期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 8, 期 -, 页码 732-737出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.82
关键词
antifungal agents; carbohydrate; papulacandins; spiroketal
资金
- Utrecht Institute for Pharmaceutical Sciences (UIPS)
Derivatives of an antifungal agent that targets the beta-(1,3)-D-glucan synthase, papulacandin D, were synthesized and tested for activity. The papulacandin D structure contains a challenging benzannulated spiroketal unit, which is introduced in a palladium-catalyzed cross-coupling reaction of a glycal silanolate and an aryl iodide followed by an oxidative spiroketalization. Four different variants were made, differing in the nature of the acyl side chain with respect to the length, and in the number and stereochemistry of the double bonds. Moderate biological activity was observed for the derivatives with a side chain based on palmitic acid and linoleic acid.
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