DE1920198A1 - Daunomycinderivate mit krebshemmender Aktivitaet - Google Patents
Daunomycinderivate mit krebshemmender AktivitaetInfo
- Publication number
- DE1920198A1 DE1920198A1 DE19691920198 DE1920198A DE1920198A1 DE 1920198 A1 DE1920198 A1 DE 1920198A1 DE 19691920198 DE19691920198 DE 19691920198 DE 1920198 A DE1920198 A DE 1920198A DE 1920198 A1 DE1920198 A1 DE 1920198A1
- Authority
- DE
- Germany
- Prior art keywords
- daunomycin
- derivatives
- cancer activity
- formula
- nhr
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical class O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 title claims description 10
- 230000001093 anti-cancer Effects 0.000 title description 2
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 claims description 6
- WEAHRLBPCANXCN-UHFFFAOYSA-N Daunomycin Natural products CCC1(O)CC(OC2CC(N)C(O)C(C)O2)c3cc4C(=O)c5c(OC)cccc5C(=O)c4c(O)c3C1 WEAHRLBPCANXCN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052717 sulfur Chemical group 0.000 claims description 4
- 230000003115 biocidal effect Effects 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 239000011593 sulfur Chemical group 0.000 claims description 2
- JLDPEEBUGNUBEN-QFDQHJFZSA-N [(e)-1-[4-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1h-tetracen-2-yl]ethylideneamino]thiourea Chemical compound C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(\C)=N\NC(N)=S)CC1OC1CC(N)C(O)C(C)O1 JLDPEEBUGNUBEN-QFDQHJFZSA-N 0.000 claims 1
- ULGGEFOTBIHECV-QFDQHJFZSA-N [(e)-1-[4-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1h-tetracen-2-yl]ethylideneamino]urea Chemical compound C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(\C)=N\NC(N)=O)CC1OC1CC(N)C(O)C(C)O1 ULGGEFOTBIHECV-QFDQHJFZSA-N 0.000 claims 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- DKVBOUDTNWVDEP-NJCHZNEYSA-N teicoplanin aglycone Chemical compound N([C@H](C(N[C@@H](C1=CC(O)=CC(O)=C1C=1C(O)=CC=C2C=1)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)OC=1C=C3C=C(C=1O)OC1=CC=C(C=C1Cl)C[C@H](C(=O)N1)NC([C@H](N)C=4C=C(O5)C(O)=CC=4)=O)C(=O)[C@@H]2NC(=O)[C@@H]3NC(=O)[C@@H]1C1=CC5=CC(O)=C1 DKVBOUDTNWVDEP-NJCHZNEYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1563968 | 1968-04-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1920198A1 true DE1920198A1 (de) | 1969-11-27 |
Family
ID=11148142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691920198 Pending DE1920198A1 (de) | 1968-04-24 | 1969-04-21 | Daunomycinderivate mit krebshemmender Aktivitaet |
Country Status (3)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102603824A (zh) * | 2011-12-15 | 2012-07-25 | 河南师范大学 | 具有抗癌活性的3’-叠氮基柔红霉素-13-缩氨基(硫)脲类新化合物和制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1578722A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1967-10-18 | 1969-08-22 |
-
1969
- 1969-04-21 DE DE19691920198 patent/DE1920198A1/de active Pending
- 1969-04-21 FR FR6912423A patent/FR2007500A6/fr not_active Expired
- 1969-04-22 GB GB2040669A patent/GB1217135A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2007500A6 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-01-09 |
| GB1217135A (en) | 1970-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2652391C3 (de) | Daunosaminylanthracyclinone, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel | |
| DE2627146C3 (de) | Adriamycinester, Verfahren zu deren Herstellung und pharmazeutische Mittel enthaltend diese Adriamycinester | |
| DE2515629A1 (de) | Paromomycin-derivate, verfahren zu ihrer herstellung und arzneimittel | |
| DE2830007C3 (de) | Inosadiaminderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Antitumormittel | |
| DE1802162A1 (de) | Neue N-Pyridylmethyliden-homocystein-thiolacton-Verbindung und Verfahren zu ihrer Herstellung | |
| DE2515630C2 (de) | 4-0-(6-Amino-6-desoxy-alpha-D-glucopyranosyl)-5-0[3-0(2,6-diamino-2,6-didesoxy-ß-L-idophyranosyl)-ß-D-ribofuranosyl]-2-desoxy-streptamin, Verfahren zu seiner Herstellung und diese Verbindung enthaltende Arzneimittel | |
| DE1445470A1 (de) | Verfahren zur Herstellung von heterocyclischen organischen Verbindungen | |
| DE1920198A1 (de) | Daunomycinderivate mit krebshemmender Aktivitaet | |
| DE1695357A1 (de) | Verfahren zur Herstellung neuer Verbindungen aus Hydroxocobalamin und Aminosaeuren mit Jodarylalkylearbonsaeurestruktur | |
| DE2716535B2 (de) | Verwendung von D-Glucaro-13-lactam | |
| DE2106616A1 (de) | Verfahren zur Herstellung von Erythromycylamin-Verbindungen | |
| DE1568924C (de) | Ketale des Proscillaridins und Verfahren zu deren Herstellung | |
| DE1197093B (de) | Verfahren zur Herstellung von halogenhaltigen alpha-Alkylaminopropiophenonen | |
| DE1188583B (de) | Verfahren zur Herstellung der Steroisomeren und des Racemats von Butan-1, 2, 3, 4-tetrol-1, 4-di-(methansulfonat) | |
| AT337709B (de) | Verfahren zur herstellung von neuen 1-phthalazonderivaten | |
| DE1793694C3 (de) | Helveticosidderivate | |
| DE1016708B (de) | Verfahren zur Herstellung von wasserloeslichen Estern des 4-Pregnen-11 beta-17 alpha, 21-triol-3, 20-dions | |
| AT270882B (de) | Verfahren zur Herstellung von neuen, leicht resorbierbaren Proscillaridinketalen | |
| DE1593961C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE1643652C (de) | 3, 4 Diather des Helveticosids und Verfahren zu deren Herstellung | |
| DE2065149A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE1593961B1 (de) | 9-Amino-3-O-cladinosyl-5-O-desosaminyl-6,11,12-trihydroxy-2,4,6,8,10,12-hexamethyl-pentadecan-13-olid und Verfahren zu dessen Herstellung | |
| DE1643784C (de) | Biologisch wirksame Isothiocyanate und Verfahren zu deren Herstellung | |
| DE1021363B (de) | Verfahren zur Herstellung von Salzen des Benzyliden-(m-sulfonsaeure)-isonicotinoylhydrazons mit basischen Antibiotika | |
| DE1795828A1 (de) | Adenosinderivate |