Synthese und Konstitution des Psoralens

Späth, Ernst; Manjunath, B. L.; Pailer, M.; Jois, H. S.

doi:10.1002/cber.19360690533

Cited by 23 publications

(5 citation statements)

References 5 publications

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“…Psoralene, isomeric with angelicin, was found by Manjunath (111) in the same leguminous plant and its constitution established as furano-2',3',7,6coumarin (I) (241). Psoralene is also found in the leaves of the fig and appears to be widely distributed.…”

Section: Chmentioning

confidence: 95%

The Chemistry of Coumarins.

Sethna¹,

Shah²

1945

Chem. Rev.

292

123

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Section: Chmentioning

confidence: 95%

The Chemistry of Coumarins.

Sethna¹,

Shah²

1945

Chem. Rev.

292

123

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“…Similarly, their extracts were popular Uygur medicines used for vitiligo alone or in combination with XinJiang as well. Coumarins are widely distributed in these plants and have been isolated from their seeds, leaves and fruits [ 84 , 85 , 86 ].…”

Section: Melanogenesis Stimulators From Different Sourcesmentioning

confidence: 99%

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

2017

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Melanin, the compound primarily responsible in humans for hair, eye and skin pigmentation, is produced by melanocytes through a complicated process called melanogenesis that is catalyzed by tyrosinase and other tyrosinase-related proteins. The abnormal loss of melanin causes dermatological problems such as vitiligo. Hence the regulation of melanogenesis and tyrosinase activity is very important for treating hypopigmentary disorders. Many melanogenesis stimulators have been discovered during the past decade. This article reviews recent advances in research on extracts and active ingredients of plants, synthesized compounds with stimulating effect on melanin synthesis and tyrosinase activity, as well as their influence on the expression of related proteins and possible signaling pathways for the design and development of novel anti-vitiligo agents.

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“…In 1936 Späth et al synthesized psoralen from 6-hydroxy-2,3-dihydrobenzofuran by reaction with malic acid and dehydrogenation of the dihydropsoralen intermediate with Pd/C [64,65]. Other furocoumarins were later prepared by reaction of the same compound with ketoesters in a Pechmann-type process [66] or, alternatively, by reaction with acrylonitrile and subsequent dehydrogenation of both rings [67].…”

Section: B1mentioning

confidence: 99%

Furocoumarins in Medicinal Chemistry. Synthesis, Natural Occurrence and Biological Activity

Santana

Uriarte

Roleira

et al. 2004

CMC

197

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The scope of this review encompasses the importance of furocoumarins and the most important developments in this field that have been made in recent years, with particular emphasis placed on the aspects related to medicinal chemistry. A concise and exhaustive overview is given regarding the methods used for the synthesis of these compounds, new furocoumarins isolated from natural sources, and the most significant biological properties associated with these molecules. The section describing the synthetic methods is organized on the basis of the key step used for the formation of the two different oxygenated rings. In this respect there are three possibilities: (i) formation of the furan ring onto the coumarin, (ii) formation of the pyrone ring onto the benzofuran and (iii) the simultaneous formation of both oxygenated rings onto a benzene unit. The most recent preparative approaches are discussed along with modifications or improvements to methods that, though not particularly new, are still commonly used. The recently discovered natural furocoumarins are focused and presented in tables that provide information about its structure and source. The discussion of the biological importance of furocoumarins mainly focuses on their more relevant applications in photochemotherapy, but also provides examples of their versatility in a range of applications in the fields of biology and pharmacology.

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Synthese und Konstitution des Psoralens

Cited by 23 publications

References 5 publications

The Chemistry of Coumarins.

The Chemistry of Coumarins.

Upregulation of Melanogenesis and Tyrosinase Activity: Potential Agents for Vitiligo

Furocoumarins in Medicinal Chemistry. Synthesis, Natural Occurrence and Biological Activity

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