Carbon Dioxide → [(4S,6R,9E,11R,12R)-11-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy-4-[(4R)-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.04,6]trideca-1(13),9-dien-2,7-diyn-12-yl] 7-methoxy-5-methylnaphthalene-1-carboxylate

HRID 1877737

반응식

HRID 1877737 반응식
O=[CH:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])O)[OH:8])[OH:6])[OH:4].[C:13]([O-])(=O)[C:14]([CH3:16])=O.CC1(C)S[C@@H]2[C@H](N[C:29]([CH2:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[O:30])C(=O)N2[C@H]1C([O-])=O.[K+].C[C@@H]1O[C@@H:47]([O:49][C@H:50]2[C@H:55](O)[C@@H:54](O)[C@H:53](NC(N)=N)[C@@H:52](O)[C@@H:51]2NC(N)=N)[C@H:46]([O:67][C@@H:68]2[O:73][C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2NC)[C@@:45]1([OH:82])C=O.C[C@H](N)[C:85]([NH:87][C@H](C(O)=O)CCC(N)=O)=O.[C:98](=O)=O.CC[C:103]([O:105][C:106]1([C:113]2[CH:118]=[CH:117][CH:116]=CC=2)CCN(C)CC1)=[O:104]>>[CH3:13][C:14]1[C:37]2=[CH:36][CH:35]=[CH:34][C:33]([C:103]([O:105][C@H:106]3[C@H:51]([O:12][C@H:11]4[O:4][C@H:3]([CH3:2])[C@H:5]([OH:6])[C@H:7]([OH:8])[C@H:9]4[NH:87][CH3:85])[C:52]4=[CH:53][C:54]#[C:55][C@H:50]5[O:49][C@@:47]5([C@@H:46]5[O:67][C:68](=[O:73])[O:82][CH2:45]5)[C:116]#[C:117][C:118]4=[CH:113]3)=[O:104])=[C:32]2[CH:31]=[C:29]([O:30][CH3:98])[CH:16]=1

참가 물질

8

반응물 7

HCID 280Carbon DioxideHCID 615834-propionyloxy-4-phenyl-N-methylpiperidineHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107735PyruvateHCID 123935L-Alanyl-L-GlutamineHCID 23664709Penicillin G PotassiumHCID 178484872HCID 178484872, 화합물

생성물 1

HCID 44581473[(4S,6R,9E,11R,12R)-11-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-6-methyl-3-(methylamino)oxan-2-yl]oxy-4-[(4R)-2-oxo-1,3-dioxolan-4-yl]-5-oxatricyclo[8.3.0.04,6]trideca-1(13),9-dien-2,7-diyn-12-yl] 7-methoxy-5-methylnaphthalene-1-carboxylate

실험 절차

Human cervix adenocarcinoma HeLa cells are maintained as exponentially growing monolayers in Dulbecco modified Eagle's minimum essential medium with 4.5 g/l glucose, 0.1 g/l pyruvate, 105 UI/I penicilline, 0.1 g/l streptomycine, 0.86 g/l Glutamax I and 10% v/v foetal calf serum (37° C., 5% CO2), without or with 5 μM DL-threo-1-phenyl-2-hexadecanoyl-amino-3-morpholino-1-propanol (PPMP) to inhibit Gb3 expression. When present, PPMP is introduced into pre-cultures for at least 6 days prior to cytotoxicity assays and is present for up to drug wash.

후처리

  1. temperatureHuman cervix adenocarcinoma HeLa cells are maintained as exponentially growing monolayers in Dulbecco
  2. washwash

출처 및 근거

ORD 기록
ord-a449d31f377044ea8c25ee0c3d5d20a9
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08313731B2

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