Huang Qingchun, Wu Jihua, Kong Yuping, Liu Manhui, Cao Song
Shanghai Key Lab of Chemical Biology, East China University of Science and Technology, Shanghai. China.
J Environ Sci Health B. 2007 Mar-Apr;42(3):305-10. doi: 10.1080/03601230701229304.
The photodynamic decomposition of two new insect-growth inhibitors (IGRs), 2-tert-butyl-5-[5'-aryl-2'-(1',3',4'-oxadiazolyl)methoxy]-3(2H)-pyridazinones (OPB) and its 4-chloro substituted derivative (OPC), and effect of surfactants on persistence of their bioactivity were taken into investigation. Both chemicals were significantly induced to photolysis by ultraviolet light at 365 nm wavelength and their inhibitory activities against Pseudaletia separata larvae decreased with the increasing irradiation time. However, irradiation at 254 nm wavelength didn't cause their photodegradation. Triton X-100 and Succinic-sulfonie acidic sodium but not Tween 60 possessed strong capability to slow down the decomposition and obviously prolonged the half life of OPC in laboratory and field whilst effects of the three surfactants almost did not preserve the inhibitory activity of OPB. Data suggested that electron-withdrawing halogen (-Cl) on the pi electron system in planar benzene-oxadialyl structures might reduce the efficiency of OPC on ultraviolet (UV) photoabsorption, and its hydrophobic interaction with the surfactants might be beneficial for forming stable micellar solubilization, thus sustaining the chemical's bioactivity.
研究了两种新型昆虫生长抑制剂(IGRs),即2-叔丁基-5-[5'-芳基-2'-(1',3',4'-恶二唑基)甲氧基]-3(2H)-哒嗪酮(OPB)及其4-氯取代衍生物(OPC)的光动力分解,以及表面活性剂对其生物活性持久性的影响。两种化学物质在365nm波长的紫外光照射下均显著诱导光解,且它们对粘虫幼虫的抑制活性随照射时间的增加而降低。然而,254nm波长的照射并未导致它们光降解。Triton X-100和琥珀磺酸酸性钠而非吐温60具有很强的减缓分解能力,在实验室和田间明显延长了OPC的半衰期,而这三种表面活性剂对OPB抑制活性几乎没有保持作用。数据表明,平面苯并恶二唑基结构的π电子体系上的吸电子卤素(-Cl)可能会降低OPC对紫外光(UV)的光吸收效率,并且其与表面活性剂的疏水相互作用可能有利于形成稳定的胶束增溶作用,从而维持该化学物质的生物活性。