Carlone Maria, Di Masi Nicola G, Maresca Luciana, Margiotta Nicola, Natile Giovanni
Dipartimento Farmaco-Chimico, Università di Bari, via E. Orabona, 4 Bari I-70125, Italy.
Bioinorg Chem Appl. 2004;2(1-2):93-104. doi: 10.1155/S156536330400007X.
3-nitro-9-[2-(dialkylamino)ethyl)]aminoacridines (alkyl = methyl or ethyl) have been used as ligands towards platinum(If). The end product is a complex in which the acridine acts as a tridentate ligand contributing the two exocyclic nitrogen atoms and one of the two peri carbons. The metallation takes place predominantly at the peri position of the unsubstituted ring. The coordinated acridine is in the imino tautomeric form although, in the free state, it occurs exclusively in the amino form (both in the solid state and in solution). The imino tautomer is considered to be the biologically active form. In the platinated species the N(10)H of the acridine can be involved in strong hydrogen bonding with a chloride ion leading to formation of an association complex, the formation constant has been found to be 1.4+/-10(3) M(-1). The N(10)H...CI interaction can influence the tautomeric equilibrium of the acridine dye also in the uncoordinated species, however, the shift in favor of the imino tautomer is not complete.
3-硝基-9-[2-(二烷基氨基)乙基]氨基吖啶（烷基 = 甲基或乙基）已被用作铂（II）的配体。最终产物是一种配合物，其中吖啶作为三齿配体，提供两个环外氮原子和两个邻位碳原子中的一个。金属化主要发生在未取代环的邻位。配位的吖啶处于亚氨基互变异构形式，尽管在游离状态下，它仅以氨基形式存在（在固态和溶液中均如此）。亚氨基互变异构体被认为是生物活性形式。在铂化物种中，吖啶的N(10)H可与氯离子形成强氢键，导致形成缔合配合物，其形成常数为1.4±10³ M⁻¹。N(10)H...Cl相互作用也会影响未配位物种中吖啶染料的互变异构平衡，然而，向亚氨基互变异构体的转变并不完全。
