20590-54-9

Upstream product

• 20590-53-8 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 76-83-5 trityl chloride 
• 532-20-7 D-xylofuranose 
• 87-72-9 D-Xylose 

Downstream Products

• 58399-76-1 3-Deoxy-3-C-(2'-hydroxyethyl)-1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-ribofuranose 
• 134454-62-9 (E)-methyl 2-((3aR,5S,6aR)-2,2-dimethyl-5-((trityloxy)methyl)furo[2,3-d][1,3]dioxol-6-(3aH,5H,6aH)-ylidene)acetate 
• 134452-54-3 [(3aR,5S,6aR)-2,2-Dimethyl-5-trityloxymethyl-dihydro-furo[2,3-d][1,3]dioxol-(6Z)-ylidene]-acetic acid methyl ester 
• 20590-55-0 1,2-O-Isopropyliden-5-O-triphenylmethyl-α-D-erythro-pentofuranosulose-(3)-oxim 
• 24467-36-5 (3aR,5R,6R,6aR)-2,2,6-Trimethyl-5-trityloxymethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 302582-03-2 3-amino-3-C-cyano-3-deoxy-5-O-trityl-1,2-O-isopropylidene-α-D-xylofuranose 
• 449205-69-0 3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-{[(methoxycarbonyl)methyl]amino}-5-O-trityl-α-D-ribofuranose 
• 110808-34-9 Toluene-4-sulfonic acid (3aR,5R,6R,6aR)-6-hydroxy-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester 
• 1012796-07-4 3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-{[(S)-1-(methoxycarbonyl)-2-phenylethyl]amino}-5-O-trityl-α-D-ribofuranose 
• 1012796-11-0 3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-{[(R)-1-(methoxycarbonyl)-2-phenylethyl]amino}-5-O-trityl-α-D-ribofuranose 
• 1012796-10-9 3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-{[(R)-1-(methoxycarbonyl)ethyl]amino}-5-O-trityl-α-D-ribofuranose 
• 1327159-21-6 1,2-O-isopropylidene-3-C-acetonyl-5-O-trityl-α-D-ribofuranose 
• 20590-57-2 1,2-O-isopropylidene-5-O-trityl-α-D-ribofuranose 
• 55735-86-9 3,5-O-dibenzyloxy-1,2-O-isorpopylidene-α-D-ribofuranose 

Relevant academic research and scientific papers

Discovery of cytochrome bc1 complex inhibitors inspired by the natural product karrikinolide

The cytochrome bc1 complex (cyt bc1 or complex III) is a promising target of numerous antibiotics and fungicides. With an aim to indentify new lead structures for the bc1 complex, a series of novel inhibitors were discovered from the natural product karrikinolide for the first time. Extensive screening results suggested variable inhibitory activities of these compounds against succinate-cytochrome reductase [SCR, a mixture of respiratory complex II (SQR) and complex III (the bc1 complex)], implying the essential role of a 4-substituted phenyl group for the high potency. Exceptionally, compound 12g showed excellent inhibition potency having an IC50 value in the sub-micromolar range, demonstrating its higher potency than the commercial control amisulbrom by over two orders of magnitude. Further experiments inferred that these newly prepared compounds mainly target the bc1 complex. Seemingly, this work has presented a new lead scaffold for further development of bc1 complex inhibitors.

ANTIBODY-STING AGONIST CONJUGATES AND THEIR USE IN IMMUNOTHERAPY

The present disclosure relates to, among other things, antibody-drug conjugates comprising a STING agonist cyclic di-nucleotide conjugated to an antibody, preparation methods therefor, and uses therefor.

CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE

Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.

The convergent synthesis and anticancer activity of broussonetinines related analogues

The convergent synthesis of broussonetinines related congeners 3 and 4 with the simple C13 alkyl side chain and differently configured pyrrolidine skeleton has been achieved. Our approach relied on the [3,3]-sigmatropic rearrangements of chiral allylic substrates derived from D-xylose. Cross metathesis of the common oxazolidinone intermediates 7 and 8 with tridec-1-ene followed by alkylative cyclization completed the construction of both C-alkyl iminosugars. The targeted compounds 3 and 4 were screened for antiproliferative/cytotoxic activities against multiple cancer cell lines by MTT assay. Compound 3 exhibited very good in vitro potency on Caco-2 and Jurkat cell lines with IC50 value of 5.1 μM and 5.8 μM, respectively.

Karrikins from plant smoke modulate bacterial quorum sensing

The discovery that plant smoke contains germination stimuli has led to the identification of a new class of signaling molecules named karrikins. Here we report a potential second role for these molecules: in various bacterial species-A. tumefaciens, P. aeruginosa and V. harveyi-they modulate bacterial quorum-sensing (QS), with very different outcomes. the Partner Organisations 2014.

Isonucleosides with exocyclic methylene groups

Synthesis of isonucleosides 13, 14, 16, and 17, bearing an exocyclic methylidene group at the sugar moiety, starting from a 3-keto sugar is described. The keto compound was converted to the methylene-sugar 10b (Scheme 1), which was coupled with nucleobase