Rawat Poonam, Singh R N
Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India.
Department of Chemistry, University of Lucknow, Lucknow 226007, U.P., India.
Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 5;140:344-55. doi: 10.1016/j.saa.2014.12.080. Epub 2014 Dec 25.
An orange colored pyrrole dihydrazone: Pyrrole-2,5-dicarboxaldehyde bis(oxaloyldihydrazone) (PDBO) has been synthesized by reaction of oxalic acid dihydrazide with 2,5 diformyl-1H-pyrrole and has been characterized by spectroscopic analysis (1H, 13C NMR, UV-visible, FT-IR and DART Mass). The properties of the compound has been evaluated using B3LYP functional and 6-31G(d,p)/6-311+G(d,p) basis set. The symmetric (3319, 3320 cm(-1)) and asymmetric (3389, 3382 cm(-1)) stretching wave number confirm free NH2 groups in PDBO. NBO analysis shows, inter/intra molecular interactions within the molecule. Topological parameters have been analyzed by QTAIM theory and provide the existence of intramolecular hydrogen bonding (N-H⋯O). The local reactivity descriptors analyses determine the reactive sites within molecule. The calculated first hyperpolarizability value (β0=23.83×10(-30) esu) of pyrrole dihydrazone shows its suitability for non-linear optical (NLO) response. The preliminary bioassay suggested that the PDBO exhibits relatively good antibacterial and fungicidal activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Streptococcus pyogenes, Candida albicans, Aspergillus niger. The local reactivity descriptors--Fukui functions (fk+, fk-), local softnesses (sk+, sk-) and electrophilicity indices (ωk+, ωk-) analyses have been used to determine the reactive sites within molecule.
吡咯 - 2,5 - 二甲醛双（草酰二腙）（PDBO）已通过草酸二酰肼与2,5 - 二甲酰基 - 1H - 吡咯反应合成，并通过光谱分析（1H、13C NMR、紫外可见、傅里叶变换红外光谱和直接分析实时质谱）进行了表征。使用B3LYP泛函和6 - 31G(d,p)/6 - 311 + G(d,p)基组对该化合物的性质进行了评估。对称（3319、3320 cm(-1)）和不对称（3389、3382 cm(-1)）伸缩波数证实了PDBO中存在游离的NH2基团。自然键轨道分析表明分子内/分子间存在相互作用。通过量子拓扑原子分子理论分析了拓扑参数，并证明了分子内氢键（N - H⋯O）的存在。局部反应性描述符分析确定了分子内的反应位点。计算得到的吡咯双腙的第一超极化率值（β0 = 23.83×10(-30) esu）表明其适用于非线性光学（NLO）响应。初步生物测定表明，PDBO对大肠杆菌、铜绿假单胞菌、金黄色葡萄球菌、化脓性链球菌、白色念珠菌、黑曲霉表现出相对较好的抗菌和杀真菌活性。已使用局部反应性描述符——福井函数（fk +，fk -）、局部软度（sk +，sk -）和亲电性指数（ωk +，ωk -）分析来确定分子内的反应位点。
