Nogalamycin

Modify Date: 2024-01-09 20:24:13

Nogalamycin Structure
Nogalamycin structure
Common Name Nogalamycin
CAS Number 1404-15-5 Molecular Weight 787.80
Density 1.49g/cm3 Boiling Point 899.9ºC at 760mmHg
Molecular Formula C39H49NO16 Melting Point N/A
MSDS Chinese USA Flash Point 498.1ºC
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger

 Use of Nogalamycin


Nogalamycin is an anthracyclinone antibiotic. Nogalamycin is a potent antibiotic against Gram-positive bacteria, also has cytotoxicity against certain tumor cells. Nogalamycin is produced by Streptomyces nogalater var. Nogalater. Nogalamycin selectively inhibits RNA synthesis after binding to DNA template. Nogalamycin can be used for researching anticancer[1][2].

 Names

Name nogalamycin
Synonym More Synonyms

 Nogalamycin Biological Activity

Description Nogalamycin is an anthracyclinone antibiotic. Nogalamycin is a potent antibiotic against Gram-positive bacteria, also has cytotoxicity against certain tumor cells. Nogalamycin is produced by Streptomyces nogalater var. Nogalater. Nogalamycin selectively inhibits RNA synthesis after binding to DNA template. Nogalamycin can be used for researching anticancer[1][2].
Related Catalog
Target

RNA Synthesis[2]

In Vitro Nogalamycin (0-10 μg/ml; 2 hours) exhibits lethality against CHO, L1210 and B16 with LD50s of 2.74 μg/ml, 0.25 μg/ml and 0.15 μg/ml[1]. Cell Cytotoxicity Assay Cell Line: CHO, L1210 and B16 cells[1] Concentration: 0-10 μg/ml Incubation Time: 2 hours Result: Exhibited lethality against CHO, L1210 and B16 with LD50s of 2.74 μg/ml, 0.25 μg/ml and 0.15 μg/ml.
In Vivo Nogalamycin (0-1000 mug/kg; IP) can regress chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats[3]. Animal Model: Rats[1] Dosage: 0-1000 mug/kg Administration: IP Result: Regressed chemically-induced fibrosarcoma tumors and tumors of spontaneous origin in rats, and the most effective concentration was 556 mug/kg.
References

[1]. Bhuyan BK, et al. Cell kill kinetics of several nogalamycin analogs and adriamycin for Chinese hamster ovary, L1210 leukemia, and B16 melanoma cells in culture. Cancer Res. 1981;41(1):18-24.

[2]. Bhuyan BK, et al. Differential interaction of nogalamycin with DNA of varying base composition. Proc Natl Acad Sci U S A. 1965;54(2):566-572.

[3]. Bempong MA. Cytological effect of nogalamycin in mammals and regression of methylcholanthrene-induced and spontaneous tumors in rats. Int J Clin Pharmacol Biopharm. 1976;14(1):6-14.

 Chemical & Physical Properties

Density 1.49g/cm3
Boiling Point 899.9ºC at 760mmHg
Molecular Formula C39H49NO16
Molecular Weight 787.80
Flash Point 498.1ºC
Exact Mass 787.30500
PSA 229.44000
LogP 1.13800
Vapour Pressure 7.49E-35mmHg at 25°C
Index of Refraction 1.648

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RA4550000
CHEMICAL NAME :
Nogalamycin
CAS REGISTRY NUMBER :
1404-15-5
LAST UPDATED :
199806
DATA ITEMS CITED :
22
MOLECULAR FORMULA :
C39-H49-N-O16
MOLECULAR WEIGHT :
787.89

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
4600 ug/kg
TOXIC EFFECTS :
Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
13750 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8500 ug/kg
TOXIC EFFECTS :
Skin and Appendages - other glands Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
250 ug/kg
TOXIC EFFECTS :
Behavioral - muscle weakness Lungs, Thorax, or Respiration - acute pulmonary edema Lungs, Thorax, or Respiration - respiratory depression

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
12 umol/L
REFERENCE :
CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 36,1,1981 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H312-H332-H350-H360
Precautionary Statements P201-P280-P308 + P313
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes T: Toxic;
Risk Phrases 45-46-61-20/21/22
Safety Phrases 53-22-36/37/39-45
RIDADR NONH for all modes of transport
RTECS RA4550000

 Articles30

More Articles
Kinetic characterization of small DNA-binding molecules interacting with a DNA strand on a quartz crystal microbalance.

Anal. Biochem. 492 , 34-42, (2015)

Quantitative studies of the binding of various DNA-binding antibiotics with dsDNA are useful for drug design, not only for effective antibiotics, but also for antitumor drugs. We studied the binding k...

The intercalation of DNA double helices with doxorubicin and nogalamycin.

J. Mol. Graph. Model. 26(1) , 14-9, (2007)

A variety of molecules bind to DNA in its major and minor grooves, and some, like the anthraquinoids, are known to form intercalates in which these molecules are inserted directly into the double heli...

Engineering anthracycline biosynthesis toward angucyclines.

Antimicrob. Agents Chemother. 47(4) , 1291-6, (2003)

The biosynthesis pathways of two anthracyclines, nogalamycin and aclacinomycin, were directed toward angucyclines by using an angucycline-specific cyclase, pgaF, isolated from a silent antibiotic bios...

 Synonyms

antibiotic205t3
nogalomycin
NOGALAMYCIN
NOGALAMYCIN,STREPTOMYCES NOGALATER
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