1456899-53-8

Upstream product

• 876917-12-3 (2R,3S,4S)-4-azido-3-benzyloxytetrahydrofuran-2-carbaldehyde 

Downstream Products

• 1456899-55-0 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-56-1 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-57-2 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-octyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-58-3 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-nonyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-59-4 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-decyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-60-7 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-dodecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-61-8 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-tetradecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-62-9 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-hexadecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-63-0 tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-octadecyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 
• 1456899-54-9 (2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran 

Relevant academic research and scientific papers

Synthesis and preliminary biological evaluation of 1,2,3-triazole-Jaspine B hybrids as potential cytotoxic agents

Two series of more available novel 1,2,3-triazole-Jaspine B hybrids were efficiently synthesized employing click chemistry approach and evaluated for their cytotoxic activities against three human cancer cell lines (EC-9706, MGC-803 and MCF-7). Among them, compound 14h showed excellent inhibition against MCF-7 (IC50 = 1.93 μM) and was more potent than 5-Fu and Jaspine B against all three cancer cell lines. Further investigation of apoptosis assay and cell cycle analysis demonstrated that compound 14h caused cellular early and late apoptosis and arrested the cell cycle at G2/M phase in a concentration- and time-independent manner. This was the first report about the synthesis and in vitro cytotoxic evaluation of 1,2,3-triazole-Jaspine B hybrids.

Synthesis and evaluation of the antitumor activities of two series of Jaspine B analogues bearing 2-alkyloxymethyl group

Two series of jaspine B analogues bearing 2-alkyloxymethyl group have been synthesized and evaluated for their cytotoxicity against four cancer cell lines, including Eca-109, EC-9706, B16-F10 and MCF-7 cells. Most of the compounds exhibited potent cytotoxic activity against all four cell lines. The results also revealed that some of the analogues prepared in the current study exhibited comparable or better in vitro antitumor activity to jaspine B. Compound 9g, in particular, displayed the most potent antitumor activity of all of the compounds prepared in the current study with an IC50 value of 2.0 ± 0.4 μM towards B16-F10 cells, which was better than that of jaspine B (IC50 = 5.08 ± 0.6 μM). The results of a structure-activity relationship study showed that the oxygen atom and the length of the alkyl chain have an effect on the cytotoxic activity of these compounds.

Jaspine B and 3-epi Jaspine B oxo analogs, and preparation method and application thereof

The invention belongs to the field of pharmaceutical chemistry, and discloses Jaspine B and 3-epi Jaspine B oxo analogs with antitumor activity, and a preparation method and application thereof. Three reaction steps are performed to simply and quickly obtain the target products of which the structural general formulae are disclosed in the specification, wherein n is 6, 7, 8, 9, 11, 13, 15 or 17. The in-vitro antitumor activity experiment proves that the compounds have obvious inhibiting and killing effects on multiple tumor cells, thereby providing screening drugs for the development of novel antineoplastic drugs.