Practical Synthesis of DOPA Derivative for Biosynthetic Production of Potent Antitumor Natural Products, Saframycins and Ecteinascidin 743

Title: Practical Synthesis of DOPA Derivative for Biosynthetic Production of Potent Antitumor Natural Products, Saframycins and Ecteinascidin 743

Volume: 8 Issue: 10

Author(s): Kohei Torikai, Takayoshi Saruwatari, Tatsuya Kitano, Takuya Sano, Atsuko Nakane, Hiroshi Noguchi and Kenji Watanabe

Affiliation:

Keywords: Biosynthesis, 3,4-dihydroxyphenylalanine, DOPA, ecteinascidin 743, non-natural amino acid, saframycin, bacteria, sarcoma, polypeptide, tyrosine

Abstract: A practical synthetic route of DOPA derivative 2, which should be useful for direct biosynthetic production of potent antitumor natural products, saframycins and ecteinascidin 743 was established. The developed strategy features i) easy-to-handle reactions without special care upon both dryness and inert atmopsphere, and ii) the facile HPLC-free purification of 2 via recrystallization enabling scalable synthesis of 2.

Cite this article as:

Torikai Kohei, Saruwatari Takayoshi, Kitano Tatsuya, Sano Takuya, Nakane Atsuko, Noguchi Hiroshi and Watanabe Kenji, Practical Synthesis of DOPA Derivative for Biosynthetic Production of Potent Antitumor Natural Products, Saframycins and Ecteinascidin 743, Letters in Organic Chemistry 2011; 8 (10) . https://dx.doi.org/10.2174/157017811799304160