Saha Urmila, Das Bhriguram, Dolai Malay, Butcher Ray J, Suresh Kumar Gopinatha
Organic and Medicinal Chemistry Division, CSIR-Indian Institute of Chemical Biology, 4, Raja S.C. Mullick Road, Kolkata 700032, West Bengal, India.
Department of Chemistry, Vidyasagar University, Paschim Medinipur 721102, West Bengal, India.
ACS Omega. 2020 Jul 16;5(29):18411-18423. doi: 10.1021/acsomega.0c02226. eCollection 2020 Jul 28.
The synthesized Schiff base ligand 3-hydroxy-'-(2-hydroxy-3-methoxybenzylidene)-2-naphthohydrazide (HNPV) is structurally characterized by single-crystal X-ray diffraction (XRD) and exhibits weak fluorescence in the excited state owing to the effect of excited-state-induced proton transfer (ESIPT). However, in the presence of Al, the ESIPT is blocked and chelation-enhanced fluorescence (CHEF) is induced because of complexation with the cations, resulting in turn-on emission for Al. The probe HNPV selectively detects Al among the various metal ions, and the detection limit is found to be 1.70 μM. The composition and modes of complex coordination were determined by spectroscopic, theoretical studies and molecular logic gate applications. Finally, DNA binding studies were performed by spectroscopic and calorimetric methods to elucidate possible bioactivity of HNPV.
合成的席夫碱配体3-羟基-'-(2-羟基-3-甲氧基亚苄基)-2-萘酰肼(HNPV)通过单晶X射线衍射(XRD)进行结构表征,由于激发态诱导质子转移(ESIPT)的作用,在激发态下表现出弱荧光。然而,在铝存在的情况下,ESIPT被阻断,由于与阳离子络合而诱导螯合增强荧光(CHEF),从而导致铝的开启发射。探针HNPV在各种金属离子中选择性地检测铝,检测限为1.70 μM。通过光谱、理论研究和分子逻辑门应用确定了络合物配位的组成和模式。最后,通过光谱和量热法进行DNA结合研究,以阐明HNPV可能的生物活性。