Synthesis, Crystal Structure, Cytotoxic, Antileishmanial and Docking Evaluation of 3-(4-Chloro-3-nitrophenyl)-1-phenylprop-2-en-1-one  

作　　者：HAMID Aziz AAMER Saeed FARUKH Jabeen ULRICH Florke QURAT-Ul-Ain NADHMAN Akhter 

机构地区：[1]Department of Chemistry Quaid-I-Azam University Islamabad 45320, Pakistan [2]Cardiovascular and Metabolic Research Unit, Laurentian University 935 Ramsey Lake Road, Sudbury, ON Canada P3E 2C6 [3]Department Chemie, Fakultatfur Naturwissenschafien, Universitat Paderborn, Warburgerstrαβe 100, 33098 Paderborn, Germany [4]Center for Interdisciplinary Research in Basic Sciences, IIU Islamabad, Pakistan

出　　处：《Chinese Journal of Structural Chemistry》2018年第8期1250-1258,共9页结构化学（英文）

摘　　要：Chalcone derivatives are of immense importance owing to their superior pharmacological profile. Minor changes in their structures create high degree of diversity that results in a broader spectrum of biological activities. The present research paper presents the synthesis of 3-（4-chloro-3-nitrophenyl）-1-phenylprop-2-en-1-one chalcone（I）, single crystal XRD analysis and the evaluation of its possible biological activities like cytotoxic（LD（50） = 5.40 ug/m L）and antileishmanial（LD（50） = 0.81 ug/m L） activities. The results indicate the tested chalcone（I）shows superior inhibition values against leishmanial promastigotes. Further, the possible interaction sites of chalcone（I） with Try R enzyme involved in the redox metabolism of the leishmanial parasite were determined using docking simulation technique. Docking computations demonstrate that the compound establishes prominent binding interactions with the key residues of Try R and possesses the potential to effectively inhibit the catalytic activities of enzyme. Thus the results suggest that the chalcone（I） can serve as a potential scaffold for the treatment of leishmaniasis and deserve further development.Chalcone derivatives are of immense importance owing to their superior pharmacological profile. Minor changes in their structures create high degree of diversity that results in a broader spectrum of biological activities. The present research paper presents the synthesis of 3-（4-chloro-3-nitrophenyl）-1-phenylprop-2-en-1-one chalcone（I）, single crystal XRD analysis and the evaluation of its possible biological activities like cytotoxic（LD（50） = 5.40 ug/m L）and antileishmanial（LD（50） = 0.81 ug/m L） activities. The results indicate the tested chalcone（I）shows superior inhibition values against leishmanial promastigotes. Further, the possible interaction sites of chalcone（I） with Try R enzyme involved in the redox metabolism of the leishmanial parasite were determined using docking simulation technique. Docking computations demonstrate that the compound establishes prominent binding interactions with the key residues of Try R and possesses the potential to effectively inhibit the catalytic activities of enzyme. Thus the results suggest that the chalcone（I） can serve as a potential scaffold for the treatment of leishmaniasis and deserve further development.

关 键 词：CHALCONE cytotoxicity antfleishmanial Claisen-Schmidt condensation moleculardocking 

分 类 号：O621.3[理学—有机化学] TQ460.1[理学—化学]