Spiroaspertrione A, a Bridged Spirocyclic Meroterpenoid, as a Potent Potentiator of Oxacillin against Methicillin-Resistant Staphylococcus aureus from Aspergillus sp TJ23

被引:67
作者
Hu, Zhengxi [1 ]
Sun, Weiguang [1 ]
Li, Qin [1 ]
Li, Xiao-Nian [1 ,2 ]
Zhu, Hucheng
Huang, Jinfeng [1 ]
Liu, Junjun [1 ]
Wang, Jianping [1 ]
Xue, Yongbo [1 ]
Zhang, Yonghui [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
基金
中国国家自然科学基金;
关键词
BINDING PROTEIN 2A; BETA-LACTAM ANTIBIOTICS; CELL-WALL; MRSA; COMBINATIONS; INHIBITION; PBP2A;
D O I
10.1021/acs.joc.7b00056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bioassay-guided isolation of cultures of Aspergillus sp. TJ23 yielded a novel terpene-polyketide hybrid spiromeroterpenoid, spiroaspertrione A (1), bearing a unique spiro[bicydo[3.2.2]nonane-2,1'-cyclohexane] carbocydic 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 mu g/mL.
引用
收藏
页码:3125 / 3131
页数:7
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