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

反応式

HRID 1877737 の反応式
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

参加物

8

反応物 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、化合物

生成物 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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-a449d31f377044ea8c25ee0c3d5d20a9
出典データセット
uspto-grants-2012_11
特許番号
US08313731B2

関連ノート

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