Marcellomycin → HCID 86736131, 화합물

HRID 1112782노트

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HRID 1112782 반응식
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

참가 물질

5

반응물 4

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

생성물 1

HCID 86736131HCID 86736131, 화합물

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cf40423c1ac848c3b91a7b3118efcbce
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04123608

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