32013-77-7Relevant academic research and scientific papers
Studies on the oxidative cyclization of 3-hydroxyalkyl-1,2,4- trialkoxynaphthalenes and synthetic application for the biologically active natural compound rhinacanthone
Ogata, Tokutaro,Doe, Misae,Matsubara, Aya,Torii, Eri,Nishiura, Chiaki,Nishiuchi, Arisa,Kobayashi, Yusuke,Kimachi, Tetsutaro
, p. 502 - 509 (2014/01/06)
The oxidative intramolecular cyclization of 3-hydroxyalkyl-1,2,4- trimethoxynaphthalenes was investigated. A series of 1,2-naphthoquinone fused cyclic ethers were synthesized directly from 3-hydroxyalkyl-1,2,4- trimethoxynaphthalenes by exposure to diammonium cerium (IV) nitrate. To understand the reaction mechanism, the intramolecular cyclization of 3-hydroxyalkyl-naphthoquinones that were formed as reaction intermediates was also examined. The results suggested that the reaction proceeds by a stepwise oxidation-cyclization mechanism. Using this methodology, five-step synthesis of rhinacanthone was achieved with high yield.
PHARMACEUTICAL COMPOSITION FOR TREATMENT AND PREVENTION OF RESTENOSIS
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Page/Page column 54; 55, (2008/12/06)
Provided is a pharmaceutical composition for the treatment and/or prevention of restenosis including (a) a therapeutically effective amount of a particular compound represented by Formula 1 and 2, or a pharmaceutically acceptable salt, prodrug, solvate or isomer thereof, and (b) a pharmaceutically acceptable carrier, a diluent or an excipient, or any combination thereof.
PHARMACEUTICAL COMPOSITION FOR THE TREATMENT AND PREVENTION OF DISEASES INVOLVING IMPOTENCE
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Page/Page column 55, (2008/12/06)
Disclosed is a pharmaceutical composition for the treatment and/or prevention of erectile dysfunction, comprising (a) a therapeutically effective amount of a compound represented by Formula 1 or 2, and (b) a pharmaceutically acceptable carrier, a diluent or an excipient, or any combination thereof.
Potent antitumor activity of synthetic 1,2-naphthoquinones and 1,4-naphthoquinones
Kongkathip, Ngampong,Kongkathip, Boonsong,Siripong, Pongpun,Sangma, Chak,Luangkamin, Suwaporn,Niyomdecha, Momad,Pattanapa, Suppachai,Piyaviriyagul, Suratsawadee,Kongsaeree, Palangpon
, p. 3179 - 3191 (2007/10/03)
Rhinacanthone (1) and two 1,2-pyranonaphthoquinones (2,3) were synthesized and found to show very potent cytotoxicity against three cancer cell lines (KB, HeLa and HepG2) with IC50 values of 0.92-9.63 μM, whereas the corresponding hydroxylated derivative 4 had reduced cytotoxicity (IC50 values of 7.61-24.13 μM). Three 1,2-furanonaphthoquinone derivatives (5-7) were also synthesized with similar cytotoxicity as 1,2-pyranonaphthoquinones. In comparison to 1,2-naphthoquinones, six 1,4-naphthoquinones derivatives fused with pyran ring (8-10) and furan ring (11-13) were synthesized and they showed less cytotoxicity or inactive to the cancer cell lines. Moreover, compound 13 had significant cytotoxicity against HeLa cell line (IC50 value of 9.25 μM) while it showed no toxic to vero cell.
