Total Synthesis of cis and trans-Hydroxyglimepiride: Active Metabolite of Glimepiride.

ChemInform ◽  
2003 ◽  
Vol 34 (39) ◽  
Author(s):  
Mukund K. Gurjar ◽  
Ramesh A. Joshi ◽  
Siddhartha R. Chaudhuri ◽  
Shreerang V. Joshi ◽  
Anup R. Barde ◽  
...  
2003 ◽  
Vol 44 (26) ◽  
pp. 4853-4855 ◽  
Author(s):  
Mukund K Gurjar ◽  
Ramesh A Joshi ◽  
Siddhartha R Chaudhuri ◽  
Shreerang V Joshi ◽  
Anup R Barde ◽  
...  

1999 ◽  
Vol 52 (3) ◽  
pp. 173 ◽  
Author(s):  
Sarah J. Barton ◽  
Kevin J. Barnham ◽  
Abraha Habtemariam ◽  
Urban Frey ◽  
Rodney E. Sue ◽  
...  

cis-[PtCl2(15NH3)(c-C6H11NH2)] is an active metabolite of the oral platinum(IV) anticancer drug cis,trans,cis-[PtCl2(CH3CO2)2(NH2)(c-C6H11NH2)]. Since it is likely that guanine bases on DNA are targets for this drug, we have analysed the kinetics of reaction of this platinum(II) metabolite with guanosine 5′-monophosphate (5′-GMP) at 310 K, pH 7, using [1H, 15N] n.m.r. methods. Reactions of the trans isomer are reported for comparison. The reactions proceed via aquated intermediates, and, for the cis isomer, the rates of aquation and substitution of H2O by 5′-GMP are 2-5 times faster trans to the amine ligand (c-C6H11NH2) compared to trans to NH3 for both the first and second steps. For the trans complex, the first aquation step is c. 3 times faster than for the cis complex, as expected from the higher trans influence of Cl¯, whereas the rate of the second aquation step (trans to N7 of 5′-GMP) is comparable to that trans to NH3. These findings have implications for the courses of reactions with DNA.


1976 ◽  
Vol 6 (3) ◽  
pp. 221-226 ◽  
Author(s):  
Edward Piers ◽  
Hans-Peter Isenring

2005 ◽  
pp. 2689 ◽  
Author(s):  
Leticia Jiménez-González ◽  
Míriam Álvarez-Corral ◽  
Manuel Muñoz-Dorado ◽  
Ignacio Rodríguez-García

Molecules ◽  
2002 ◽  
Vol 7 (7) ◽  
pp. 517-527 ◽  
Author(s):  
Katsuyuki Nakashima ◽  
Masashi Imoto ◽  
Masakazu Sono ◽  
Motoo Tori ◽  
Fumihiro Nagashima ◽  
...  

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