Reaction of 4-picoline(2,2′ :6′,2″-terpyridine)platinum(II) with nucleosides
摘要:
The four nucleosides found in DNA react with 4-picoline(2,2' -6',2 ''-terpyridine)platinum(II). Guanosine and 2'-deoxyguanosine are platinated at N-7. Adenosine and 2'-deoxyadenosine are platinated at both N-1 and N-6 With loss of a proton and there is no evidence of monoplatinated intermediates. It is proposed that platination occurs initially at N-1, the most nucleophilic site, which leads to loss of a proton from the N-6 amino function and subsequent rapid platination at this site. This conclusion is supported by NMR and mass spectral evidence. 2'-Deoxycytidine is similarly platinated at N-3 and N-4 and a similar explanation is proposed. Platination of thymidine is very slow and the product(s) has not been characterised.
Reaction of 4-picoline(2,2′ :6′,2″-terpyridine)platinum(<scp>II</scp>) with nucleosides
作者:Gordon Lowe、Tirayut Vilaivan
DOI:10.1039/p19960001499
日期:——
The four nucleosides found in DNA react with 4-picoline(2,2' -6',2 ''-terpyridine)platinum(II). Guanosine and 2'-deoxyguanosine are platinated at N-7. Adenosine and 2'-deoxyadenosine are platinated at both N-1 and N-6 With loss of a proton and there is no evidence of monoplatinated intermediates. It is proposed that platination occurs initially at N-1, the most nucleophilic site, which leads to loss of a proton from the N-6 amino function and subsequent rapid platination at this site. This conclusion is supported by NMR and mass spectral evidence. 2'-Deoxycytidine is similarly platinated at N-3 and N-4 and a similar explanation is proposed. Platination of thymidine is very slow and the product(s) has not been characterised.