ArticleMolecules (Basel, Switzerland)2016
Total Synthesis and Antifungal Activity of Palmarumycin CP17 and Its Methoxy Analogues.
Article in Molecules (Basel, Switzerland), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Whole-Genome Sequencing of Two Potentially Allelopathic Strains ofMicroorganisms · 2024Article
- Total synthesis, structure revision and cytotoxic activity of Sch 53825 and its derivatives.RSC advances · 2022Article
- Endophytic Fungi: From Symbiosis to Secondary Metabolite Communications or Vice Versa?Frontiers in plant science · 2021Review
- Total synthesis of Palmarumycin BGs, CRSC advances · 2020Article
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Authors and funding
5 authors.
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Abstract
Total synthesis of naturally occurring spirobisnaphthalene palmarumycin CP17 and its methoxy analogues was first achieved through Friedel-Crafts acylation, Wolff-Kishner reduction, intramolecular cyclization, ketalization, benzylic oxidation, and demethylation using the inexpensive and readily available methoxybenzene, 1,2-dimethoxybenzene and 1,4-dimethoxybenzene and 1,8-dihydroxynaphthalene as raw materials. Demethylation with (CH₃)₃SiI at ambient temperature resulted in ring A aromatization and acetal cleavage to give rise to binaphthyl ethers. The antifungal activities of these spirobisnaphthalene derivatives were evaluated, and the results revealed that 5 and 9b exhibit EC50 values of 9.34 µg/mL and 12.35 µg/mL, respectively, against P. piricola.
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