螺旋异海松烷酮 A，一种桥环型倍半萜类化合物，作为一种潜在的增效剂，可增强青霉菌 TJ23 产生的化合物对耐甲氧西林金黄色葡萄球菌的作用。
Spiroaspertrione A, a Bridged Spirocyclic Meroterpenoid, as a Potent Potentiator of Oxacillin against Methicillin-Resistant Staphylococcus aureus from Aspergillus sp. TJ23.
机构信息
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.
出版信息
J Org Chem. 2017 Mar 17;82(6):3125-3131. doi: 10.1021/acs.joc.7b00056. Epub 2017 Feb 24.
Bioassay-guided isolation of cultures of Aspergillus sp. TJ23 yielded a novel terpene-polyketide hybrid spiromeroterpenoid, spiroaspertrione A (1), bearing a unique spiro[bicyclo[3.2.2]nonane-2,1'-cyclohexane] carbocyclic skeleton, and a new biointermediate, andiconin B (2). Their structures and absolute configurations were elucidated by spectroscopic analyses, single-crystal X-ray diffraction, and electronic circular dichroism calculations. Compound 1 demonstrated potent resensitization of oxacillin against methicillin-resistant Staphylococcus aureus by lowering the oxacillin minimal inhibitory concentration up to 32-fold from 32 to 1 μg/mL.
生物测定指导的曲霉 TJ23 培养物的分离得到了一种新型的萜烯-聚酮杂合螺旋美罗萜类化合物，螺旋aspertrione A（1），具有独特的螺[双环[3.2.2]壬烷-2,1'-环己烷]碳环骨架，以及一种新的生物中间产物，andiconin B（2）。它们的结构和绝对构型通过光谱分析、单晶 X 射线衍射和电子圆二色性计算来阐明。化合物 1 通过将苯唑西林的最小抑菌浓度从 32 倍降低至 1 μg/ml，显著增强了苯唑西林对耐甲氧西林金黄色葡萄球菌的重敏化作用。
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