title: The synthesis and antistaphylococcal activity of dehydroabietic acid derivatives: modifications at C12 and C7.
abstract: A series of 7-N-acylaminoethyl/propyloxime derivatives of dehydroabietic acid were synthesized and investigated for their antibacterial activity against Staphylococcus aureus Newman strain and multidrug-resistant strains (NRS-1, NRS-70, NRS-100, NRS-108 and NRS-271). Most of the target compounds having trifluoromethyl phenyl/benzyl, halogen-substituted thiophenyl, benzothiophenyl or pyrrolyl moiety exhibited potent in vitro antibacterial activity. Among which, compounds 4m, 4x and 7j showed high antibacterial activity with minimum inhibitory concentration (MIC) values of 1.25-3.13 μg/mL against five multidrug-resistant S. aureus.
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Wen-Ming
authors.initials: WM
authors.lastname: Zhang
authors.affiliation: Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang, 550025 China; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
authors.forename: Teng
authors.initials: T
authors.lastname: Yang
authors.affiliation: Nano Science and Technology Institute, University of Science and Technology of China, Suzhou, 215123 China; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
authors.forename: Xue-Ying
authors.initials: XY
authors.lastname: Pan
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Xin-Lan
authors.initials: XL
authors.lastname: Liu
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China.
authors.forename: Hai-Xia
authors.initials: HX
authors.lastname: Lin
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
authors.forename: Zhao-Bing
authors.initials: ZB
authors.lastname: Gao
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. Electronic address: yangcg@simm.ac.cn.
authors.forename: Cai-Guang
authors.initials: CG
authors.lastname: Yang
authors.affiliation: Department of Chemistry, Innovative Drug Research Center, College of Sciences, Shanghai University, Shanghai 200444, China; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. Electronic address: ymcui@t.shu.edu.cn.
authors.forename: Yong-Mei
authors.initials: YM
authors.lastname: Cui
mesh_terms: D045784:Abietanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D015195:Drug Design; D018432:Drug Resistance, Multiple / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D045784:Abietanes; D000900:Anti-Bacterial Agents; C013913:dehydroabietic acid
keywords: Antistaphylococcal; Dehydroabietic acid; Multidrug-resistant; Oxime; Synthesis