Total Synthesis and Antimicrobial Activity of Tumescenamide C and Its Derivatives.

Takahashi, Nobuaki; Kaneko, Kensuke; Kakeya, Hideaki

Takahashi, Nobuaki; Kaneko, Kensuke; Kakeya, Hideaki.

Afiliação

Takahashi N; Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Kaneko K; Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Kakeya H; Department of System Chemotherapy and Molecular Sciences, Division of Bioinformatics and Chemical Genomics, Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.

J Org Chem ; 85(6): 4530-4535, 2020 03 20.

Article em En | MEDLINE | ID: mdl-32067449

ABSTRACT

ABSTRACT

Tumescenamide C (1) is an antimicrobial compound produced by Streptomyces sp. KUSC_F05 and consists of a cyclic depsipeptide core and a polyketide side chain with branched methyl groups. Here, we report the total synthesis of tumescenamide C and two derivatives, mainly using Fmoc solid-phase peptide synthesis (SPPS). In addition, a biological evaluation of these compounds revealed the critical partial structure in 1 for antimicrobial activity.

Assuntos

Anti-Infecciosos; Policetídeos; Streptomyces; Antibacterianos/farmacologia; Anti-Infecciosos/farmacologia; Técnicas de Síntese em Fase Sólida

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Streptomyces / Policetídeos / Anti-Infecciosos Idioma: En Ano de publicação: 2020 Tipo de documento: Article

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