L-Glutamine → 7-((6-Methylpyridin-2-ylamino) (4-nitrophenyl)methyl)quinolin-8-ol

HRID 541027

Reaction equation

HRID 541027 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=O)[CH2:3][CH2:4][C:5](=O)N.[CH3:11]C1(C)S[C@@H]2[C@H](NC(CC3C=CC=CC=3)=O)C(=O)N2[C@H]1C([O-])=O.[K+].C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]2NC(N)=N)[C@H](O[C@@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2NC)[C@@]1(O)C=O.[CH3:75][C:76]1[N:81]=[C:80]([NH:82][CH:83]([C:93]2[CH:102]=[CH:101]C3C(=C(O)C=CC=3)N=2)[C:84]2[CH:89]=[CH:88][C:87]([N+:90]([O-:92])=[O:91])=[CH:86][CH:85]=2)[CH:79]=[CH:78][CH:77]=1>CS(C)=O>[CH3:75][C:76]1[N:81]=[C:80]([NH:82][CH:83]([C:84]2[CH:85]=[CH:86][C:87]([N+:90]([O-:92])=[O:91])=[CH:88][CH:89]=2)[C:93]2[C:8]([OH:10])=[C:2]3[C:3]([CH:4]=[CH:5][CH:11]=[N:1]3)=[CH:101][CH:102]=2)[CH:79]=[CH:78][CH:77]=1

Participants

6

Reactant 4

HCID 5961L-GlutamineHCID 23664709Penicillin G PotassiumHCID 131731989(6-Methylpyridin-2-ylamino (4-nitrophenyl)methyl)quinolin-8-olHCID 178484872HCID 178484872, compound

Product 1

HCID 545894017-((6-Methylpyridin-2-ylamino) (4-nitrophenyl)methyl)quinolin-8-ol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

H9c2 rat embryonic myocardial cells (from ATCC, Rockville, Md., USA) were grown in Dulbecco's modified eagle's medium containing 10% cattle serum, 4 mM L-glutamine (Sigma-Aldrich, Hungary), 100 IU/ml penicillin and 100 ug/ml streptomycin. To the H9c2 supernatant sample, 30 uM of the compound according to Example 1 (7-((6-methylpyridin-2-ylamino (4-nitrophenyl)methyl)quinolin-8-ol from a stock solution containing 30 mM of DMSO (1000-fold dilution) was added before electrophoresis. To the control, DMSO not containing the compound according to Example 1 was added. After electrophoresis, the gel was cut in two halves following renaturation one half was incubated in such a way that 30 uM of the compound, according to Example 1 was added to it at the final concentration, while the second half (control) was incubated without it. The compound according to Example 1 completely inhibited the 72 kDa gelatinase (MMP-2) if the substance was present during incubation. It inhibited the 92 kDa gelatinase (MMP-9) as well, hut to a less extent than the 72 kDa gelatinase,

Workup

  1. additionwas added before electrophoresis
  2. additionwas added
  3. additionwas added to it at the final
  4. concentrationconcentration

Sources & evidence

ORD record
ord-bb18f512ba4f4cff99d388057c2a592b
Source dataset
uspto-grants-2014_10
Patent number
US08871937B2

Linked notes

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