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Construction of the Skeleton of Phthalascidin, Mechanism of the Formation of the Key Tricyclic Lactam Intermediate
引用本文:Zhan Zhu LIU,Ye WANG,Shi Zhi CHEN* Institute of Materia Medica,Chinese Academy of Medical Sciences& Peking Union Medical College,Beijing 100050. Construction of the Skeleton of Phthalascidin, Mechanism of the Formation of the Key Tricyclic Lactam Intermediate[J]. 中国化学快报, 2002, 13(8)
作者姓名:Zhan Zhu LIU  Ye WANG  Shi Zhi CHEN* Institute of Materia Medica  Chinese Academy of Medical Sciences& Peking Union Medical College  Beijing 100050
作者单位:Zhan Zhu LIU,Ye WANG,Shi Zhi CHEN* Institute of Materia Medica,Chinese Academy of Medical Sciences& Peking Union Medical College,Beijing 100050
摘    要:Phthalascidin is a structurally simplified version of Et-743, which is a potent anti-tumor marine natural product isolated from Ecteinascidia turbinata. Its antiproliferative activity is greater than that of the agents taxol, camptothecin, adriamycin, mitomycin C, cisplatin, bleomycin, and etoposide by 1-3 orders of magnitude. An elegant synthesis of Et-743 and phthalascidin has been reported by E. J. Corey and co-workers1,2. As part of our continuing program, we have also engaged in dev…


Construction of the Skeleton of Phthalascidin, Mechanism of the Formation of the Key Tricyclic Lactam Intermediate
Zhan Zhu LIU,Ye Wang,Shi Zhi CHEN. Construction of the Skeleton of Phthalascidin, Mechanism of the Formation of the Key Tricyclic Lactam Intermediate[J]. Chinese Chemical Letters, 2002, 13(8)
Authors:Zhan Zhu LIU  Ye Wang  Shi Zhi CHEN
Abstract:The mechanism of the formation of a key tricyclic lactam intermediate 3 was studied. It was found that the E-form compound 3 was transformed from the Z-form compound 4. The formation of 4 was a kinetically controlled process while the formation of 3 was a thermodynamically favorable one. A possible mechanism was given in this paper.
Keywords:Lactam   phthalascidin   mechanism   Et-743.
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