Chloropolysporin C
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-00318 |
| CAS | 105650-12-2 |
| Molecular Weight | 1702.84 |
| Molecular Formula | C77H79Cl3N8O30 |
Online Inquiry
Description
Chloropolysporin C is produced by the strain of Faenia interjecta SANK 60983. It has strong activity of anti-gram-positive bacteria, including clinically isolated methicillin-resistant Staphylococcus aureus (MRSA) and enterococcus bacteria. C has a strong synergistic effect with β-lactam antibiotics.
Specification
| Synonyms | Derhamnosylchloropolysporin B; Avoparcin alpha, 10,49-dichloro-2(sup D)-O-de(3-amino-2,3,6-trideoxy-alpha-L-ribo-hexopyranosyl)-59-O-de(6-deoxy-alpha-L-mannopyranosyl)- |
| IUPAC Name | 2-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-5,15-dichloro-22-(3-chloro-4-hydroxyphenyl)-32,35,37-trihydroxy-19-[[2-(4-hydroxyphenyl)-2-(methylamino)acetyl]amino]-20,23,26,42,44-pentaoxo-18,48-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid |
| Canonical SMILES | CC1C(C(CC(O1)OC2C3C(=O)NC(C4=C(C(=CC(=C4)O)O)C5=C(C=CC(=C5)C(C(=O)N3)NC(=O)C6C7=CC(=C(C(=C7)OC8=C(C=C(C=C8)C(C(C(=O)NC(C(=O)N6)C9=CC(=C(C=C9)O)Cl)NC(=O)C(C1=CC=C(C=C1)O)NC)OC1C(C(C(C(O1)CO)O)O)O)Cl)OC1C(C(C(C(O1)CO)O)O)O)OC1=C(C=C2C=C1)Cl)O)C(=O)O)N)O |
| InChI | InChI=1S/C77H79Cl3N8O30/c1-26-59(96)40(81)23-50(111-26)116-66-30-7-13-44(38(79)17-30)112-46-19-32-20-47(68(46)118-77-65(102)63(100)61(98)49(25-90)115-77)113-45-14-8-31(18-39(45)80)67(117-76-64(101)62(99)60(97)48(24-89)114-76)58(87-69(103)52(82-2)27-3-9-33(91)10-4-27)73(107)84-54(29-6-12-42(94)37(78)16-29)70(104)85-55(32)72(106)83-53-28-5-11-41(93)35(15-28)51-36(21-34(92)22-43(51)95)56(75(109)110)86-74(108)57(66)88-71(53)105/h3-22,26,40,48-50,52-67,76-77,82,89-102H,23-25,81H2,1-2H3,(H,83,106)(H,84,107)(H,85,104)(H,86,108)(H,87,103)(H,88,105)(H,109,110) |
| InChI Key | ZRPIIHCQSYHVEJ-UHFFFAOYSA-N |
Properties
| Antibiotic Activity Spectrum | gram-positive bacteria; fungi |
Reference Reading
1. Chloropolysporins A, B and C, novel glycopeptide antibiotics from Faenia interjecta sp. nov. IV. Partially deglycosylated derivatives
T Takatsu, S Takahashi, Y Takamatsu, T Shioiri, S Iwado, T Haneishi J Antibiot (Tokyo). 1987 Jul;40(7):941-5. doi: 10.7164/antibiotics.40.941.
Chloropolysporins A, B and C, new members of the glycopeptide antibiotic family, were enzymatically and chemically converted to their partially deglycosylated derivatives. The alpha- and beta-avoparcins were also deglycosylated by the same method. The conversions were achieved by treatments with rhamnosidase (Naringinase) and alpha-mannosidase, and by mild acid hydrolysis.
2. Chloropolysporins A, B and C, novel glycopeptide antibiotics from Faenia interjecta sp. nov. V. Comparative studies of the biological properties
T Takatsu, T Katayama, M Nakajima, S Takahashi, T Haneishi, T Magaribuchi, M Tajima J Antibiot (Tokyo). 1987 Jul;40(7):946-52. doi: 10.7164/antibiotics.40.946.
Chloropolysporins A, B and C, as well as derivatives prepared from this group and alpha- and beta-avoparcins by enzymatic and mild acid hydrolysis, were active against Gram-positive bacteria including clinically isolated methicillin-resistant Staphylococci (MIC 0.39-6.25 micrograms/ml) and anaerobic enterobacteria (MIC 0.10-1.56 micrograms/ml). Derhamnosyl and demannosyl derivatives from both groups of antibiotics showed stronger activities than the parent compounds. The MIC and MBC values against Staphylococci were similar and were not effected by the presence of serum. Moreover, chloropolysporin C exhibited very strong synergistic effects with various beta-lactam antibiotics against methicillin-resistant strains of Staphylococcus aureus. Some of these compounds also protected mice from experimental infection with S. aureus. Acute toxicities of chloropolysporin by intravenous administration ranged from 215-290 mg/kg in mice. Chloropolysporin B as well as other glycopeptide antibiotics, showed distinctive growth promoting activity in broiler chickens.
3. In vitro activity of chloropolysporin-C, a new glycopeptide-group antibiotic, on Clostridium perfringens isolates and its in vivo activity against C perfringens and other intestinal microflora of the caeca of broiler chickens
F Kondo, S Tateyama Res Vet Sci. 1990 Mar;48(2):175-9.
The influence of chloropolysporin-C, a new glycopeptide antibiotic, on in vitro activity of Clostridium perfringens isolates and its effects on the intestinal microflora of broiler chickens was examined. The in vitro sensitivity of 88 isolates of C perfringens to four antimicrobial agents, including chloropolysporin-C, was tested by an agar dilution method. The antibiotics used all had minimum inhibitory concentration levels of 6.25 micrograms ml-1 or less against this organism. Changes were examined in the intestinal microflora of broiler chickens fed a diet containing chloropolysporin-C to obtain basic data on the mechanisms by which the antibiotic aided livestock production. No clinical findings were recognised in chickens tested during the period of antibiotic administration. A decrease in viable cells of the clostridia was the principal response recognised during the period of drug administration in feed. Among the other microflora, chloropolysporin-C led to a significant response among Gram-positive bacteria, but no changes in the total bacterial count.
Recommended Products
| BBF-00677 | 3-Amino-3-deoxy-D-glucose | Inquiry |
| BBF-03754 | CASTANOSPERMINE | Inquiry |
| BBF-03753 | Baicalin | Inquiry |
| BBF-01693 | Doxorubicin EP Impurity A (Daunorubicin) | Inquiry |
| BBF-02614 | Nystatin | Inquiry |
| BBF-01829 | Deoxynojirimycin | Inquiry |
Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
