56377-79-8 Usage
Description
Nosiheptide, a bicyclic thiopeptide antibiotic, is produced by various species of actinomycetes, particularly Streptomyces. It was first reported by Japanese researchers in 1970 and is characterized by its unique structure, where the second macrocyclic ring is linked by fragile lactone and thiolactone bridges to the core cyclic peptide. Nosiheptide exhibits broad-spectrum antibacterial activity and has demonstrated a prolonged post-antibiotic effect against both nosocomial and community-acquired MRSA compared to vancomycin.
Uses
Used in Animal Health:
Nosiheptide is used as an antibacterial agent in feedstock and feed additives for chickens, contributing to their overall health and well-being.
Used in Antibacterial Applications:
Nosiheptide is used as a broad-spectrum antibiotic for treating various bacterial infections. Its unique structure and prolonged post-antibiotic effect make it a promising candidate for combating antibiotic-resistant strains, such as MRSA.
Used in Pharmaceutical Research:
Despite its long history in animal health, Nosiheptide has not been extensively studied for human application and is considered a "lost antibiotic." However, its potential in pharmaceutical research remains significant, warranting further investigation into its properties and possible applications in human medicine.
Biological Activity
mic: ≤ 0.25 mg/l for methicillin-resistant s. aureus strains; ≤ 0.125 mg/l for enterococcus spp; 0.008 mg/l for bi strain of c. difficilenosiheptide is a thiopeptide antibiotic.thiopeptides are a family of antibiotics counting with more than one hundred different entities. although thiopeptides are mainly isolated from soil bacteria, new members have been isolated from marine samples. thiopeptides have been reported to have a wide range of biological properties, such as antiplasmodial, anticancer, immunosuppressive, etc.
in vitro
the mode of action of nosiheptide on bacterial protein synthesis was found to be closely similar to that of thiostrepton. both antibiotics could inhibit functions of elongation factors tu and g and could also significantly reduce the synthesis of guanosine penta- and tetraphosphates to stringent factor. in addition, the actinomycetes that produced nosiheptide were able to defend themselves against their products in similar fashion, which involved specific pentosemethylation of 23s ribosomal rna [1].
in vivo
the rhdl–nosiheptide complex was intravenously administered to male wistar rats and the distribution of nosiheptide in the liver and plasma was monitored 30 min after injection. results showed that the hepatic distribution of the rhdl–nosiheptide complex accounted for most of the administered nosiheptide, and was seven times as much as that in plasma. these findings indicated that the rhdl–nosiheptide complex could targete nosiheptide to the liver [2].
references
[1] e. cundliffe and j. thompson. the mode of action of nosiheptide (multhiomycin) and the mechanism of resistance in the producing organism. j.gen.microbiol. 126(1), 185-192 (1981).[2] feng m, cai q, shi x, huang h, zhou p, guo x. recombinant high-density lipoprotein complex as a targeting system of nosiheptide to liver cells. j drug target. 2008 jul;16(6):502-8.
Check Digit Verification of cas no
The CAS Registry Mumber 56377-79-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,3,7 and 7 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 56377-79:
(7*5)+(6*6)+(5*3)+(4*7)+(3*7)+(2*7)+(1*9)=158
158 % 10 = 8
So 56377-79-8 is a valid CAS Registry Number.
InChI:InChI=1/C51H43N13O12S6/c1-5-23-46-60-28(14-79-46)41(70)56-25-10-33(67)50(74)76-11-21-7-6-8-24-34(21)18(2)35(54-24)51(75)82-17-31(57-42(71)29-15-80-47(25)61-29)48-58-26(12-78-48)37-22(45-59-30(13-77-45)43(72)64-36(20(4)65)44(73)55-23)9-32(66)38(63-37)49-62-27(16-81-49)40(69)53-19(3)39(52)68/h5-9,12-16,20,25,31,33,36,54,65-67H,3,10-11,17H2,1-2,4H3,(H2,52,68)(H,53,69)(H,55,73)(H,56,70)(H,57,71)(H,64,72)/b23-5-