Disease relevance of NSC12245

• Two other sweeteners, neohesperidin dihydrochalcone and xylitol, had no detectable mutagenic activity in any of these assays using his- Salmonella typhimurium strains TA100 or TA98 [1].
• Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase [2].
• Eubacterium ramulus and Clostridium orbiscindens were not capable of converting neohesperidin dihydrochalcone [3].
• The dihydrochalcone phloretin induced apoptosis in B16 mouse melanoma 4A5 cells and HL60 human leukemia cells [4].

High impact information on NSC12245

• Phloretin is a dihydrochalcone flavonoid that displays a potent antioxidant activity in peroxynitrite scavenging and the inhibition of lipid peroxidation [5].
• Hesperetin dihydrochalcone and neohesperidin dihydrochalcone, at p.o. doses of 100-1000 mg/kg, did not increase the micronucleus frequency in bone marrow erythrocytes 6 h after the second of 2 doses 24 h apart, nor did rhamnetin at 48 or 96 h after a single i.p. dose of 1000 mg/kg [6].
• 4 important flavonoid compounds, namely quercetin, kaempferol, neohesperidin dihydrochalcone and rutin, were administered to male mice for the detection of gross chromosomal anomalies by the micronucleus test [7].
• Phytochemical studies on the stem bark of Guibourtia tessmanii yielded a dihydrochalcone glucoside, 2',4-dihydroxy-4'-methoxy-6'-O-beta-glucopyranoside dihydrochalcone and a new stilbene glycoside, 3,5-dimethoxy-4'-O-(beta-rhamnopyranosyl-(1-->6)-beta- glucopyranoside) stilbene besides the known pterostilbene [8].
• The processed leaves and stems of Aspalathus linearis contain a new diastereomeric pair of the flavanones, (S)- and (R)-eriodictyol-6-C-beta-D-glucopyranoside, which is also formed via the oxidative cyclization of the dihydrochalcone, aspalathin, under conditions which mimic the fermentation process [9].

Biological context of NSC12245

• Partial hydrolysis of hesperidin at 140 degrees C was used for the preparations of hesperetin-7-glucoside, which has a value in the synthesis of dihydrochalcone sweeteners [10].
• Phloretin, a naturally occurring dihydrochalcone, is known to inhibit tumor cell growth in vitro and in vivo [11].
• Catalytic hydrogenation of these flavanones gave the corresponding DHC derivatives [12].
• Antioxidant properties of neohesperidin dihydrochalcone: inhibition of hypochlorous Acid-induced DNA strand breakage, protein degradation, and cell death [13].

Associations of NSC12245 with other chemical compounds

• A chalcone and a dihydrochalcone from Uvaria dulcis [14].
• Smilax glyciphylla is a rich source of the dihydrochalcone glycyphyllin [15].
• The aim of this study is to evaluate the antioxidant and radical scavenging properties of neohesperidin dihydrochalcone and other structurally related compounds (phloridzin, neohesperidin) toward different reactive radical and oxygen species including .ABTS(+), .O(2)(-), .OH, H(2)O(2), and HOCl in vitro [13].

References