description

Antitumor antibiotic. Specific inhibitor of the lysine-specific methyltransferase SU(VAR)3-9 both in vitro and in vivo.

Product Specific Literature References

Isolation and configuration of Chaetocin: D. Hauser, et al.; Helv. Chim. Acta. 53, 1061 (1970)
Identification of a specific inhibitor of the histone methyltransferase SU(VAR)3-9: D. Greiner, et al.; Nat. Chem. Biol. 1, 143 (2005) Abstract
Chaetocin: a promising new antimyeloma agent with in vitro and in vivo activity mediated via imposition of oxidative stress: C.R. Isham, et al.; Blood 109, 2579 (2007) Abstract

Further Categories Containing This Product:

DNA & RNA Methyl & Alkyl Transferases / Related Products

ALX-350-131

Revised 03-Apr-08

Chaetoglobosin A
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Antifungal

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-131-M001		1 mg	40.00 USD
ALX-350-131-M005		5 mg	160.00 USD

Product Specification

FORMULA:	C₃₂H₃₆N₂O₅
MW:	528.7
SOURCE/HOST:	Isolated from Chaetomium sp.
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in methanol; almost unsoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HAZARD:	TOXIC.
IDENTITY:	Determined by ¹H-NMR.

Product Description

Cytochalasin analog with anti-fungal activity. Phytotoxic and anti-bacterial activity. Exhibits cytotoxic effects against human cancer cell lines. Enhances fibrinolytic activity of bovine aortic endothelial cells.

Product Specific Literature References

Acute toxic effects of chaetoglobosin A, a new cytochalasan compound produced by Chaetomium globosum, on mice and rats: K. Ohtsubo, et al.; Jpn. J. Exp. Med. 48, 105 (1978) Abstract
Chaetoglobosins, cytotoxic 10-(indol-3-yl)-[13]cytochalasans from Chaetomium spp. I. Production, isolation and some cytological effects of chaetoglobosins A-J: S. Sekita, et al.; Chem. Pharm. Bull. 30, 1609 (1982) Abstract
Enhancement of fibrinolytic activity of vascular endothelial cells by chaetoglobosin A, crinipellin B, geodin and triticone B: C. Shinohara, et al.; J. Antibiot. 53, 262 (2000) Abstract
Phytotoxic chaetoglobosins are produced by the plant pathogen Calonectria morganii (anamorph Cylindrocladium scoparium): C. Von Wallbrunn, et al.; J. Gen. Appl. Microbiol. 47, 33 (2001) Abstract; Full Text
Chaetoglobosins Q, R, and T, three further new metabolites from Chaetomium globosum: W. Jiao, et al.; J. Nat. Prod. 67, 1722 (2004) Abstract
Growth and mycotoxin production by Chaetomium globosum: M.R. Fogle, et al.; Mycopathologia 164, 49 (2007) Abstract

Further Categories Containing This Product:

Antitumor Antibiotics

ALX-380-073

Revised 12-Oct-07

Chartreusin
SYNONYMS	Lambdamycin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antitumor Antibiotics

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-073-M005		5 mg	50.00 USD
ALX-380-073-M025		25 mg	200.00 USD

Product Specification

FORMULA:	C₃₂H₃₂O₁₄
MW:	640.6
CAS NUMBER:	6377-18-0
MERCK INDEX:	14: 2045
SOURCE/HOST:	Isolated from Streptomyces chartreusis.
PURITY:	≥98%
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in acetone; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	TOXIC.

Product Description

Antitumor antibiotic which inhibits topoisomerase II. Induces single-strand scission in DNA in the presence of reducing agents.

Product Specific Literature References

Chartreusin, a New Antibiotic Produced by Streptomyces chartreusis, a New Species: B. E. Leach, et al.; J. Am. Chem. Soc. 75, 4011 (1953)
Chartreusin, a glycosidic antitumour antibiotic from Streptomyces: J.A. Beisler; Prog. Med. Chem. 19, 247 (1982), (Review) Abstract
Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico & B.H. Long; Eur. J. Cancer 14, 1985 (1993) Abstract
Chartreusin, elsamicin A and related anti-cancer antibiotics: J. Portugal; Curr. Med. Chem. Anticancer Agents 3, 411 (2003), Review Abstract

Further Categories Containing This Product:

Antitumor Agents (Enzyme Inhibitors) • Antitumor Agents (DNA Interaction & Gene Regulation) • Antibiotics - Topoisomerase Inhibitors

ALX-350-128

Revised 03-Apr-08

Chetomin
SYNONYMS	Chaetomin
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Immunomodulators

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-350-128-M001		1 mg	185.00 USD
ALX-350-128-M005		5 mg	495.00 USD

Product Specification

FORMULA:	C₃₁H₃₀N₆O₆S₄
MW:	710.9
CAS NUMBER:	1403-36-7
SOURCE/HOST:	Isolated from Chaetomium species.
PURITY:	≥98% (HPLC)
APPEARANCE:	Off-white to fawn solid.
SOLUBILITY:	Soluble in DMSO, ethyl acetate or pyridine; fairly soluble in methanol, 100% ethanol; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	+4°C
HAZARD:	TOXIC.
IDENTITY:	Determined by ¹H-NMR.

Product Description

Dithiodiketopiperazine inhibitor of HIF-1 formation by disrupting the binding of p300 to both HIF-1α and HIF-2α. Inhibitor of tumor growth. Potent immunosuppressor. Antibacterial.

Product Specific Literature References

The structure of chetomin: A.G. McInnes, et al.; JACS 98, 6741 (1976) Abstract
Effects of chetomin on growth and acidic fermentation products of rumen bacteria: W.C. Jen and G.A. Jones; Can. J. Microbiol. 29, 1399 (1983) Abstract
Small molecule blockade of transcriptional coactivation of the hypoxia-inducible factor pathway: A.L. Kung, et al.; Cancer Cell 6, 33 (2004) Abstract
Immunomodulatory constituents from an Ascomycete, Chaetomium seminudum: H. Fujimoto, et al.; J. Nat. Prod. 67, 98 (2004) Abstract
Effects of HIF-1 inhibition by chetomin on hypoxia-related transcription and radiosensitivity in HT 1080 human fibrosarcoma cells: A. Staab, et al.; BMC Cancer 7, 213 (2007) Abstract; Full Text

Further Categories Containing This Product:

Hypoxia-inducible Factor [HIF] / Related Products • Antitumor Antibiotics • Immunomodulators Other Products • Antitumor Agents (Anti-proliferative)

ALX-380-112

Revised 03-Apr-08

Chrysomycin A
SYNONYMS	Chrysomycin V Virenomycin V
PRODUCT LINE	Natural Products / Antibiotics
PRODUCT CATEGORY	Antibiotics - Topoisomerase Inhibitors

Ordering Information

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-112-C250		250 µg	140.00 USD
ALX-380-112-M001		1 mg	420.00 USD

Product Specification

FORMULA:	C₂₈H₂₈O₉
MW:	508.5
CAS NUMBER:	82196-88-1
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow to greenish solid.
SOLUBILITY:	Soluble in DMSO or dimethyl formamide; slightly soluble in 100% ethanol or methanol.
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stock solutions are stable for at least 3 months when stored at -20°C.
HANDLING:	Protect from light also when in solution.

Product Description

Antibiotic. Inhibits topoisomerase II in human. Mediates a unique cross-linking reaction between DNA and histidine H3. Antineoplastic and photosensitizing compound. Exhibits antitumor activity against human cell lines.

Product Specific Literature References

Chrysomycin: a new antibiotic substance for bacterial viruses: F. Strelitz, et al.; J. Bacteriol. 69, 280 (1955) Abstract
The chemistry of the antibiotics chrysomycin A and B. Antitumor activity of chrysomycin A: U. Weiss, et al.; J. Antibiot. (Tokyo) 35, 1194 (1982) Abstract
Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico and B.H. Long; Eur. J. Cancer 29A, 1985 (1993) Abstract

Product Numbers:	Format:	Size:	Unit Price:	Quantity:	Add To Cart
ALX-380-034-C025		25 µg	55.00 USD
ALX-380-034-C100		100 µg	180.00 USD
ALX-380-034-M001		1 mg	750.00 USD

FORMULA:	C₂₇H₂₈O₉
MW:	496.5
CAS NUMBER:	83852-56-6
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥98% (HPLC)
APPEARANCE:	Yellow solid.
SOLUBILITY:	Soluble in DMSO or dimethyl formamide; slightly soluble in 100% ethanol or methanol.
SHIPPING:	SHIPPED ON BLUE ICE
LONG TERM STORAGE:	-20°C
USE/STABILITY:	Stock solutions are stable for at least 3 months when stored at -20°C.
HANDLING:	Protect from light.

FORMULA:	C₃₂H₃₀N₂O₄
MW:	506.6
CAS NUMBER:	11051-88-0
RTECS:	DK3529000
SOURCE/HOST:	Isolated from Chaetomium globosum.
PURITY:	≥97% (HPLC)
APPEARANCE:	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 ¹H-NMR, ¹³C-NMR and MS.

FORMULA:	C₄₆H₇₅NO₁₄
MW:	866.1
CAS NUMBER:	80890-47-7
RTECS:	CB9732000
SOURCE/HOST:	Isolated from Streptomyces sp.
PURITY:	≥96% (HPLC)
APPEARANCE:	White to off-white solid.
SOLUBILITY:	Soluble in methanol, DMSO or acetonitrile; insoluble in water.
SHIPPING:	AMBIENT
LONG TERM STORAGE:	-20°C
HANDLING:	Protect from light.
HAZARD:	VERY TOXIC.
IDENTITY:	Identity determined by ¹H-NMR.