308359-16-2Relevant academic research and scientific papers
Preparation method and intermediate of trabectedin
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, (2018/01/13)
The invention provides a novel preparation method for trabectedin. According to the method, safracin B is used as a starting raw material and undergoes a series of reactions to synthesize trabectedin. The raw material used in the method is easily available; the method is few in synthesis steps; a highly toxic organotin reagent is not used in the method, so the method is safe and low in cost; and the method has good industrial application value.
A Concise and Practical Semisynthesis of Ecteinascidin 743 and (–)-Jorumycin
Xu, Shanghu,Wang, Guan,Zhu, Jinjin,Shen, Chuang,Yang, Zhezhou,Yu, Jun,Li, Zhong,Lin, Tanghuan,Sun, Xun,Zhang, Fuli
, p. 975 - 983 (2017/02/15)
Ecteinascidin 743 is an antitumor drug used to treat specific soft-tissue sarcomas (STS). In this paper, we present a concise and practical semisynthesis of ecteinascidin 743 starting from safracin B. The strategy involves the direct conversion of an aliphatic amino group into an acetoxy group. By this approach, ecteinascidin 743 was synthesized in 14 steps and 1.5 % overall yield. The synthetic approach also provided access to other tetrahydroisoquinoline alkaloids, such as (–)-jorumycin (a promising anticancer candidate). (–)-Jorumycin was prepared in six steps and 24.1 % overall yield from safracin B.
Synthesis of ecteinascidin 743 analogues from cyanosafracin B: Isolation of a kinetically stable quinoneimine tautomer of a 5-hydroxyindole
Ceballos, Plácido A.,Pérez, Marta,Cuevas, Carmen,Francesch, Andrés,Manzanares, Ignacio,Echavarren, Antonio M.
, p. 1926 - 1933 (2007/10/03)
Phthalimido derivatives of cyanosafracin B have been synthesized as analogues of the antitumor agent ecteinascidin 743. As part of this study, a quinoneimine has been prepared, which is a kinetically stable tautomer of a 5-hydroxyindole. This quinoneimine tautomer is stable under acidic and mild basic conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
