56822-33-4

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 50-89-5 thymidine 
• 75-75-2 methanesulfonic acid 
• 15981-86-9 1-(2,3'-Anhydro-5'-O-methylsulfonyl-2-deoxy-β-D-threo-pentofuranosyl)thymine 

Downstream Products

• 15981-86-9 1-(2,3'-Anhydro-5'-O-methylsulfonyl-2-deoxy-β-D-threo-pentofuranosyl)thymine 
• 34308-10-6 3'-O-mesylthymidine 
• 928138-25-4 C₁₇H₁₅N₃O₈ 
• 3056-17-5 stavudin 
• 3416-05-5 3'-Deoxythymidine 
• 183428-15-1 1-[(2R,4S,5R)-4-(4-Methoxy-benzylsulfanyl)-5-(4-methoxy-benzylsulfanylmethyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 25526-93-6 alovudine 
• 556826-39-2 5'-monomethoxytritylamino-3'-(N'-9-fluorenylmethoxycarbonylthiouria)-2',3',5'-trideoxythymidine 
• 209255-51-6 5'-monomethoxytritylamino-3'-amino-2',3',5'-trideoxythymidine 
• 29108-89-2 3',5'-dideoxythymidine 
• 134767-53-6 Octanoic acid (2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-ylmethyl ester 
• 7481-90-5 3',4'-anhydrothymidine 
• 15981-86-9 5'-O-mesyl-2,3'-anhydro-thymidine 
• 140175-70-8 1,2,5,6-tetradeoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-β-D-erythro-hexofuranurono-6,3-sultone 

Relevant academic research and scientific papers

Synthesis of 5'-ethynyl-2'-deoxynucleoside analogues as building block for antisense oligonucleotide

New nucleosides and nucleoside analogue dimers were prepared using 5'- ethynyl-2'-deoxynucleoside as starting material.

Synthesis and antiviral activity of boranophosphonate isosteres of AZT and d4T monophosphates

We report synthesis, in vitro antiviral activity, and stability studies in biological media of original boranophosphonate isosteres of AZT and d4T monophophates. A convenient route for the synthesis of 3′-Azido-3′-deoxythymidine-5′-boranophosphonate 8 and 2′,3′-Didehydro-3′-dideoxythymidine-5′-boranopho sphonate 12 is described. H-phosphinates 7 and 11, and α-boranophosphonates 8 and 12 exhibited no significant in vitro activity against HIV-infected cells, neither against a broad panel of viruses, up to 200 μM. The absence of activity of target compounds 8 and 12 can be partially explained by their short half-life in culture medium.

Deoxynucleic Guanidines (DNG)- Modified Oligonucleotides and Methods of Synthesizing Deoxynucleic Guanidine Strands

Disclosed herein are spherical nucleic acids (SNAs) comprising oligonucleotides comprising one or more modified oligonucleotides, and methods of use thereof. Also disclosed are methods of synthesizing modified oligonucleotides for use in therapeutics, inc

Mercury-Free Automated Synthesis of Guanidinium Backbone Oligonucleotides

A new method for synthesizing deoxynucleic guanidine (DNG) oligonucleotides that uses iodine as a mild and inexpensive coupling reagent is reported. This method eliminates the need for the toxic mercury salts and pungent thiophenol historically used in me

Mitochondrial mode of action of a thymidine-based cisplatin analogue breaks resistance in cancer cells

Cisplatin analogue complexes with platinum(II) and palladium(II) starting from 3′,5′-diamino-3′,5′-dideoxy-thymidines were synthesized, both with the D-erythro- and D-threo configurations. Complexes of the general formula [MCl2L] were obtained and characterized. NMR spectroscopic measurements and single crystal X-ray structure analysis showed that the metal centers are coordinated to the ligands by the amino groups in 3′- and 5′-positions and not through the thymine moiety. All ligands and complexes showed no significant in vitro activities except thymiplatin (cis-dichloro(3′,5′-diamino-3′,5′-dideoxy-D-threo- thymidine)platinum(II)). Detailed in vitro studies on the apoptosis pathway in lymphoma (BJAB), leukemia (NALM-6), and melanoma cells (Mel-HO) as well as on transfected or resistant cell lines were carried out. Thymiplatin significantly induced an apoptotic response, which was found to be associated with the loss of mitochondrial membrane potential and with caspase activation. The activity was shown to be independent of Fas-associated protein with death domain (FADD), but dependent on Bcl-2 expression. As a consequence, for thymiplatin a mitochondrial mode of action could be assigned. Moreover, the compound showed activity in cells resistant to common drugs, such as daunorubicin and vincristin, and showed synergistic effects with doxorubicin, vincristin, cytarabin, and daunorubicin. Prove your metal: Cisplatin analogues with platinum(II) and palladium(II) complexes based on 3′,5′-diamino thymidines were synthesized (see figure for an example) and one was found to induce apoptosis mediated by caspase-9 and -3 processing. Thymiplatin was proven to be active on cisplatin, vincristin and daunorubicin resistant leukemia cells, and was synergistic with cytarabin, vincristin, daunorubicin, and doxorubicin in lymphoma cells. Copyright

The synthesis and NMR investigation on novel boron derivatives of stavudine

Preparation and spectroscopic properties of novel boron-containing derivatives of anti-HIV agent stavudine are presented, The new compounds, (5′-O-(4,4,5,5-tetramethyl-1,3,2-dioxaboronate)-2′-3′-didehydro-2′-3′-dideoxythymidine and 5′-O-(dihydroxyboronate)-2′-3′-didehydro-2′-3′-dideoxythymidine), were prepared by direct reaction between stavudine and reagents containing B{single bond}H moieties - pinacolborane and borane-dimethylsulfide complexes, respectively. The boron coordination equilibrium of those compounds was analyzed by water titration monitored by NMR. Results of the DFT calculations and NMR experiments pointed to structural and electronic similarity of tetrahedral boron complexes to phosphate group.

Synthesis and anti-HIV-1 activities of novel podophyllotoxin derivatives

In order to explore the range of biological activities of the podophyllotoxin compound class, a novel series of derivatives of podophyllotoxin, which were conjugates containing stavudine and different structural podophyllotoxin analogues, were designed, synthesized, and evaluated for their anti-HIV-1 activities in vitro. Among these compounds, 19d and 19c showed the highest anti-HIV-1 activities with EC50 values of 0.17 and 0.29 μM and TI values of 466.9 and 354.5, respectively.

Deoxynucleic guanidine: Synthesis and incorporation of purine nucleosides into positively charged DNG oligonucleotides

The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2′-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-p

Simple and efficient method for the synthesis of 2′,3′-didehydro-3′-deoxythymidine (d4T)

2′,3′-Didehydro-3′-deoxythymidine (d4T) is an orally active antiviral drug used in the treatment of AIDS. A novel two-step synthetic method was developed for the synthesis of d4T using inexpensive reagents. An improvement in the yield was achieved for the conversion of the intermediate oxetane to d4T. This is the first simple and efficient method for the large-scale synthesis of d4T.

Synthesis of new homo and heterodinucleosides containing the 2′,3′-dideoxynucleosides AZT and D4T

The synthesis of new dinucleosides of AZT and D4T is described.