Vermilutin, a xanthone from Penicillium vermiculatum

Proksa, B.; Uhrı́n, Dušan; Adamcová, Jana; Fuska, J.

doi:10.1016/0031-9422(92)80316-7

Cited by 6 publications

(1 citation statement)

References 8 publications

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“…(1)) [166,171], as well as other natural and synthetic derivatives. Naturally occurring xanthones with antitumor activity include simple oxygenated xanthones [99,149,166,170,178,183,184,191], glycosylated xanthones [157,184,196], a sulfonated xanthone [143], prenylated xanthones [133,142,144,147,156,158,160,162,167,172,174,177,184,188,189,191] and their derivatives such as furanoxanthones [134,170,174,184], dihydroxanthones [107,150,154] and pyranoxanthones [156,160,161,174,177,184,189,190]. Moreover, other xanthonic compounds such as xanthonolignoids [134], bisxanthones [132,…”

Section: Biological Activities Targets / Messengers / Associated Procmentioning

confidence: 99%

Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

447

232

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Xanthones or xanthen-9H-ones (dibenzo-gamma-pirone) comprise an important class of oxygenated heterocycles whose role is well-known in Medicinal Chemistry. The biological activities of this class of compounds are associated with their tricyclic scaffold but vary depending on the nature and/or position of the different substituents. In this review, an array of biological/pharmacological effects is presented for both natural and synthetic xanthone derivatives, with an emphasis on some significant studies on structure-activity relationships. The antitumor activity of some xanthones as well as the related targets, particularly PKC modulation studies, is also discussed in detail. Examples of the "hit" compounds involved in cancer therapy, namely DMXAA, psorospermin, mangiferin, norathyriol, mangostins, and AH6809, a prostanoid receptor antagonist, are also mentioned. Finally, a historical perspective of these xanthonic derivatives, their relevance as therapeutic agents and/or their uses as pharmacological tools and as extract components in folk medicine are also highlighted.

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Section: Biological Activities Targets / Messengers / Associated Procmentioning

confidence: 99%

Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

447

232

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Reactivity of 3‐Styrylchromones as Dienes in Diels–Alder Reactions under Microwave Irradiation: A New Synthesis of Xanthones

et al. 2005

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Microwave irradiation under solvent-free conditions induced 3-styrylchromones to undergo Diels-Alder cycloaddition reactions with N-methyl-and N-phenylmaleimide as well as with other dienophiles. In some of these reactions the cycloadducts underwent in situ oxidation to give xanthones, whereas in other cases it was necessary to add DDQ as an oxidant. The reactions of 3-styrylchromones with N-methyland N-phenylmaleimide gave the cycloadducts 4-aryl-1,3-dioxo-3a,4,11a,11b-tetrahydropyrrolo[3,4-c]xanthones, which were oxidised to 4-aryl-1,3-dioxopyrrolo[3,4-c]xanthones with DDQ. The reactions of 3-styrylchromones with 2-(2-nitrovinyl)thiophene gave 2-aryl-3-(2-thienyl)xanthones directly through a Diels-Alder reaction followed by HNO 2 elimination and oxidation. The cycloaddition reactions of 3-styrylchromones described herein are stereoselective. The reac-

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