99420-08-3Relevant academic research and scientific papers
Microwave-assisted efficient and green synthesis of hydroxyxanthone in water
Zhang, Xiao-Jin,Ye, Suo-Fu,Zhang, Yu,Meng, Hu-Yan,Zhang, Ming-Qian,Gao, Wen-Lei,You, Qi-Dong
experimental part, p. 2952 - 2958 (2012/08/13)
An efficient and green procedure has been developed for the synthesis of hydroxyxanthones from substituted 2,2-dihydroxybenzophenone precursors via microwave-assisted base-catalyzed cyclization in water. This method provides excellent yields of products in a short time, making it a useful strategy for the synthesis of structurally diverse hydroxyxanthones.
Synthesis, SAR and biological evaluation of natural and non-natural hydroxylated and prenylated xanthones as antitumor agents
Zhang, Xiaojin,Li, Xiang,Tao, Lei,Gao, Yuan,Gong, Dandan,Xi, Meiyang,Xu, Xiaoli,Guo, Qinglong,You, Qidong,Ye, Suofu,Zhang, Yu,Meng, Huyan,Zhang, Mingqian,Gao, Wenlei
, p. 1012 - 1025,14 (2012/12/12)
In order to explore the detailed structure-activity relationship (SAR) around xanthone scaffold bearing hydroxyl and prenyl moieties, twenty-nine natural and non-natural hydroxylated and prenylated xanthones have been synthesized and evaluated for their in vitro anti-proliferative activities against five human cancer cell lines, including HepG2 (hepatocelluar carcinoma), HCT-116 (colon carcinoma), A549 (lung carcinoma), BGC823 (gastric carcinoma) and MDAMB- 231 (breast carcinoma). The SAR analysis revealed that the anti-proliferative activity of the xanthones is substantially influenced by the position and number of attached hydroxyl and prenyl groups, and the presence of hydroxyl group ortho to the carbonyl function of xanthone scaffold contributes significantly to their cytotoxicity. The new prenylated xanthone 20 with a relatively simple structure, namely 1,3,8-trihydroxy-2-prenylxanthone, was found to exhibit potent antitumor activities comparable to mangostin against all the five cancer cell lines. Further mechanistic studies suggested that compound 20 induces apoptosis and causes cell cycle arrest at S phase in HepG2 cells. These results have highlighted compound 20 as a new potential lead candidate for future development of novel potent broad-spectrum antitumor agents.
Synthesis of a stable mimic for the ring closed form of gallein, featuring a novel one pot boron tribromide mediated intramolecular cyclisation process
Crew, Andrew P. A.,Lyons, Amanda J.,Camp, Nicholas P.
, p. 1133 - 1135 (2007/10/03)
Treatment of 9-{2-[1-(1,3-dioxalan-2-yl)ethyl]phenyl}-3,4,5,6-tetrabenzyloxy-9H-xanthen-9-o l 14 with excess boron tribromide at -78°C, and warming to room temperature, provides a facile route to 3,4,5,6-tetrahydroxy-spiro(1H-indene-1,9-[9H]-xanthene-3-(2
γ-Pyrone compounds. II: Synthesis and antiplatelet effects of tetraoxygenated xanthones
Lin,Liou,Ko,Teng
, p. 1109 - 1112 (2007/10/02)
Norathyriol and its analogues, 1,3,5,6-, 3,4,5,6-, 3,4,6,7- and 2,3,6,7- tetrahydroxyxanthone, were synthesized from benzophenone precursors by Friedel-Crafts acylation and subsequent base-catalyzed cyclization to eliminate methanol. Both 3,4,6,7- and 2,3,6,7-tetrahydroxyxanthone tetraacetate showed potent anti-platelet aggregation effects on arachidonic acid-induced platelet aggregation. 3,4,6,7-Tetrahydroxyxanthone tetraacetate and 1,3,5,6-tetrahydroxyxanthone showed potent and significant anti-platelet aggregation effects on collagen-induced platelet aggregation.
