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Oudemansin and 9-methoxystrobilurin derivatives with antimalarial activity from cultures of the basidiomycete Favolaschia minutissima: assignments of the absolute configurations of the isoprene-derived units.
Palasarn, Somporn; Pruksatrakul, Thapanee; Choowong, Wilunda; Wiriyathanawudhiwong, Natthawut; Boonpratuang, Thitiya; Surawatanawong, Panida; Thongpanchang, Chawanee; Isaka, Masahiko.
Afiliación
  • Palasarn S; National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th.
  • Pruksatrakul T; National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th.
  • Choowong W; National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th.
  • Wiriyathanawudhiwong N; National Biobank of Thailand, National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand.
  • Boonpratuang T; National Biobank of Thailand, National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand.
  • Surawatanawong P; Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
  • Thongpanchang C; National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th.
  • Isaka M; National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Phahonyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th.
Org Biomol Chem ; 21(39): 7944-7953, 2023 10 11.
Article en En | MEDLINE | ID: mdl-37740400
Five undescribed polyketide metabolites, oudemansins E (1), M (2), P (3), and Q (4), and 9-methoxystrobilurin I (5), were isolated from cultures of basidiomycete Favolaschia minutissima TBRC-BCC 19434. A γ-lactone derivative (6) of noroudemansin A (8), which was previously reported as a semisynthetic compound, was also isolated. The absolute configuration of the isoprene-derived moiety of the known cometabolite 9-methoxystrobilurin E (9) was determined to be 2'R,6'S by comparison of the experimental and calculated ECD data, which was correlated to the new derivative 1. These compounds exhibited antimalarial activity against Plasmodium falciparum K1 (multidrug-resistant strain). A putative minor natural product, namely 9-methoxystrobilurin P (13), was prepared by semisynthesis, which exhibited significant antimalarial activity (IC50 0.086 µM).
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Basidiomycota / Antimaláricos Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Tailandia Pais de publicación: Reino Unido
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Basidiomycota / Antimaláricos Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: Tailandia Pais de publicación: Reino Unido