Xanthone-2-carboxylic acids, a new series of antiallergic substances

Pfister, Jürg R.; Ferraresi, R. W.; Harrison, I. T.; Rooks, Wendell H.; Roszkowski, Adolph P.; Horn, Anton; Fried, J. H.

doi:10.1021/jm00280a010

Cited by 47 publications

(40 citation statements)

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“…To this end, the structure-activity relationship (SAR) studies are currently available for the following activities: tuberculostatic [16,[85][86][87], antimycotic [88], antimalarial [89,90], antiplatelet [91][92][93][94], antithrombotic [95], antiinflammatory [54,96,97], antiallergic [13,22,24], antitumor [7,17,81,[98][99][100][101][102][103][104][105][106][107], antimutagenic [108][109][110], and antioxidant [38,43,55]. Furthermore, SAR studies have been also developed in the field of adrenergic blocking agents [7,11] [112], leukotriene (LT) B4 receptors blocking agents [113][114][115], as well as for effects on several enzymes, such as acetylcholinesterase [116,117], aldose reductase [118], aromatase …”

Section: Biological Activitiesmentioning

confidence: 99%

“…These include DMXAA (2), psorospermin (12) and AH6809 (11). On the other hand, the use of some xanthone containing extracts in traditional medicine makes imperative to have a detailed discussion of some xanthones such as mangiferin (13), norathyriol (14), α-mangostin (16) and the related prenyl xanthones (17)(18)(19), as well as their effects on mammalian cellular systems.…”

Section: Some "Hit"/lead Xanthone Derivativesmentioning

confidence: 99%

“…Meanwhile, in a continuing study with aminoalkylxanthones, new aminopropanoxy derivatives were described in 1972 as β-adrenergic blocking agents [10,11]. In the same year, xanthone derivatives developed by isosteric substitution of benzo [b]acronycine were investigated for their in vivo antitumor activity [12], while xanthone-2-carboxylic acids were shown to be effective in allergy [13]. At the end of the 70s, much was achieved for the recognition of biological activity with more than twenty pharmacological studies being carried out for natural and synthetic xanthones .…”

Section: Introductionmentioning

confidence: 99%

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Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

450

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 Activitiesmentioning

confidence: 99%

Section: Some "Hit"/lead Xanthone Derivativesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Xanthone Derivatives: New Insights in Biological Activities

Pinto¹,

Sousa

Nascimento

2005

CMC

450

232

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“…Their struc tures and biological activity have already been de scribed [17,18]. Sodium cromoglycate, 5,5'-[(2-hydroxy-1,3-propane)bis(oxy)]bis[4-oxo-4H-l-benzopyran-2-carboxylic acid], disodium salt (VIII), 6,7,8,9-tetrahydro-5-hydroxy-4-oxolo propyl-4H-naphtho(2,3-6)pyran-2-carboxylic acid, sodium salt (IX), 5-(hydroxypropoxy)-4-oxo-4H-l-benzopyran-2-carboxylic acid, sodium salt (X), 6,8-di(l,l-dimethylethyl)-4-oxo-4H-l-benzopyran-2-carboxylic acid, sodium salt (XI) and 8-allyl-5-(3-methylbutoxy)-4-oxo-4H-l-benzopyran-2-carboxylic acid, sodium salt (XII) were supplied by Fisons Ltd., Pharmaceutical Division, Loughborough, England.…”

Section: Antiallergic Compoundsmentioning

confidence: 99%

Glycosphingolipid Clustering and Mast Cell Degranulation

Curtain¹,

Looney²,

Smelstorius³

1981

Int Arch Allergy Immunol

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It was shown using spin-labelled probes that challenge of sensitized rat peritoneal mast cells results in clustering of sphingolipids located in the outer leaflet of the plasma membrane bilayer. This clustering is partially inhibited by antiallergic drugs of the chromone type. It is hypothesized that the sphingolipid clustering may be involved in the Ca⁺⁺ gate mechanism which is associated with anaphylactically-induced mast cell degranulation.

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“…Recently a new series of compounds, designated xanthones, many with similar pharmacological properties to DSCG, has been described [1]. A number of members of this series have demonstrat ed protective activity in allergen challenge studies when given by inhala tion [2,3], and as an oral solution [4].…”

Section: Introductionmentioning

confidence: 99%

Inhibition of Allergen-Induced Bronchospasm in Patients with Reversible Bronchial Obstruction by a New Xanthone Derivative

Wüthrich¹,

Parrott²

1976

Respiration

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Six patients with allergic asthma were studied in bronchial challenge tests with their specific antigen. In five cases 7¹oxo-7-thiomethoxyxanthone-2-carboxylic acid, sodium salt (OTMX), a new xanthone with mediator-release inhibitory properties, given as an inhaled solution under ‘single-blind’ conditions, protected against the immediate-type bronchospastic response. This protection was statistically significant (p = 0.016) at the highest dose level used. Late reactions which occurred in two patients were unaffected by the compound.

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Xanthone-2-carboxylic acids, a new series of antiallergic substances

Cited by 47 publications

References 0 publications

Xanthone Derivatives: New Insights in Biological Activities

Xanthone Derivatives: New Insights in Biological Activities

Glycosphingolipid Clustering and Mast Cell Degranulation

Inhibition of Allergen-Induced Bronchospasm in Patients with Reversible Bronchial Obstruction by a New Xanthone Derivative

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