ChemInform Abstract: FIRST TRUE ALKALOIDS ISOLATED FROM COMBRETACEAE BUCHENAVIA MACROPHYLLA EICHL AND BUCHENAVIA CAPITATA EICHL

Ahond, A.; Fournet, André; Moretti, Christian; Philogène, É.; Poupat, C.; Thoison, Odile; Potier, Patrick

doi:10.1002/chin.198425313

Cited by 4 publications

(8 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Capitavine [5,7-dihydroxy-6-(1-methylpiperidin-2-yl)flavone] ( 3 , Figure 3) is a flavoalkaloid from the seeds of Buchenavia capitata Eichler, Combretaceae [7]. Two other capitavine derivatives, namely 4′-hydroxycapitavine [5,7,4′-trihydroxy-6-( N -methyl-2″-piperidinyl)flavone] and 2,3-dihydro-4′-hydroxycapitavine [5,7,4′-trihydroxy-6-( N -methyl-2″-piperidinyl)flavanone] ( 5 and 6 , respectively) were also isolated from the same plant.…”

Section: Resultsmentioning

confidence: 99%

“…Buchenavianine ( 8 , Figure 4) is the major alkaloid from the leaves of B. macrophylla and is also found in B. capitata [7]. O -Demethylbuchenavianine ( 9 ), which is found in both species, showed anti-HIV activity [8].…”

Section: Resultsmentioning

confidence: 99%

“…N -Demethylbuchenavianine ( 10 ) is another alkaloid from the leaves and fruits of B. macrophylla . Finally, N , O -bisdemethylbuchenavianine [5,7-dihydroxy-8-(2-piperidinyl)flavone] ( 11 ) has been isolated from the fruits of B. macrophylla [7]. …”

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Chromone and Flavonoid Alkaloids: Occurrence and Bioactivity

2011

View full text Add to dashboard Cite

The chromone and flavonoid alkaloids represent an unusual group of structurally diverse secondary metabolites, derived from the convergence of multiple biosynthetic pathways that are widely distributed through the plant and animal kingdoms. Many of them have been discovered through bioassay-guided chemical investigations of traditional medicines, suggesting potential therapeutic significance. Their unique structures and varied pharmacological activities may provide important new leads for the discovery of drugs with novel mechanisms of action. Potential therapeutic indications are as diverse as cancer and viral infections, inflammation and immunomodulation, neurological and psychiatric conditions, and diabetes.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Chromone and Flavonoid Alkaloids: Occurrence and Bioactivity

2011

View full text Add to dashboard Cite

show abstract

“…Our interest in the synthesis of kinase inhibitors comes from the screening of the ICSN–CNRS chemical library, comprising about 4000 natural and synthetic products. The screening on five kinases, CDK1, CDK5, GSK3, CLK1, and DYRK1A, led to the selection of two natural flavonoidal alkaloids which possess a good inhibitory activity on the cyclin-dependent kinases CDK1/cyclin B and CDK5/p25 by ATP competition: O -demethylbuchenavianine ( 1 ) , and N , O -didemethylbuchenavianine ( 2 ) , (Figure ) found in the fruits of Buchenavia macrophylla and in the leaves of Buchenavia capitata.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation, and Molecular Modeling of Natural and Unnatural Flavonoidal Alkaloids, Inhibitors of Kinases

et al. 2012

View full text Add to dashboard Cite

The screening of the ICSN chemical library on various disease-relevant protein kinases led to the identification of natural flavonoidal alkaloids of unknown configuration as potent inhibitors of the CDK1 and CDK5 kinases. We thus developed an efficient and modular synthetic strategy for their preparation and that of analogues in order to determine the absolute configuration of the active natural flavonoidal alkaloids and to provide further insights on the structure-activity relationships in this series. The structural determinants of the interaction between some flavonoidal alkaloids with specific kinases were also evaluated using molecular modeling.

show abstract

“…Highspeed countercurrent chromatography resolved two alkaloids from the nonalkaloidal material. , -Didemethylbuchenavianine [2] was isolated in pure form and characterized. It was less potent in the anti-HIV screen than 1 (Table 2).…”

mentioning

confidence: 99%

Anti-HIV and Cytotoxic Alkaloids from Buchenavia capitata

Beutler

Cardellina²,

McMahon³

et al. 1992

J. Nat. Prod.

View full text Add to dashboard Cite

The anti-HIV activity in the organic solvent extract of leaves of Buchenavia capitata was traced to a series of known flavonoid alkaloids, which represent a new chemotype for anti-HIV activity. The 13C-nmr assignments for this series of compounds have been revised. O-Demethylbuchenavianine [1] was the most active compound of the series but produced only moderate cytoprotective effects against HIV in cultured human lymphoblastoid (CEM-SS) cells. Compound 1 was cytotoxic also in the NCI human disease-oriented in vitro tumor screening panel and produced a pattern of modest differential cellular sensitivity.

show abstract

ChemInform Abstract: FIRST TRUE ALKALOIDS ISOLATED FROM COMBRETACEAE BUCHENAVIA MACROPHYLLA EICHL AND BUCHENAVIA CAPITATA EICHL

Cited by 4 publications

References 0 publications

Chromone and Flavonoid Alkaloids: Occurrence and Bioactivity

Chromone and Flavonoid Alkaloids: Occurrence and Bioactivity

Synthesis, Biological Evaluation, and Molecular Modeling of Natural and Unnatural Flavonoidal Alkaloids, Inhibitors of Kinases

Anti-HIV and Cytotoxic Alkaloids from Buchenavia capitata

Contact Info

Product

Resources

About