Aminoglycoside antibiotics. 7. Dihydrostreptomycin analogues.

Delaware, Dana L.; Sharma, Mahendra; Iyengar, Bhashyam S.; Remers, William A.; Pursiano, Teresa A.

doi:10.7164/antibiotics.39.251

Cited by 15 publications

(13 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In all cases, the reported activity was lower than for dihydrostreptomycin (which has activity similar to streptomycin) and similar to or somewhat lower than for bluensomycin. Replacement of the C1 guanidino group with a 2-imidazolin-2-ylamino substituent was inactive [62]. Overall, however, most of the C1 guanidino modifications investigated are tolerated.…”

Section: Mechanism Of Actionmentioning

confidence: 99%

See 1 more Smart Citation

Therapeutic Agents Acting on RNA Targets

Rife

2010

Burger's Medicinal Chemistry and Drug Discovery

View full text Add to dashboard Cite

There are many therapeutics that target RNA, such as streptomycin, gentamicin, and tetracycline; some of them have been in existence for many years. All of them bind to ribosomal RNA and alter normal ribosome function. The modern strategies of drug discovery and design pertain nearly exclusively to protein targets. However, the field of drug discovery for RNA targets is maturing rapidly, largely due to the exciting ribosome/drug complexes that have recently been solved. Potential RNA drug targets abound for bacterial, viral, and cellular systems. Nevertheless, questions remain as to whether or not compounds can be found that simultaneously satisfy RNA binding and pharmacological properties, such as absorption and membrane permeation. The range of interactions observed, from Coulombic to hydrophobic, and the predicted “drug‐like” qualities of several ribosome binding antibiotics, suggest that the discovery of drugs that target RNA can be a general phenomenon.

show abstract

Section: Mechanism Of Actionmentioning

confidence: 99%

“…Figure 2 highlights permissible and nonpermissible alterations to streptomycin and analogs. Within the streptamine ring any change to the guanidino group at C3 abolishes all activity [60][61][62]. However, methylation of the C1 guanidino group or substitution of that group with chemically similar moieties is usually tolerated.…”

Section: Mechanism Of Actionmentioning

confidence: 99%

Therapeutic Agents Acting on RNA Targets

Rife

2010

Burger's Medicinal Chemistry and Drug Discovery

View full text Add to dashboard Cite

show abstract

“…Guanidino-containing sugars have a wide range of biologically important uses such as inhibition of the replication of HIV, 1 the inhibition of enzymes including thrombin, 2 glycosidases, 3-7 neuraminidase, 8 and nitric oxide synthases, 9 antibacterial activity, 10 antihypertensive activity, 11 the treatment of non-insulin-dependent diabetes, 12 and efficient recognition of anionic substrates such as carboxylate, phosphate, and nitronate functionalities. 13,14 Therefore, the synthesis of this class of guanidines has attracted continued research interests in recent years.…”

Section: Introductionmentioning

confidence: 99%

An expedient one-step synthesis of polysubstituted guanidinoglucosides using HgO–4 Å molecular sieves as catalyst

Liu

Cao

2008

Carbohydrate Research

View full text Add to dashboard Cite

“…9 So, a few of pyrazole carbohydrazide hydrazone derivatives have also been reported, which have been synthesized in many methods. 10,11 On the other hand, oxadiazoline are important for both chemical and biological purposes. 12,13 Oxadiazoline play a crucial role in the development of theory in heterocyclic chemistry and also are extensively used as useful synthon in organic synthesis.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Bioactivity of Novel Bis‐heterocyclic Compounds Containing Pyrazole and Oxadiazoline

Yang

Cao

Liu

et al. 2011

J Chinese Chemical Soc

View full text Add to dashboard Cite

Nucleophilic addition of the starting material 3-aryl-1-phenyl-4-formylpyrazoles (1~3) and 4-substituted aryloxyacetyl hydrazine (4a~4e) afford hydrazone compounds containg pyrazolyl (5a~5e, 6a~6e, 7a~7e) in the ethanol. These adducts were refluxed in Ac 2 O and furnished a series of novel bis-heterocyclic compounds. (8a~8e, 9a~9e, 10a~10e) via cyclic reaction. The structures of all newly synthesized compounds were established by IR, 1 H NMR, MS and elemental analysis. New compounds conducted preliminary tests of antibacterial activities about Fusarium oxyaporium, Verticillium dahliae, Rhizoctonia solani, Pychium aphanidermatum, Alternaria solani, Sclerotinia sclerotiorum. The results showed that the inhibiting rate of the bis-heterocyclic compounds (8a~8e, 9a~9e, 10a~10e) was higher than the pyrazolyl hydrazones (5a~5e, 6a~6e, 7a~7e) obviously.

show abstract

Aminoglycoside antibiotics. 7. Dihydrostreptomycin analogues.

Cited by 15 publications

References 0 publications

Therapeutic Agents Acting on RNA Targets

Therapeutic Agents Acting on RNA Targets

An expedient one-step synthesis of polysubstituted guanidinoglucosides using HgO–4 Å molecular sieves as catalyst

Synthesis and Bioactivity of Novel Bis‐heterocyclic Compounds Containing Pyrazole and Oxadiazoline

Contact Info

Product

Resources

About