Somporn Palasarna, Thapanee Pruksatrakula, Wilunda Choowonga, Natthawut Wiriyathanawudhiwongb, Thitiya Boonpratuangb, Panida Surawatanawongc, ChawaneeThongpanchanga, and Masahiko Isaka*,a

aNational Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Pathum Thani, 12120, Thailand

bNational Biobank of Thailand (NBT), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Pathum Thani, 12120, Thailand

cDepartment of Chemistry, Center of Excellence for Innovation in Chemistry, Faculty of Science, Mahidol University, Bangkok, 10400, Thailand

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).

Reference: Palasarn, S.; Pruksatrakul, T.; Choowong, W.; Wiriyathanawudhiwong, N.; Boonpratuang, T.; Surawatanawong, P.; Thongpanchang, C.; Isaka,* M., 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. Organic & Biomolecular Chemistry 2023, 21, 7944.

https://pubs.rsc.org/en/content/articlelanding/2023/ob/d3ob01472j