Scaleable processes for the synthesis of (−)-β-d-2,6-diaminopurine dioxolane (Amdoxovir, DAPD) and (−)-β-d-2-aminopurine dioxolane (APD)
نویسندگان
چکیده
منابع مشابه
Mechanism of Action of 1-b-D-2,6-Diaminopurine Dioxolane, a Prodrug of the Human Immunodeficiency Virus Type 1 Inhibitor 1-b-D-Dioxolane Guanosine
PHILLIP A. FURMAN,* JERRY JEFFREY, LAURA L. KIEFER, JOY Y. FENG, KAREN S. ANDERSON, KATYNA BORROTO-ESODA, EDGAR HILL, WILLIAM C. COPELAND, CHUNG K. CHU, JEAN-PIERRE SOMMADOSSI, IRINA LIBERMAN, RAYMOND F. SCHINAZI, AND GEORGE R. PAINTER Triangle Pharmaceuticals, Durham, North Carolina 27707; Department of Pharmacology, Yale School of Medicine, New Haven, Connecticut 06520-8066; Laboratory of Mol...
متن کاملMechanism of action of 1-beta-D-2,6-diaminopurine dioxolane, a prodrug of the human immunodeficiency virus type 1 inhibitor 1-beta-D-dioxolane guanosine.
(-)-beta-D-2,6-Diaminopurine dioxolane (DAPD), is a nucleoside reverse transcriptase (RT) inhibitor with activity against human immunodeficiency virus type 1 (HIV-1). DAPD, which was designed as a water-soluble prodrug, is deaminated by adenosine deaminase to give (-)-beta-D-dioxolane guanine (DXG). By using calf adenosine deaminase a K(m) value of 15 +/- 0.7 microM was determined for DAPD, whi...
متن کاملFavorable interactions between enfuvirtide and 1-beta-D-2,6-diaminopurine dioxolane in vitro.
We evaluated the in vitro anti-human immunodeficiency virus type 1 (HIV-1) interactions between 1-beta-D-2,6-diaminopurine dioxolane (DAPD) and enfuvirtide (T-20) against clinical isolates sensitive and resistant to reverse transcriptase and protease inhibitors. Interactions between T-20 and DAPD were synergistic to nearly additive, with combination index values ranging from 0.53 to 1.06 at 95%...
متن کاملAntiviral effect of orally administered (-)-beta-D-2-aminopurine dioxolane in woodchucks with chronic woodchuck hepatitis virus infection.
(-)-beta-D-2-Aminopurine dioxolane (APD) is a nucleoside prodrug that is efficiently converted to 9-(beta-D-1,3-dioxolan-4-yl)guanine (DXG). DXG has antiviral activity in vitro against hepatitis B virus (HBV) but limited aqueous solubility, making it difficult to administer orally to HBV-infected individuals. APD is more water soluble than DXG and represents a promising prodrug for the delivery...
متن کاملAntiviral Effect of Orally Administered ( )- -D-2-Aminopurine Dioxolane in Woodchucks with Chronic Woodchuck Hepatitis Virus Infection
Published Ahead of Print 2 July 2007. 10.1128/AAC.00325-07. 2007, 51(9):3177. DOI: Antimicrob. Agents Chemother. Bud C. Tennant Schinazi, Chung K. Chu, Paul J. Cote, John L. Gerin and F. D. Butler, Andrea L. George, Selwyn J. Hurwitz, Raymond Stephan Menne, Ghazia Asif, Jannan Narayanasamy, Scott Hepatitis Virus Infection Woodchucks with Chronic Woodchuck -d-2-Aminopurine Dioxolane in β )− Anti...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2012
ISSN: 0040-4020
DOI: 10.1016/j.tet.2012.05.039