The Synthesis and Antibiotic Activity of Analogs of Citrinin and Dihydrocitrinin

Warren, Harold H.; Dougherty, Gregg; Wallis, Everett S.

doi:10.1021/ja01571a051

Cited by 13 publications

(1 citation statement)

References 2 publications

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“…A citrinina apresentou atividade antibiótica, [43][44] inibidor da biossíntese de colesterol e triglicerídeos, 48 inibidor da biossíntese de DNA e RNA, [49][50] supressor da resposta imunitária, 48 além de atividade antifúngica e antiprotozoária. [49][50] A exposição de humanos a citrinina ainda não foi muito bem determinada pois, não há informações suficientes sobre o nível residual da toxina em alimentos.…”

Section: Atividade Biológica E Toxidez Da Citrininaunclassified

History, Applications, Activity and Changes of Citrinin

Cruz

Costa

Figueroa‐Villar

2016

Revista Virtual De Química

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Abstract:Citrinin is a natural product obtained from fungi and with good biological activity. Because this compound also presents toxicity, especially being nephrotoxicity, its structural modification is important to obtain new potential pharmacological agents without toxicity. This article presents the history, obtention methods, synthesis, structural modification, evaluation and biological activity of citrinin.Keywords: Citrinin; Penicillium; mycotoxins; biosynthesis; antibiotic; nephrotoxicity. ResumoA Citrinina é um produto natural obtido de fungos e com boa atividade biológica. Como ela também apresenta certa toxidez, especialmente sendo nefrotóxica, é importante sua modificação estrutural para obter novos fármacos sem essa toxidez. Este artigo apresenta a história, os métodos de obtenção, síntese, modificação estrutural, avaliação e atividade biológica da citrinina.

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Section: Atividade Biológica E Toxidez Da Citrininaunclassified

History, Applications, Activity and Changes of Citrinin

Cruz

Costa

Figueroa‐Villar

2016

Revista Virtual De Química

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The Total Synthesis of Naturally Occurring Oxygen Ring Compounds

Dean

1973

Total Synthesis of Natural Products

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Synthesis of Oxacycles Employing the Oxa‐Pictet–Spengler Reaction: Recent Developments and New Prospects

2011

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The oxa‐Pictet–Spengler cyclization is the oxygen variation of the Pictet–Spengler reaction, in which an aromatic alcohol component (generally a β‐arylethyl alcohol) reacts with acarbonyl component (aldehyde, ketone or their masked derivatives), to yield a 1‐substituted (or 1,1′‐disubstituted)pyran fused to the aromatic ring system found in the starting alcohol. The transformation is usually promoted by Brønsted and Lewis acids. Intramolecular versions of the reaction are also known, where both components are mutually masked as an acetal. Discussed here are aspects concerning the most recent developments and new applications of this useful reaction, including the scope and limitations of new promoters, and new mechanistic pictures of this transformation. The use of novel stereochemical control strategies and the application of the reaction to the synthesis of natural products and their analogs, as well as to accessing fully synthetic bioactive compounds and new ring systems are presented, and chiral versions of the oxa‐Pictet–Spengler are also analyzed.

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The Synthesis and Antibiotic Activity of Analogs of Citrinin and Dihydrocitrinin

Cited by 13 publications

References 2 publications

History, Applications, Activity and Changes of Citrinin

History, Applications, Activity and Changes of Citrinin

The Total Synthesis of Naturally Occurring Oxygen Ring Compounds

Synthesis of Oxacycles Employing the Oxa‐Pictet–Spengler Reaction: Recent Developments and New Prospects

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