The induction of oxidative stress in cervix carcinoma cells by levoglucosenone derived 4-S-salicyl derivative and (1–4)-S-thio-disaccharides. Part 4

New N-Adducts of Thiadiazole and Thiazoline with Levoglucosenone and Evaluation of Their Significant Cytotoxic (Anti-Cancer) Activity

“…Our collection of FCPs includes monosaccharides containing hemi-thioketal functionality, where the sulfur atom comprises a part of the ring and thio sugar derivatives with a sulfur atom as a bridge connecting various motifs [ 2 , 3 ]. The most interesting FCP, with both strong anticancer and antimicrobial potential, is (1–4)- S -thiodisaccharide, which has two sugar moieties linked by a sulfur bridge (named FCP6) [ 4 , 5 ] ( Figure 1 ).…”

Synthesis of Levoglucosenone‐derived Thiosemicarbazones as Promising Antituberculosis Agents

“…[7,8] As a consequence, levoglucosenone has been used as building block for the synthesis of a variety of de novo compounds with remarkable structural variability and wide spectrum of biological activities such as antibacterial and antitumoral. [7,[9][10][11][12][13][14][15] The most popular strategies for the synthesis of potentially bioactive compounds from 1 (Scheme 1) involve its functionalization at the C-3 position (for example, through αhalogenation followed by cross-coupling reactions), [9,16] at the C-4 position (taking advantage of its exceptional reactivity as Michael acceptor), [10,12,[16][17][18][19][20] or both through the activated alkene towards 1,3-dipolar reactions or related cycloadditions. [13,21] The functionalization at C-2 has been, on the contrary, much less explored.…”

“…Among the vast array of platform molecules that can be obtained through the pyrolysis of cellulosic feedstocks, [5,6] levoglucosenone has attracted special attention due to its chemical versatility and the excellent stereochemical control offered by the bicyclic ring‐system [7,8] . As a consequence, levoglucosenone has been used as building block for the synthesis of a variety of de novo compounds with remarkable structural variability and wide spectrum of biological activities such as antibacterial and antitumoral [7,9–15] . The most popular strategies for the synthesis of potentially bioactive compounds from 1 (Scheme 1) involve its functionalization at the C‐3 position (for example, through α‐halogenation followed by cross‐coupling reactions), [9,16] at the C‐4 position (taking advantage of its exceptional reactivity as Michael acceptor), [10,12,16–20] or both through the activated alkene towards 1,3‐dipolar reactions or related cycloadditions [13,21] .…”

Synthesis of Triazole Derivatives of Levoglucosenone As Promising Anticancer Agents: Effective Exploration of the Chemical Space through retro-aza-Michael//aza-Michael Isomerizations

“…The utility of levoglucosenone in the field of medicinal chemistry has also been explored. ,, Perhaps the most important discoveries are related to the promising anticancer activities exhibited by many of its derivatives . For instance, the group of Peri developed new Ras inhibitors from levoglucosenone-derived isoxazolidines, showing an interesting toxicity against several tumor cell lines .…”