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CAS No.: | 114899-77-3 |
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Name: | ecteinascidin 743 |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C39H43N3O11S |
Molecular Weight: | 761.85 |
Synonyms: | Spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'(2'H)-isoquinolin]-19-one,5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-,[6R-(6a,6ab,7b,13b,14b,16a,20R*)]-;Ecteinascidin 743;Ecteinascidine 743;Et 743;NSC 648766;Trabectedin;Yondelis; |
Density: | 1.53g/cm3 |
PSA: | 194.02000 |
LogP: | 3.61780 |
(1'R,6R,6aR,7R,13S,14R,16R)-5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8-dihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-spiro[6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-20,1'(2'H)-isoquinoline]-14-carbonitrile
ecteinascidin 743
Conditions | Yield |
---|---|
With silver nitrate In water; acetonitrile at 20℃; for 11h; | 96.9% |
With silver nitrate In water; acetonitrile at 20℃; for 24h; Inert atmosphere; | 95% |
With water; copper(l) chloride In tetrahydrofuran at 23℃; for 24h; Inert atmosphere; Darkness; | 94% |
Conditions | Yield |
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Multistep reaction.; |
ethyl 2-bromo-2-(6-(methoxymethoxy)-7-methylbenzo[d][1,3]dioxol-4-yl)acetate
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 20 steps 1.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 2.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 3.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 4.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 5.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 6.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 7.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 8.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 9.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 10.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 11.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 12.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 13.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 14.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 15.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 16.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 17.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 18.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 18.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 18.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 19.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 20.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
ethyl 2-hydroxy-2-(6-(methoxymethoxy)-7-methylbenzo[d][1,3]dioxol-4-yl)acetate
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 21 steps 1.1: 91 percent / benzotriazole; thionyl bromide / CH2Cl2 / 0.33 h / 20 °C 2.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 3.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 4.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 5.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 6.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 7.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 8.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 9.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 10.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 11.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 12.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 13.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 14.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 15.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 16.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 17.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 18.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 19.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 19.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 19.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 20.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 21.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
hydroxy-(7-hydroxy-6-methoxymethoxy-benzo[1,3]dioxol-4-yl)-acetic acid ethyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 23 steps 1.1: 95 percent / K2CO3 / dimethylformamide / 1 h / 23 °C 2.1: 93 percent / K3PO4; Pd(PPh3)4 / dioxane / 4 h / 100 °C 3.1: 91 percent / benzotriazole; thionyl bromide / CH2Cl2 / 0.33 h / 20 °C 4.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 5.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 6.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 7.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 8.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 9.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 10.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 11.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 12.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 13.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 14.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 15.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 16.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 17.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 18.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 19.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 20.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 21.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 21.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 21.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 22.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 23.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
hydroxy-(6-methoxymethoxy-7-trifluoromethanesulfonyloxy-benzo[1,3]dioxol-4-yl)-acetic acid ethyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 22 steps 1.1: 93 percent / K3PO4; Pd(PPh3)4 / dioxane / 4 h / 100 °C 2.1: 91 percent / benzotriazole; thionyl bromide / CH2Cl2 / 0.33 h / 20 °C 3.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 4.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 5.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 6.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 7.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 8.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 9.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 10.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 11.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 12.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 13.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 14.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 15.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 16.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 17.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 18.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 19.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 20.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 20.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 20.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 21.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 22.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
(R)-4-((1R,3S)-8-Hydroxy-3-hydroxymethyl-7-methoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 24 steps 1.1: 88 percent / aq. NaHCO3 / CH2Cl2 / 2 h / 20 °C 2.1: 86 percent / Cs2CO3; CsI / dimethylformamide / 3 h / 20 °C 3.1: 92 percent / pyridine; DMAP / CH2Cl2 / 1 h / 20 °C 4.1: 72 percent / trfifluoroacetic acid / CH2Cl2 / 4 h / 20 °C 5.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 6.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 7.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 8.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 9.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 10.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 11.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 12.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 13.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 14.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 15.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 16.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 17.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 18.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 19.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 20.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 21.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 22.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 22.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 22.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 23.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 24.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
(1R,3S)-3-Acetoxymethyl-8-allyloxy-1-((R)-1-amino-2-hydroxy-ethyl)-7-methoxy-6-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 20 steps 1.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 2.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 3.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 4.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 5.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 6.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 7.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 8.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 9.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 10.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 11.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 12.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 13.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 14.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 15.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 16.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 17.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 18.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 18.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 18.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 19.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 20.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
1-(3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-8-hydroxy-3-hydroxymethyl-7-methoxy-6-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 23 steps 1.1: 86 percent / Cs2CO3; CsI / dimethylformamide / 3 h / 20 °C 2.1: 92 percent / pyridine; DMAP / CH2Cl2 / 1 h / 20 °C 3.1: 72 percent / trfifluoroacetic acid / CH2Cl2 / 4 h / 20 °C 4.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 5.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 6.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 7.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 8.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 9.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 10.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 11.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 12.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 13.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 14.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 15.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 16.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 17.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 18.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 19.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 20.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 21.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 21.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 21.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 22.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 23.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
8-allyloxy-1-(3-tert-butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-3-hydroxymethyl-7-methoxy-6-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid allyl ester
ecteinascidin 743
Conditions | Yield |
---|---|
Multi-step reaction with 22 steps 1.1: 92 percent / pyridine; DMAP / CH2Cl2 / 1 h / 20 °C 2.1: 72 percent / trfifluoroacetic acid / CH2Cl2 / 4 h / 20 °C 3.1: 68 percent / triethylamine / acetonitrile / 14 h / 0 °C 4.1: 97 percent / imidazole / dimethylformamide / 3 h / 23 °C 5.1: 94 percent / K2CO3; MeOH / 2 h / 23 °C 6.1: Dess-Martin periodinane / CH2Cl2 / 0.33 h / 23 °C 7.1: 1.26 g / ZnCl2 / CH2Cl2; tetrahydrofuran / 0.17 h / 23 °C 8.1: 80 percent / LiBH4 / tetrahydrofuran; methanol / 10 h / 0 °C 9.1: 92 percent / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 10.1: 91 percent / aq. HF / acetonitrile / 2 h / 23 °C 11.1: 93 percent / Dess-Martin periodinane / CH2Cl2 / 0.33 h / 20 °C 12.1: 95 percent / CF3COOH / CH2Cl2 / 0.5 h / 23 °C 13.1: 96 percent / K2CO3; MeOH / 1 h / 20 °C 14.1: 95 percent / DMAP; EDCl / CH2Cl2 / 1 h / 20 °C 15.1: CF3COOH / 2,2,2-trifluoro-ethanol / 3 h / 20 °C 16.1: 143 mg / pyridine; DMAP / CH2Cl2 / 0.5 h / 23 °C 17.1: 87 percent / n-Bu3SnH; AcOH; Pd(PPh3)2Cl2 / CH2Cl2 / 0.33 h / 20 °C 18.1: 97 percent / NaBH3CN; AcOH / acetonitrile; methanol / 2 h / 23 °C 19.1: 92 percent / Zn; AcOH / diethyl ether / 1 h / 23 °C 20.1: 4-formyl-1-methylpyridinium benzenesulfonate / CH2Cl2; dimethylformamide / 0.17 h / 23 °C 20.2: DBU / CH2Cl2; dimethylformamide / 0.25 h / 23 °C 20.3: 53 percent / aq. oxalic acid / CH2Cl2; dimethylformamide / 0.5 h / 23 °C 21.1: 97 percent / NaOAc / ethanol / 3 h / 23 °C 22.1: 92 percent / aq. AgNO3 / acetonitrile / 19 h / 23 °C View Scheme |
Ecteinascidin 743, with cas registry number of 114899-77-3, is a kind of heterocyclic compounds based on its structure. According to its biological activity, it will belong to Antineoplastic agents. Its systematic name is (6R,6aR,7R,13S,14S,16R,20R)-6',8,14-trihydroxy-7',9-dimethoxy-4,10,24-trimethyl-19-oxo-3',4',6,7,12,13,14,16-octahydro-2'H,6aH-spiro[7,13-epimino-6,16-(epithiobutanooxymethano)[1,3]dioxolo[7,8]isoquin o[3,2-b][3]benzazocine-20,1'-isoquinolin]-5-yl acetate . Its brand name is Yondelis . Besides these names, it is also called Trabectedin [INN] ; Trabectedin ; (1'R,6R,6aR,7R,13S,14S,16R)-6',8,14-Trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-3',4',6,7,12,13,14,16-octahydrospiro(6,16-(epithiopropanooxymethano)-7,13-imino-6aH-1,3-dioxolo(7,8)isoquino(3,2-b)(3)benzazocine-20,1'(2'H)-isoquinolin)-5-yl acetate ; CCRIS 8133 ; ET-743 ; Ect 743 ; Ecteinascidine 743 ; Et 743 ; NSC 648766 ; UNII-ID0YZQ2TCP .
Ecteinascidin 743 is from Alkaloid from the ascidian Ecteinascidia turbinata. It was first determined by KL Rinehart at the University of Illinois in 1984. Ecteinascidin 743 had the anticancer activity. If it was used as a drug, it had to been done the further research in clinical trial. But at that time, the extracted yields were extremely low. Scientists begn to find the synthetic method of Ecteinascidin 743 . In 1996, E. J. Corey and his group developed a method and published it. At the same year, Ecteinascidin 743 was first dosed in humans. Now this product is prepared by a semisynthetic process developed by PharmaMar. The process begins from Safracin B. The antibiotic is obtained by fermentation of the bacterium Pseudomonas fluorescens.
A lot of toxicity data has been done such as:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LDLo | intravenous | 75ug/kg (0.075mg/kg) | LIVER: OTHER CHANGES BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Toxicologist. Vol. 42, Pg. 51, 1998. |
Now Ecteinascidin 743 is very available in the market under the brand name Yondelis provided by Zeltia and Johnson and Johnson. It is approved for the treatment of advanced soft tissue sarcoma in Europe, Russia and South Korea. It is also undergoing clinical trials for the treatment of breast, prostate, and paediatric sarcomas.