Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Astromicin

Astromicin

Astromicin structure

Astromicin 

structure
  • CAS No:

    55779-06-1

  • Formula:

    C17H35N5O6

  • Chemical Name:

    Astromicin

  • Synonyms:

    L-chiro-Inositol,4-amino-1-[(2-aminoacetyl)methylamino]-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl)-6-O-methyl-;L-chiro-Inositol,4-amino-1-[(aminoacetyl)methylamino]-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl)-6-O-methyl-;4-Amino-1-[(2-aminoacetyl)methylamino]-1,4-dideoxy-3-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-β-L-lyxo-heptopyranosyl)-6-O-methyl-L-chiro-inositol;Fortimicin A;Antibiotic KW 1070;KW 1070;Astromicin

  • Categories:

    Active Pharmaceutical Ingredients  >  Antibiotics

Description

ChEBI: An amino cyclitol glycoside that is L-chiro-inositol in which the hydroxy groups at positions 1, 4, and 6 are replaced by aminoacetyl)methylamino, amino, and methoxy groups, respectively, and in which the hydroxy group at posi ion 3 is converted to the corresponding 2,6-diamino-2,3,4,6,7-pentadeoxy-beta-L-lyxo-heptopyranoside. The major component of fortimicin, obtained from Micromonospora olivasterospora. It is adm nistered (as the sulfate salt) by intramuscular injection or intraveno

Astromicin Basic Attributes

405.49

405.49

DTXSID2022624

Characteristics

192.54000

1.31g/cm3

>200 °C (decomp)

621.1ºC at 760mmHg

329.4ºC

LD50 (of the sulfate salt) in mice (mg/kg): 380 i.v.; 400 s.c. (Nara, 1977)

D25 +87.5° (c = 0.1 in water)

Astromicin Use and Manufacturing

Methods of Manufacturing

Micromonospora olivoasterospora MK-70 (ATCC 21819 or FERM-P No. 1560) is used as the strain. The process is as follows: 1. Seed preparation (1) Put 10ml seed solution in a 50ml large test tube, which consists of 0.1% glucose, 0.5% peptone, 0.5% yeast extract and 0.1% calcium carbonate (pH value before sterilization is 7.5 ). Plant a circle of strains and culture for 5 days at 30°C. (2) In a 250ml Erlenmeyer flask, put 30ml of the second seed liquid (the composition is the same as before). Implant 10ml of the first seed culture solution and culture with shaking at 30°C for 2 days. (3) In a 2L Erlenmeyer flask equipped with a splitter plate, put 300ml of the third seed liquid (the composition is the same as before). Plant 30ml of the second seed culture solution and shake culture at 30°C for 2 days. (4) In a 30L glass cylinder fermenter, 15L seed liquid (the composition is the same as before) is filled. Implant 1.5L of the third seed culture solution (equivalent to 5 bottles), inflate (15L/min) and stir (350r/min), incubate at 37℃ for 2d. 2. Fermentation: In a 300L fermenter, 150L main fermentation broth is filled. The composition of the main fermentation broth is 4% soluble starch, 2% soybean meal, 1% corn extract, 0.05% K2HPO4, 0.05% MgSO4?7H2O, 0.03% KCl and 0.1% CaCO3 (pH before sterilization is 7.5). Implant 15L of the fourth seed culture solution, and cultivate at 37°C for 4 days under aeration (80L/min) and stirring (150r/min). 3. Extraction and refining (1) After the fermentation, the pH of the fermentation broth is adjusted to 2.5 with concentrated sulfuric acid and stirred for 30 minutes. Add about 7 kg of filter aid (Radiolite No. 600, Showa Kagaku Kcgyo Co, Ltd, Japan), and filter to remove microbial spores. The filtrate was adjusted to pH 7.5 with 6mol/L sodium hydroxide. (2) Pass through a column containing 20L of cation exchange resin (Amberlite IRC-50, ammonium type). The effluent is discarded and the active substance is adsorbed on the resin. After washing the column with water, it is eluted with 1mol/L ammonia water. Collect the eluate containing the active substance and concentrate it to about 1L under reduced pressure. (3) The above-mentioned concentrated liquid is passed through a column containing 500 ml of anion exchange resin (Dowex 1×2, OH type), and eluted with about 2 L of water to remove impurities and eluate the active material. Collect the eluate containing the active substance and concentrate it to about 100ml under reduced pressure. (4) Pass the above concentrated solution through a column containing 50 ml of activated carbon powder. The active material is adsorbed on the activated carbon. Wash with water first and discard. The active material was eluted with 0.1 mol/L sulfuric acid. Collect the eluate containing the active substance. (5) Pass the eluate obtained above through a column equipped with Dwex 44 (OH type), and then elute the active substance with water. Collect the eluate containing the active substance and concentrate to about 50ml. (6) Lyophilize the concentrated solution to obtain 32 g of crude powder containing fortinomycin A. The activity of the crude product is 575 units/mg (1 mg of pure product is equivalent to 1000 units). (7) 10g of the crude product is chromatographed with a 500ml silica gel glass column, the eluent is a mixture of chloroform, isopropanol and 17% ammonia (volume ratio 2:1:1), and the outflow rate is 50ml/h. Fortinomycin B eluted first, followed by fortinomycin A. The effluent containing fortinomycin A is collected and concentrated under reduced pressure to completely remove the solvent. (8) The concentrated solution is dissolved in a small amount of water, and after freeze-drying, 1.8 g of pure fortinomycin A is obtained, and its activity is 970 units/mg.

Uses

Aminoglycoside antibiotics, broad-spectrum, good antibacterial effect against Gram-negative bacilli, such as Proteus, Serratia, Escherichia coli, Staphylococcus aureus, Klebsiella, etc., and no cross-resistance with other aminoglycoside antibiotics Medicinal. Used for bronchitis, pneumonia, pyelonephritis, peritonitis, cystitis caused by sensitive bacteria.

Computed Properties

Molecular Weight:405.5
XLogP3:-4.4
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:6
Exact Mass:405.25873385
Monoisotopic Mass:405.25873385
Topological Polar Surface Area:193
Heavy Atom Count:28
Complexity:528
Undefined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.