13710-70-8Relevant articles and documents
Four novel furanocoumarin glucosides, candinosides A, B, C and D, from Heracleum candicans Wall
Inoue, Atsuko,Shibano, Makio,Taniguchi, Masahiko,Baba, Kimiye,Wang, Nian-He
, p. 116 - 121 (2011)
Four novel furanocoumarin glucosides, candinosides A, B, C and D (1-4), were isolated from the roots of Heracleum candicans Wall. Their structures were established using chemical and spectral methods.
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Abyshev
, (1974)
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Enantioselective total syntheses of (+)-decursin and related natural compounds using catalytic asymmetric epoxidation of an enone
Nemoto, Tetsuhiro,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 6889 - 6897 (2003)
The enantioselective total syntheses of (+)-decursin (1) and related natural dihydropyranocoumarins (-)-prantschimgin (3), (+)-decursinol (4), and (+)-marmesin (5) were achieved for the first time using catalytic asymmetric epoxidation of an enone as the key step. Catalytic asymmetric epoxidation of the enone was effectively promoted by the novel multifunctional asymmetric catalyst generated from La(O-i-Pr)3, BINOL, and Ph3As=O in a 1:1:1 ratio to afford epoxide in 94% yield and 96% ee, which was recrystallized to give optically pure epoxide. After conversion to the common key intermediate (-)-peucedanol (7), all natural dihydropyranocoumarins were synthesized through palladium-catalyzed intramolecular C-O coupling reactions. A possible reaction mechanism of the catalytic asymmetric epoxidation of enones is also described based on X-ray analysis, laser desorption/ionization time-of-flight mass spectrometry, kinetic studies, and asymmetric amplification studies.
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Starkowsky,Badran
, p. 1818 (1958)
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Furocoumarins from Prangos ferulacea
Eshbakova,Saidkhodzhaev,Baser,Duman,Vdovin,Abdullaev
, p. 102 - 103 (2006)
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Coumarins from Ferulago capillaris and F. brachyloba
Jimenez, Benedicto,Grande, Maria Concepcion,Anaya, Josefa,Torres, Pascual,Grande, Manuel
, p. 1025 - 1031 (2000)
Four new coumarins, (+)-senecioylprangol, (-)-3'-senecioyloxymarmesin, (+)-3'-hydroxyprantschimgin and (+)-2''-senecioyloxymarmesin, besides 12 known coumarins have been isolated from two Ferulago species. Their structures have been established by spectroscopic methods and partial synthesis. New synthetic 3'-oxocoumarins are also described. There is a remarkable difference in the contents of the most abundant coumarins found in the roots of both species: osthol and aurapten are specific to F. capillaris and F. brachyloba, respectively. (C) 2000 Elsevier Science Ltd.
Synthesis of coumarin derivatives and their cytoprotective effects on t-BHP-induced oxidative damage in HepG2 cells
Ando, Tomomi,Nagumo, Mina,Ninomiya, Masayuki,Tanaka, Kaori,Linhardt, Robert J.,Koketsu, Mamoru
supporting information, p. 2422 - 2425 (2018/06/20)
Coumarins are ubiquitous in higher plants and exhibit various biological actions. The aim of this study was to investigate the structure-activity relationships of coumarin derivatives on tert-butyl hydroperoxide (t-BHP)-induced oxidative damage in human hepatoma HepG2 cells. A series of coumarin derivatives were prepared and assessed for their cytoprotective effects. Among these, a caffeoyl acid-conjugated dihydropyranocoumarin derivative, caffeoyllomatin, efficiently protected against cell damage elicited by t-BHP. Our findings suggest that caffeoyllomatin appears to be a potent cytoprotective agent.
Glycosides from the methanol extract of Notopterygium incisum
You, Mei,Xiong, Juan,Zhao, Yun,Cao, Lei,Wu, Shi-Biao,Xia, Gang,Hu, Jin-Feng
body text, p. 1939 - 1943 (2012/06/15)
Five new (15) and twelve known (617) different types of glycosides together with a known sesquiterpene triol (18) were isolated from the methanol extract of the rhizomes of Notopterygium incisum. The new structures were elucidated by means of spectroscopic and chemical methods to be pregn-5-en-3,20(S)-diol-3-O- bis - D-glucopyranosyl-(l2,16) - D-glucopyranoside (1), oleuropeic aldehyde 8-O - D-glucopyranoside (2), 2(R)-(3,4-dimethoxyphenyl)-propane-1,3-diol-1-O - D-glucopyranoside (3), eudesman-3,4,11-triol-11-O - D-glucopyranoside (4), and marmesin-11-O - D-glucopyranosyl-(16) - D-glucopyranoside (5). The absolute configuration of the aglycone in compound 3 was assigned by application of Klyne's rule. Georg Thieme Verlag KG Stuttgart - New York.
