LIVIDOMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H55N5O18
Molecular Weight	761.7697
Optical Activity	UNSPECIFIED
Defined Stereocenters	23 / 23
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC[C@@H]1O[C@H](O[C@@H]2[C@@H](CO)O[C@@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]4O[C@H](CO)[C@@H](O)C[C@H]4N)[C@@H]2O)[C@H](N)[C@@H](O)[C@@H]1O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O

InChI

InChIKey=DBLVDAUGBTYDFR-SWMBIRFSSA-N

InChI=1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16214802 | https://www.ncbi.nlm.nih.gov/pubmed/4624613 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 736, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

Lividomycin is the antibacterial agent produced by Streptomyces lividus. It is aminoglycoside antibiotic. Lividomycin binds to bacterial ribosomes and inhibits protein synthesis. In vitro development of resistance to lividomycin in P. aeruginosa and M. tuberculosis was much slower than that to kanamycin, but was comparable in Staphylococcus aureus. Lividomycin showed a positive protecting effect for the experimental infections in mice with several bacteria such as S. aureus, P. aeruginosa, Klebsiella pneumoniae and Escherichia coli. It was fairly effective for the experimental infection with the kanamycin-resistant strains of E. coli and P. aeruginosa producing the kanamycin-phosphorylating enzyme.

Approval Year

PubMed

Title	Date	PubMed
Crystal structures of complexes between aminoglycosides and decoding A site oligonucleotides: role of the number of rings and positive charges in the specific binding leading to miscoding.	2005	16214802
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.	1993-09-24	8402886
Screening for new compounds with antiherpes activity.	1984-10	6517562
In vitro and in vivo susceptibility of atypical mycobacteria to various drugs.	1981-09-01	7339820
[The experimental studies on antituberculous activity of lividomycin].	1972-05	4339540
[Resistance pattern of Mycobacterium tuberculosis (H 37 Rv) to a new antibiotic, lividomycin].	1972-04	4627477
A preliminary trial of lividomycin in patients with pulmonary tuberculosis.	1972-03	5038199
Studies on new antibiotic lividomycins. V. In vitro and in vivo antimicrobial activity of lividomycin A.	1972-02	4624613
Chemical conversion of lividomycin A into lividomycin B.	1972-02	5034809
[Antituberculous action of a new antibiotic, Lividomycin. Effect on experimental tuberculosis of mice and cross resistance with other antituberculous agents].	1970-08	4989999

Patents

Name

Type

Language

LIVIDOMYCIN

Official Name

English

LIVIDOMYCIN A

Preferred Name

English

lividomycin [INN]

Common Name

English

O-2-AMINO-2,3-DIDEOXY-.ALPHA.-D-RIBO-HEXOPYRANOSYL-(1->4)-O-(O-.ALPHA.-D-MANNOPYRANOSYL-(1->4)-O-2,6-DIAMINO-2,6-DIDEOXY-.BETA.-L-IDOPYRANOSYL-(1->3)-.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-D-STREPTAMINE

Common Name

English

Code System Code Type Description

FDA UNII

A606AJ494W