Cholesterol → Sildenafil

HRID 37756

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HRID 37756 반응식
CCCCCCCCCCCCCCCC(OC[C@@H:20]([O:33][C:34]([CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]CCCCCCCCC)=O)[CH2:21]OP(OCC[N+](C)(C)C)([O-])=O)=O.CC(CCC[C@H]([C@@H]1[C@]2(C)[C@H]([C@H]3[C@H](CC2)[C@]2(C)C(C[C@H](CC2)O)=CC3)CC1)C)C.[CH3:79][CH2:80][CH2:81][C:82]1[C:83]2[N:92]=C(C3C=C(S(N4CCN(C)CC4)(=O)=O)C=CC=3OCC)[NH:90][C:88](=[O:89])[C:84]=2[N:85]([CH3:87])[N:86]=1.S([O-])([O-])(=O)=O.[NH4+].[NH4+].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.CCCC1C2N=C(C3C=C([S:154]([N:157]4[CH2:162][CH2:161][N:160]([CH3:163])[CH2:159][CH2:158]4)(=[O:156])=[O:155])C=CC=3OCC)NC(=O)C=2N(C)N=1.C(C(O)(C(O)=O)CC(O)=O)C(O)=O>C(O)C>[CH3:79][CH2:80][CH2:81][C:82]1[C:83]2[N:92]=[C:41]([C:40]3[CH:39]=[C:38]([S:154]([N:157]4[CH2:162][CH2:161][N:160]([CH3:163])[CH2:159][CH2:158]4)(=[O:156])=[O:155])[CH:37]=[CH:36][C:34]=3[O:33][CH2:20][CH3:21])[NH:90][C:88](=[O:89])[C:84]=2[N:85]([CH3:87])[N:86]=1

참가 물질

7

반응물 5

HCID 5997CholesterolHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 452110Colfosceril PalmitateHCID 135413523Sildenafil CitrateHCID 136330136Sildenafil ammonium sulphate

생성물 1

HCID 135398744Sildenafil

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The lipids (DPPC:cholesterol=55:45 mol %) were dissolved in ethanol and the solution was injected into a sildenafil/ammonium sulphate solution (pH 3.5-4.5), whereupon, immediately after spontaneous vesicle formation, a 5% glucose solution (pH 7), which comprised further sildenafil citrate, was added for dilution and alkalinization of the reaction mixture, i.e. of the resulting liposome suspension. As a result of the production of this H+ gradient immediately after the vesicle formation, sildenafil is not only included in the liposomes in one step but is also retained there in a stable manner. The amount of sildenafil included liposomally in this manner was likewise in a range of about 160 to 230 nmol of sildenafil per μmol of total lipids (DPPC+cholesterol)—depending on the pH or H+ gradient.

후처리

  1. additionwas added for dilution and alkalinization of the reaction mixture, i.e. of the resulting liposome suspension

출처 및 근거

ORD 기록
ord-c327fe2a3cd64e28b5e7e204d8e172a1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524274B2

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