Archiv der Pharmazie p. 417 - 420 (1996)
Update date:2022-08-04
Topics:
Zahran, Magdy A.
Kovacs, Lajos
El Sakka, Ibrahim
Pedersen, Erik B.
Nielsen, Claus
Aspirin (O-acetylsalicylic acid) has been used to synthesize prodrugs of 3'-azido-3'-deoxythymidine (AZT) and 3'-deoxy-3'-fluorothymidine (FLT). The mixed anhydride between aspirin and trifluoroacetic acid was synthesized and reacted with AZT and FLT to give the blocked nucleosides attached through the 5'-O position to the 2-position of 2-methyl-4H-1,3-benzodioxin-4-one. The prodrugs showed the same activities against HIV-1 in MT-4 cells as the original drugs. Hydrolysis of the synthesized prodrugs in the growth medium, used for anti-HIV investigations, resulted in formation of 5-O acetylated drugs which were subsequently hydrolyzed into the original drugs.
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Guangzhou Reachin Chemical Co., Ltd
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Wuhan Kemi-Works Chemical Co., Ltd
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Doi:10.1021/jo00928a009
(1974)Doi:10.1002/jhet.5570100609
(1973)Doi:10.1021/jo020653t
(2003)Doi:10.1055/s-2006-941582
(2006)Doi:10.1016/S0040-4039(01)82148-1
(1974)Doi:10.1016/S0968-0896(02)00207-9
(2002)
