14159-13-8Relevant articles and documents
Concise and efficient synthesis of linear furocoumarins: Psoralen and 4-methylpsoralen
Zhang, Bang-Le,Wang, Fang-Dao,Yue, Jian-Min
, p. 63 - 70 (2007)
A method for the rapid synthesis of psoralen and 4-methylpsoralen has been developed. The key intermediates, coumarinyloxyaldehydes, were obtained in only two steps from the easily available starting materials, 7-hydroxycoumarin derivatives, by an oxidative procedure. By using Swern oxidation, psoralen and 4-methylpsoralen were finally produced in the overall yields of 71% and 67%, respectively. Copyright Taylor & Francis Group, LLC.
Novel furocoumarin derivatives stimulate melanogenesis in b16 melanoma cells by up-regulation of mitf and tyr family via Akt/GSK3β/β-catenin signaling pathways
Niu, Chao,Yin, Li,Aisa, Haji Akber
, (2018)
The extracts of Ficuscarica L. and Psoralen corylifolia L. are traditional Uygur medicines for the treatment of vitiligo, and its active ingredients furocoumarins, were are found to be the most effective agents against this skin disorder nowadays. Therefore, a series of novel easter derivatives (8a–8p) of furocoumarin were designed and synthesized based on our previous research to improve this activity in the present study. The synthesized derivatives were biologically evaluated for melanin synthesis in murine B16 cells and the SAR (structure-activity relationship) was summarized. Eight derivatives were more potent than positive control (8-MOP, 8-methoxypsoralan), especially compounds 8n (200%) and 8o (197%), which were nearly 1.5-fold potency when compared with 8-MOP (136%). Furthermore, the signaling pathway by which 8n activates the melanin biosynthesis was defined. Our results showed that it not only elevated the melanin content, but also stimulated the activity of tyrosinasein a concentration-dependent manner. Increasing of phosphorylation of Akt (also named PKB, protein kinase B) and non-activated GSK3β (glycogen synthase kinase 3 beta), which inhibited the degradation of β-catenin were observed through Western blot analysis. The accumulation of β-catenin probably led to the activation of transcription of MITF (microphthalmia-associated transcription factor) and TYR (tyrosinase) family, as well as the subsequent induction of melanin synthesis.
Psoralen ester derivatives and applications thereof
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, (2017/05/18)
The invention relates to psoralen ester derivatives and applications thereof; the compounds comprise 4-methyl-7-hydroxy coumarin (an intermediate 1), 4-methyl-7-hydroxyethoxy coumarin (an intermediate 2), 4-methyl-7-formyl methoxy coumarin (an intermediate 3), 5-methyl-7H-furan[3,2-g]benzopyran-7-one (a compound 4), 7-oxo-7H-furan[3,2-g] benzopyran-5-formaldehyde (a compound 5), 5-hydroxymethyl-7H-furan[3,2-g]benzopyran-7-one (a compound 6), (7-oxo-7H-furan[3,2-g]benzopyran-5-yl)methyl acetate (a compound 7) and compounds 8a-8p. The 20 psoralen ester derivatives have influence on generation of melanin in mouse B16 cells and have the inhibitory effect on candida albicans, escherichia coli and staphylococcus aureus. The compounds 4-7, the compounds 8a-8d and the compounds 8k-8o are used for preparation of drugs for treating leucoderma. The obtained psoralen Schiff base derivatives are used for preparation of drugs for treatment of candida albicans infection, and the compound 5 and the compound 7 are also used for preparation of drugs for treatment of staphylococcus aureus infection.
