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Clazamycin A
Clazamycin A
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Clazamycin A
Price:
CAS No.: 71806-55-8
Catalog No.: CFN00247
Molecular Formula: C7H9ClN2O
Molecular Weight: 172.61 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: From Streptomyces species.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF
Similar structural: Comparison (Web)  (SDF)
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Biological Activity
Description: Clazamycin A is a novel pyrrolizidine antitumor antibiotic.
Targets: Antifection
In vivo:
Supplements to the 2nd Edition of Rodd's Chemistry of Carbon Compounds, 1975, Pages 15–69
Chapter 8 – Five-membered monoheterocyclic compounds: Alkaloids (continued): Pyrrolizidine alkaloids[Reference: WebLink]
Additional plant families that are now known to contain pyrrolizidine alkaloids are the Apocynaceae, Celastraceae, Euphorbiaceae, Ranunculaceae, and Scrophulariaceae. The mass spectra of pyrrolizidine alkaloids, 13C nuclear magnetic resonance spectrometric assignments, ultraviolet spectra of 20 pyrrolizidine derivatives, and infrared spectra of 25 pyrrolizidine esters are the spectroscopic studies presented in this chapter.
METHODS AND RESULTS:
Analytical methods, such as ion exchange resins, high performance liquid chromatography (HPLC), gas–liquid chromatography–mass spectrometry, and reverse-phase HPLC are discussed. The chapter discusses the preparation and properties of necines of various kinds, such as monohydroxylated derivatives, unhydroxylated derivatives, dihydroxylated derivatives, and trihydroxylated derivatives. The chapter also illustrates the synthesis of necic acids that include C6-acids, C7-acids, C8-acids, C9-acids, and C10-acids. The structural confirmation of various compounds, such as nitropolyzonamine from the defensive secretions of the millipede Polyzonium rosalbum, peduncularine found in Aristotelia peduncularis, Clazamycin A and Clazamycin B isolated from Streptomyces species are characterized.
CONCLUSIONS:
The chapter discusses the toxic effects on humans caused by ingestion of pyrrolizidine alkaloids. Hepatotoxicity, carcinogenicity, and accidental poisoning occur on consumption of foodstuffs contaminated with seeds of various plants that produce pyrrolizidine alkaloids.
Clazamycin A Description
Source: From Streptomyces species.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.7934 mL 28.967 mL 57.9341 mL 115.8681 mL 144.8352 mL
5 mM 1.1587 mL 5.7934 mL 11.5868 mL 23.1736 mL 28.967 mL
10 mM 0.5793 mL 2.8967 mL 5.7934 mL 11.5868 mL 14.4835 mL
50 mM 0.1159 mL 0.5793 mL 1.1587 mL 2.3174 mL 2.8967 mL
100 mM 0.0579 mL 0.2897 mL 0.5793 mL 1.1587 mL 1.4484 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
J Nat Prod. 1987 May-Jun;50(3):360-7.
Studies on the pyrrolizidine antitumor agent, clazamycin: interconversion of clazamycins A and B.[Pubmed: 3668555]

METHODS AND RESULTS:
Clazamycin, a novel pyrrolizidine antitumor antibiotic, exists in aqueous solution as a mixture of two epimers, Clazamycin A and Clazamycin B [1A, 1B], the ratio of which is pH dependent. Several lines of evidence are presented, including the results of trapping experiments and a study demonstrating base promoted interconversion of the two forms, that implicate an azacyclooctenone species [3] as an intermediate in the interconversion process.
CONCLUSIONS:
This result supports a previous observation, that the C6a carbinolamidine hydroxyl of clazamycin is unreactive towards nucleophiles and may be significant in helping to elucidate the mechanism of action of this antibiotic.
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