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Literature DB >> 10768205

A new, more efficient, and effective process for the synthesis of a key pentacyclic intermediate for production of ecteinascidin and phthalascidin antitumor agents.

Abstract

An efficient process is described for the synthesis of 5, a key intermediate for the synthesis of the potent antitumor agents ecteinascidin 743 (1) and phthalascidin (2) from the readily available building blocks 3b and 4.

Entities: Chemical

Mesh：

Substances：

Year: 2000 PMID： 10768205 DOI： 10.1021/ol0056729

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

8 in total

Review 1. Drug development from marine natural products.

Authors: Tadeusz F Molinski; Doralyn S Dalisay; Sarah L Lievens; Jonel P Saludes
Journal: Nat Rev Drug Discov Date: 2008-12-19 Impact factor: 84.694

2. Regioselectivity of Pictet-Spengler Cyclization Reactions to Construct the Pentacyclic Frameworks of the Ecteinascidin-Saframycin Class of Tetrahydroisoquinoline Antitumor Antibiotics.

Authors: Guillaume Vincent; Jonathan W Lane; Robert M Williams
Journal: Tetrahedron Lett Date: 2007-05-21 Impact factor: 2.415

Review 3. Ecteinascidins. A review of the chemistry, biology and clinical utility of potent tetrahydroisoquinoline antitumor antibiotics.

Authors: V H Le; M Inai; R M Williams; T Kan
Journal: Nat Prod Rep Date: 2015-02 Impact factor: 13.423

4. A phase I trial and pharmacokinetic study of a 24-hour infusion of trabectedin (Yondelis®, ET-743) in children and adolescents with relapsed or refractory solid tumors.

Authors: Meredith K Chuk; Alberta Aikin; Trish Whitcomb; Brigitte C Widemann; Peter Zannikos; Eliel Bayever; Frank M Balis; Elizabeth Fox
Journal: Pediatr Blood Cancer Date: 2012-07-27 Impact factor: 3.167

A new, more efficient, and effective process for the synthesis of a key pentacyclic intermediate for production of ecteinascidin and phthalascidin antitumor agents.

Review 1. Drug development from marine natural products.

2. Regioselectivity of Pictet-Spengler Cyclization Reactions to Construct the Pentacyclic Frameworks of the Ecteinascidin-Saframycin Class of Tetrahydroisoquinoline Antitumor Antibiotics.

Review 3. Ecteinascidins. A review of the chemistry, biology and clinical utility of potent tetrahydroisoquinoline antitumor antibiotics.

4. A phase I trial and pharmacokinetic study of a 24-hour infusion of trabectedin (Yondelis®, ET-743) in children and adolescents with relapsed or refractory solid tumors.

5. Role of trabectedin in the treatment of soft tissue sarcoma.

6. Synthetic studies on Et-743. Assembly of the pentacyclic core and a formal total synthesis.

7. Marine natural products: a way to new drugs.

Review 8. Marine Invertebrate Metabolites with Anticancer Activities: Solutions to the "Supply Problem".