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Volumn 21, Issue 6, 2011, Pages 1807-1809

HNK2 receptor antagonists. the use of intramolecular hydrogen bonding to increase solubility and membrane permeability

Author keywords

Hydrogen bond; NKA antagonists; Permeability

Indexed keywords

AROMATIC AMINE; BENZAMIDE DERIVATIVE; FUNCTIONAL GROUP; HYDROGEN; NEUROKININ 2 RECEPTOR ANTAGONIST; PEPTIDE DERIVATIVE; PYRIDINE DERIVATIVE; NEUROKININ 2 RECEPTOR; OLIGOPEPTIDE;

EID: 79952361347     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.01.074     Document Type: Article
Times cited : (28)

References (20)
  • 11
    • 48649086541 scopus 로고    scopus 로고
    • Compounds 4 and 5 have already been described in Bioorg. Med. Chem. Lett. 2008, 18, 4705 and are here reported for completeness of the study. Data on their PAMPA permeability have been added
    • Compounds 4 and 5 have already been described in Bioorg. Med. Chem. Lett. 2008, 18, 4705 and are here reported for completeness of the study. Data on their PAMPA permeability have been added.
  • 12
    • 79952363675 scopus 로고    scopus 로고
    • i
    • i.
  • 13
    • 79952360531 scopus 로고    scopus 로고
    • A standard solution of 0.1 mg/mL of the test compound was prepared in acetic acid/water 1:1. A standard curve was built with HPLC injections of 1, 5 and 10 μL). A suitable amount of the test compound was suspended in 500 μL of phosphate buffer pH 6.5, (in alternative, 3 mg dissolved in 20 μL DMSO, and 10 μL of DMSO solution added to 1 mL of the buffer till the permanence of solid residue) and this mixture was sonicated for 20 min at room temperature. Then it was filtered at 0.4 μm with a spin filter (GHP Nanosep - Pall Corporation) in microcentrifuge. The filtered solution (about 200 μL) was transferred in microvials and 5 and 10 μL injected in double in HPLC against the calibration curve of the same compound perfectly solubilized
    • A standard solution of 0.1 mg/mL of the test compound was prepared in acetic acid/water 1:1. A standard curve was built with HPLC injections of 1, 5 and 10 μL). A suitable amount of the test compound was suspended in 500 μL of phosphate buffer pH 6.5, (in alternative, 3 mg dissolved in 20 μL DMSO, and 10 μL of DMSO solution added to 1 mL of the buffer till the permanence of solid residue) and this mixture was sonicated for 20 min at room temperature. Then it was filtered at 0.4 μm with a spin filter (GHP Nanosep - Pall Corporation) in microcentrifuge. The filtered solution (about 200 μL) was transferred in microvials and 5 and 10 μL injected in double in HPLC against the calibration curve of the same compound perfectly solubilized.
  • 14
    • 79952363388 scopus 로고    scopus 로고
    • PAMPA permeability was determined according to the protocol reported in Millipore Application Note (AN1725EN00) MultiScreen ™ Permeability Plates using propanolol, warfarin and carbamazepin as references. Samples analysis was performed through HPLC. The reported values are the average from three experiments
    • PAMPA permeability was determined according to the protocol reported in Millipore Application Note (AN1725EN00) MultiScreen ™ Permeability Plates using propanolol, warfarin and carbamazepin as references. Samples analysis was performed through HPLC. The reported values are the average from three experiments.
  • 15
    • 79952362068 scopus 로고    scopus 로고
    • 3). All the experiments were carried out at pH 7.4, 100 μM concentration of the tested compound and in the presence of markers of the cell monolayer integrity and of both the passive and active transport systems
    • 3). All the experiments were carried out at pH 7.4, 100 μM concentration of the tested compound and in the presence of markers of the cell monolayer integrity and of both the passive and active transport systems.
  • 16
    • 79952360965 scopus 로고    scopus 로고
    • 3, water and brine and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel to obtain the pure compound
    • 3, water and brine and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel to obtain the pure compound.
  • 20
    • 79952363240 scopus 로고    scopus 로고
    • 2O. All deutered solvents have been purchased from Aldrich
    • 2O. All deutered solvents have been purchased from Aldrich.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.