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J C DRACH

Explore the profile of J C DRACH including associated specialties, affiliations and a list of published articles. Areas
Snapshot
Articles 108
Citations 751
Followers 0
Related Specialties
Chemistry
Pharmacology
Biochemistry
Top 10 Co-Authors
L B Townsend
C Shipman Jr
R G Ptak
L L Wotring
M R Nassiri
J M Breitenbach
S R Turk
E R Kern
J Zemlicka
S H Smith
Published In
J Med Chem
Antimicrob Agents Chemother
Biochem Pharmacol
Antiviral Res
Antivir Chem Chemother
Affiliations
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Recent Articles
1.
Methylene-gem-difluorocyclopropane analogues of nucleosides: synthesis, cyclopropene-methylenecyclopropane rearrangement, and biological activity
Wang R, Ksebati M, Corbett T, Kern E, DRACH J, Zemlicka J
J Med Chem . 2001 Nov; 44(23):4019-22. PMID: 11689090
Alkylation-elimination of adenine and 2-amino-6-chloropurine with gem-difluorocyclopropane dibromide 10 gave E- and Z-methylene-gem-difluorocyclopropanes 11a, 11b, 12a, and 12b and gem-difluorocyclopropenes 13a and 13b. Debenzylation of intermediates 11a, 11b, 12a, and...
2.
Synthesis and antiviral activity of methylenedifluorocyclopropane analogues of nucleosides
Wang R, Ksebati M, DRACH J, Zemlicka J
Nucleosides Nucleotides Nucleic Acids . 2001 Sep; 20(4-7):329-32. PMID: 11563045
Synthesis and antiviral activity of methylenedifluorocyclopropane analogues 8a, 8b and 9a, 9b are described.
3.
Differences in DNA packaging genes and sensitivity to benzimidazole ribonucleosides between human cytomegalovirus strains AD169 and Towne
Krosky P, Ptak R, Underwood M, Biron K, Townsend L, DRACH J
Antivir Chem Chemother . 2001 Jan; 11(5):349-52. PMID: 11142634
The AD169 strain of human cytomegalovirus was approximately twofold more sensitive to polyhalogenated benzimidazole ribonucleosides than Towne strain. Sequence differences between the two strains have been identified in genes UL51,...
4.
Synthesis and enantioselectivity of the antiviral effects of (R,Z)-,(S,Z)-methylenecyclopropane analogues of purine nucleosides and phosphoralaninate prodrugs: influence of heterocyclic base, type of virus and host cells
Qiu Y, Geiser F, Kira T, Gullen E, Cheng Y, Ptak R, et al.
Antivir Chem Chemother . 2000 Jul; 11(3):191-202. PMID: 10901290
A series of R and S enantiomers of 2-aminopurine methylenecyclopropane analogues of nucleosides was synthesized. Two diastereoisomeric lipophilic phosphate prodrugs derived from R and S enantiomers of 2,6-diaminopurine analogue were...
5.
Synthesis of fluorosugar analogues of 2,5,6-trichloro-1-(beta-D-ribofuranosyl)benzimidazole as antivirals with potentially increased glycosidic bond stability
Gudmundsson K, Freeman G, DRACH J, Townsend L
J Med Chem . 2000 Jul; 43(12):2473-8. PMID: 10882375
The metabolic instability in vivo of the glycosidic bond of 2,5, 6-trichloro-1-(beta-D-ribofuranosyl)benzimidazole (TCRB) prompted us to design and synthesize the hitherto unreported fluorinated benzimidazole nucleosides 2,5, 6-trichloro-1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)benzimidazole , 2,5, 6-trichloro-1-(3-deoxy-3-fluoro-beta-D-xylofuranosyl)benzimidazole,...
6.
Synthesis and antiviral evaluation of halogenated beta-D- and -L-erythrofuranosylbenzimidazoles
Gudmundsson K, Tidwell J, Lippa N, Koszalka G, van Draanen N, Ptak R, et al.
J Med Chem . 2000 Jul; 43(12):2464-72. PMID: 10882374
A series of 2-substituted benzimidazole D- and L-erythrofuranosyl nucleosides were synthesized and tested for activity against herpesviruses and for cytotoxicity. The D-nucleosides 2,5, 6-trichloro-1-(beta-D-erythrofuranosyl)benzimidazole (8a) and 2-bromo-5,6-dichloro-1-(beta-D-erythrofuranosyl)benzimidazole (8b) were prepared...
7.
6-N-Acyltriciribine analogues: structure-activity relationship between acyl carbon chain length and activity against HIV-1
Porcari A, Ptak R, Borysko K, Breitenbach J, DRACH J, Townsend L
J Med Chem . 2000 Jul; 43(12):2457-63. PMID: 10882373
Triciribine (TCN) and triciribine-5'-monophosphate (TCN-P) are active against HIV-1 at submicromolar concentrations. In an effort to improve and better understand this activity, we have conducted a structure-activity relationship study to...
8.
Synthesis and antiviral evaluation of trisubstituted indole N-nucleosides as analogues of 2,5,6-trichloro-1-(beta-D-ribofuranosyl)benzimidazole (TCRB)
Chen J, Wei Y, DRACH J, Townsend L
J Med Chem . 2000 Jul; 43(12):2449-56. PMID: 10882372
2,5,6-Trichloro-1-(beta-D-ribofuranosyl)benzimidazole (TCRB) and 2-bromo-5,6-dichloro-1-(beta-D-ribofuranosyl)benzimidazole (BDCRB) are nucleosides that exhibit strong and selective activity against human cytomegalovirus (HCMV). Selected polyhalogenated indole nucleosides have now been synthesized as 3-deaza analogues of the...
9.
Deoxy sugar analogues of triciribine: correlation of antiviral and antiproliferative activity with intracellular phosphorylation
Porcari A, Ptak R, Borysko K, Breitenbach J, Vittori S, Wotring L, et al.
J Med Chem . 2000 Jul; 43(12):2438-48. PMID: 10882371
Triciribine (TCN) and triciribine monophosphate (TCN-P) have antiviral and antineoplastic activity at low micromolar or submicromolar concentrations. In an effort to improve and better understand this activity, we have conducted...
10.
Design, synthesis, and biological evaluation of tricyclic nucleosides (dimensional probes) as analogues of certain antiviral polyhalogenated benzimidazole ribonucleosides
Zhu Z, Lippa B, DRACH J, Townsend L
J Med Chem . 2000 Jul; 43(12):2430-7. PMID: 10882370
The polyhalogenated benzimidazole nucleosides 2,5, 6-trichloro-1-(beta-D-ribofuranosyl)benzimidazole (TCRB) and the 2-bromo analogue (BDCRB) were synthesized in our laboratory and established as potent and selective inhibitors of human cytomegalovirus (HCMV) with a...