- Syntheses of xanthone derivatives and their bioactivity investigation
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Sixteen substituted 1-hydroxy-3-methylxanthones were synthesized in one step. The yields ranged from 33 to 76%. Then, the antitumor, antioxidant, anti-tyrosinase, anti-pancreatic lipase, and antifungal activities of compounds 1–16 were evaluated. Compounds 10–12 and 14 inhibited tyrosinase and pancreatic lipase activity to a certain extent, respectively. Compound 16 exhibited obvious cytotoxicity against fifteen cancer cells, moderate antioxidant activity, and moderate inhibitory activity against Candida albicans. In particular, compound 16 exhibited strong inhibitory activity against A-549 and A549/Taxol cells. These results demonstrated that compounds 10–12, 14, and 16 are promising leads for further structural modification. (Figure presented.).
- Zhou, Bei-Dou,Weng, Zhi-Min,Tong, Yu-Gui,Ma, Ze-Tong,Wei, Rong-Rong,Li, Jia-Li,Yu, Zi-Han,Xu, Gui-Fen,Fang, Yuan-Yuan,Ruan, Zhi-Peng
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Read Online
- Synthesis of quinone and xanthone analogs of rhein
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A new strategy based on carbonylation of aryl triflates has been developed to prepare 7-methyl rhein from emodin and new xanthone analogs of rhein. This approach avoids the oxidation step of methyl derivatives with toxic chromium salts. Although possessing the same structural arrangement of phenol and carboxylic acid functions as found in rhein, these new xanthone derivatives have no activity against IL-1. Thus, the quinone moiety of rhein appears to be essential for activity.
- Fonteneau, Nadia,Martin, Philippe,Mondon, Martine,Ficheux, Hervé,Gesson, Jean-Pierre
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- A green and regioselsctive synthesis of xanthone and thioxanthone derivatives in the presence of heteropoly acid under microwave irradiation
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One-pot preparation of a variety of pharmacologically pertinent xanthone heterocycles has efficiently been achieved from their respective phenol compounds and salicylic acid/thiosalicylic acid in the presence of the catalytic amount of heteropoly acid. Most of the reactions showed high regioselectivity and produced xanthones/thioxanthones in good yields under microwave irradiation.
- Nasseri, Mohammad A.,Alizadeh, Somayyeh,Zakerinasb, Batol,Beni, Alireza Salimi
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p. 338 - 344
(2014/05/20)
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- Identification of Xanthones as Selective Killers of Cancer Cells Overexpressing the ABC Transporter MRP1
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Multidrug-resistance protein1 (MRP1) belongs to the ATP-binding cassette (ABC) transporter family. MRP1 mediates MDR (multidrug resistance) by causing drug efflux either by conjugation to glutathione (GSH) or by co-transport with free GSH (without covalen
- Genoux-Bastide, Estelle,Lorendeau, Doriane,Nicolle, Edwige,Yahiaoui, Samir,Magnard, Sandrine,DiPietro, Attilio,Baubichon-Cortay, Helene,Boumendjel, Ahcene
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experimental part
p. 1478 - 1484
(2012/06/18)
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- Synthesis of hexacyclic parnafungin A and C models
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A convergent, practical route to unstable hexacyclic parnafungin A and C models has been developed. Two iodoxanthones were prepared in four or five steps (33-50% overall yield). Suzuki-Miyaura coupling of the iodoxanthones with excess readily available 3-
- Zhou, Quan,Snider, Barry B.
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scheme or table
p. 8224 - 8233
(2011/02/23)
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- Studies in Synthesis of Xanthone Derivatives: Part III+ - A New One-step Synthesis of Xanthones
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Ethyl salicylate condenses with different phenols in refluxing diphenyl ether to give various xanthones in good yields.In the case of resorcinol, hydroquinone, catechol and 3,4-xylenol corresponding phenyl salicylate derivatives are also obtained.Condensation with hydroxycoumarins affords pyranoxanthones, which can not be prepared by the Pechmann condensation of hydroxyxanthones.The structures of the intermediates and final products are established by spectral data (IR, PMR and 13C NMR).
- Patolia, Ravji J.,Trivedi, K. N.
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p. 444 - 447
(2007/10/02)
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