Diastereoselective Synthesis of All Stereoisomers of β-Methoxytyrosine, a Component of Papuamides

descriptionPublicationkeyboard_double_arrow_right Article 26 Nov 2002 English Publisher:American Chemical Society (ACS)Journal:The Journal of Organic Chemistry, volume 67, pages 9,210-9,215 (issn: 0022-3263, eissn: 1520-6904,

Authors: Naoki, Okamoto; Osamu, Hara; Kazuishi, Makino; Yasumasa, Hamada;

doi: 10.1021/jo0258352

pmid: 12492322

Diastereoselective Synthesis of All Stereoisomers of β-Methoxytyrosine, a Component of Papuamides

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Abstract

beta-Methoxytyrosine (beta-OMeTyr) is a stereoundefined component of papuamides A and B, novel cyclodepsipeptides, with anti-HIV and cytotoxic activities. For structural determination and total synthesis of papuamides, all stereoisomers of beta-OMeTyr were stereoselectively prepared from (S)- and (R)-serine, respectively.

Related Organizations

Chiba University
Japan

Keywords

Molecular Structure, Anti-HIV Agents, Methyltyrosines, Antineoplastic Agents, Stereoisomerism, Peptides, Cyclic, Porifera, Papua New Guinea, Depsipeptides, Spectroscopy, Fourier Transform Infrared, Serine, Animals, Combinatorial Chemistry Techniques, Nuclear Magnetic Resonance, Biomolecular

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