DataSheet1_Studies toward synthesis of the core skeleton of spiroaspertrione A.PDF

Bioassay-guided isolation of spiroaspertrione A from cultures of Aspergillus sp. TJ23 in 2017 demonstrated potent resensitization of oxacillin against methicillin-resistant Staphylococcus aureus by lowering the oxacillin minimal inhibitory concentration up to 32-fold. To construct this unique spiro[bicyclo[3.2.2]nonane-2,1′-cyclohexane] system, a protocol for ceric ammonium nitrate-induced intramolecular cross-coupling of silyl enolate is disclosed.

2017年，研究人员通过生物测定引导分离（bioassay-guided isolation）策略，从曲霉属（Aspergillus sp.）菌株TJ23的发酵培养物中分离得到螺曲霉酮A（spiroaspertrione A）；实验结果表明，该化合物可将奥沙西林（oxacillin）对耐甲氧西林金黄色葡萄球菌（methicillin-resistant Staphylococcus aureus，MRSA）的最低抑菌浓度（minimal inhibitory concentration，MIC）最高降低32倍，从而强效恢复奥沙西林的抗菌活性。为构建该独特的螺[双环[3.2.2]壬烷-2,1′-环己烷]骨架，本研究公开了一种由硝酸铈铵（ceric ammonium nitrate）诱导的硅烯醇盐（silyl enolate）分子内交叉偶联反应方案。