Marcellomycin → HCID 86736131、化合物

HRID 972050ノート

反応式

HRID 972050 の反応式
CCC1C=CC2C(=CC3C(=O)C4C(=C(O)C=CC=4O)C(=O)C=3C=2O)C=1C(OC)=O.CC[C@]1(O)[C@H](C(OC)=O)C2C=C3C(=O)C4C(O)=CC=C(O)C=4C(=O)C3=C(O)C=2[C@@H](O[C@@H]2O[C@@H](C)[C@@H](O[C@@H]3O[C@@H](C)[C@@H](O)[C@@H](O)C3)[C@@H](N(C)C)C2)C1.[CH3:81][CH2:82][C@:83]1([OH:140])[C@H:105]([C:106]([O:108][CH3:109])=[O:107])[C:87]2[CH:88]=[C:89]3[C:101](=[O:102])[C:100]4[C:99]([OH:103])=[CH:98][CH:97]=[C:96]([OH:104])[C:95]=4[C:93](=[O:94])[C:90]3=[C:91]([OH:92])[C:86]=2[C@@H:85]([O:110][C@@H:111]2[O:116][C@@H:115]([CH3:117])[C@@H:114]([O:118][C@@H:119]3[O:124][C@@H:123]([CH3:125])[C@@H:122]([O:126][C@@H:127]4[O:132][C@@H:131]([CH3:133])[C@@H:130]([OH:134])[C@@H:129]([OH:135])[CH2:128]4)[C@@H:121]([OH:136])[CH2:120]3)[C@@H:113]([N:137]([CH3:139])[CH3:138])[CH2:112]2)[CH2:84]1.[CH3:141][CH2:142][C@:143]1([OH:200])[C@H:165]([C:166]([O:168][CH3:169])=[O:167])[C:147]2[CH:148]=[C:149]3[C:161](=[O:162])[C:160]4[C:159]([OH:163])=[CH:158][CH:157]=[C:156]([OH:164])[C:155]=4[C:153](=[O:154])[C:150]3=[C:151]([OH:152])[C:146]=2[C@@H:145]([O:170][C@@H:171]2[O:176][C@H:175]([CH3:177])[C@@H:174]([O:178][C@@H:179]3[O:184][C@H:183]([CH3:185])[C@@H:182]([O:186][C@@H:187]4[O:193][C@@H:192]([CH3:194])[C:190](=[O:191])[CH:189]=[C:188]4[NH2:195])[C@@H:181]([OH:196])[CH2:180]3)[C@@H:173]([N:197]([CH3:199])[CH3:198])[CH2:172]2)[CH2:144]1>>[CH3:141][CH2:142][C@:143]1([OH:200])[C@H:165]([C:166]([O:168][CH3:169])=[O:167])[C:147]2[CH:148]=[C:149]3[C:161](=[O:162])[C:160]4[C:159]([OH:163])=[CH:158][CH:157]=[C:156]([OH:164])[C:155]=4[C:153](=[O:154])[C:150]3=[C:151]([OH:152])[C:146]=2[C@@H:145]([O:170][C@@H:171]2[O:176][C@H:175]([CH3:177])[C@@H:174]([O:178][C@@H:179]3[O:184][C@H:183]([CH3:185])[C@@H:182]([O:186][C@@H:187]4[O:193][C@@H:192]([CH3:194])[C:190](=[O:191])[CH:189]=[C:188]4[NH2:195])[C@@H:181]([OH:196])[CH2:180]3)[C@@H:173]([N:197]([CH3:199])[CH3:198])[CH2:172]2)[CH2:144]1.[CH3:81][CH2:82][C@:83]1([OH:140])[C@H:105]([C:106]([O:108][CH3:109])=[O:107])[C:87]2[CH:88]=[C:89]3[C:101](=[O:102])[C:100]4[C:99]([OH:103])=[CH:98][CH:97]=[C:96]([OH:104])[C:95]=4[C:93](=[O:94])[C:90]3=[C:91]([OH:92])[C:86]=2[C@@H:85]([O:110][C@@H:111]2[O:116][C@@H:115]([CH3:117])[C@@H:114]([O:118][C@@H:119]3[O:124][C@@H:123]([CH3:125])[C@@H:122]([O:126][C@@H:127]4[O:132][C@@H:131]([CH3:133])[C@@H:130]([OH:134])[C@@H:129]([OH:135])[CH2:128]4)[C@@H:121]([OH:136])[CH2:120]3)[C@@H:113]([N:137]([CH3:139])[CH3:138])[CH2:112]2)[CH2:84]1

参加物

5

反応物 4

HCID 107861MarcellomycinHCID 120369Methyl 2-ethyl-5,7,10-trihydroxy-6,11-dioxo-6,11-dihydrotetracene-1-carboxylateHCID 44559595MusettamycinHCID 44584031HCID 44584031、化合物

生成物 1

HCID 86736131HCID 86736131、化合物

実験手順

The solids obtained were chromatographed on Brinkmann 60F254 silica gel thin layer plates using an 80:20 toluene:methanol solvent system. The first band to elute was shown by thin layer chromatography to be a complex inactive mixture. The second band gave a characteristic pinkish red zone at about Rf =0.75. This fraction was also inactive and was found to comprise mainly η-pyrromycinone. The third fraction to elute gave a single zone with Rf ~0.3. This was determined to be musettamycin and was highly active when tested on both the L1210 and P388 mouse leukemia systems. The final band to elute gave a zone of Rf ~0.3 and comprised mainly marcellomycin but also a minor proportion of rudolphomycin. This component exhibited high activity when tested on L1210 and P388 mouse leukemia systems.

後処理

  1. customThe solids obtained
  2. customwere chromatographed on Brinkmann 60F254 silica gel thin layer plates
  3. washThe first band to elute
  4. customThe second band gave a characteristic pinkish red zone at about Rf =0.75
  5. washThe third fraction to elute
  6. customgave a single zone with Rf ~0.3
  7. washThe final band to elute
  8. customgave a zone of Rf ~0.3

出典と根拠

ORDレコード
ord-c81e579c3ace45618e84e4a75c6b2fa5
出典データセット
uspto-grants-1979_07
特許番号
US04162938

反応ノート

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