Lonchocarpene, a Stilbene, and Lonchocarpusone, an Isoflavone: Two New Pyranopolyphenols from Lonchocarpus nicou Roots

Kaouadji, Mourad; Agban, Amégninou; Mariotte, Anne‐Marie; Tissut, Michel

doi:10.1021/np50044a013

Cited by 35 publications

(26 citation statements)

References 2 publications

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“…Although these rotenoids were isolated from an extract of Lonchocarpus root, some of the minor constituents may not be natural products but instead originate from structural modification of major components during extraction and processing of the cubé resin. All of the flavonoids and stilbenes isolated here contain the gem-dimethylpyran moiety as in the rotenoid deguelin and the biosynthetic link or coexistence of isoflavones, flavanones, chalcones, and stilbenoids with the corresponding rotenoids is commonly noted in Leguminosae (24)(25)(26)(27).…”

Section: Discussionmentioning

confidence: 75%

Anticancer action of cubé insecticide: Correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities

Fang

Casida

1998

Proc. Natl. Acad. Sci. U.S.A.

165

130

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Rotenone and rotenoid-containing botanicals, important insecticides and fish poisons, are reported to have anticancer activity in rats and mice. The toxic action of rotenone is attributed to inhibition of NADH:ubiquinone oxidoreductase activity and the purported cancer chemopreventive effect of deguelin analogs has been associated with inhibition of phorbol ester-induced ornithine decarboxylase (ODC) activity. This study defines a possible relationship between these two types of activity important in evaluating the toxicology of rotenoid pesticides and the suitability of the anticancer model. Fractionation of cubé resin (the commercial rotenoid pesticide) establishes that the activity in both assays is due primarily to rotenone (IC 50 ‫؍‬ 0.8-4 nM), secondarily to deguelin, and in small part to rotenolone and tephrosin. In addition, the potency of 29 rotenoids from cubé insecticide for inhibiting NADH:ubiquinone oxidoreductase in vitro assayed with bovine heart electron transport particles satisfactorily predicts their potency in vivo in the induced ODC assay using noncytotoxic rotenoid concentrations with cultured MCF-7 human breast cancer cells (r ‫؍‬ 0.86). Clearly the molecular features of rotenoids essential for inhibiting NADH:ubiquinone oxidoreductase are similar to those for blocking ODC induction. This apparent correlation extends to 11 f lavonoids and stilbenoids from cubé resin (r ‫؍‬ 0.98) and genistein and resveratrol except for lower potency and less selectivity than the rotenoids relative to cytotoxicity. These findings on cubé insecticide constituents and our earlier study comparing rotenone and pyridaben miticide indicate that inhibition of NADH:ubiquinone oxidoreductase activity lowers the level of induced ODC activity leading to the antiproliferative effect and anticancer action.

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Section: Discussionmentioning

confidence: 75%

Anticancer action of cubé insecticide: Correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities

Fang

Casida

1998

Proc. Natl. Acad. Sci. U.S.A.

165

130

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“…La méthode utilisée est celle de l'épuisement par un système de solvant à polarité croissante telle que décrite par (Kaouadji et al, 1986 ;Agban et al, 2012) avec quelques adaptations. Elle consiste à fractionner les composés après élimination de la chlorophylle par le mélange acétone -éther de pétrole.…”

Section: Extraction Par Fractionnementunclassified

Evaluation In Vitro De L’activité Antimicrobienne Des Extraits De Cassia Alata Linn. (Fabaceae)

Pissang

Agban

Hoekou

et al. 2016

ESJ

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Cassia alata (Linn) is a Togolese flora plant traditionally used in the treatment of skin diseases and diarrhea. The objective of this work was to evaluate the in vitro antimicrobial activity and to highlight certain phytochemical total and fractionated extracts of this plant harvested in southern Togo. These extracts were obtained from polar solvents such as water, ethanol and ethanol / water mixture in equal volume. Microbial strains used consisted of bacteria, Staphylococcus aureus, Escherichia coli and Klebsiella oxytoca and yeasts, Candida albicans and Candida krusei. The antimicrobial activity was evaluated by the liquid medium dilution method coupled to spread on solid medium. Highlighting chemical groups was made by a brief qualitative phytochemical analysis from staining tests. The results show that the ethanol leaves crude extract (EBE) was the most active of all the tested microbial strains. This extract completely inhibited the growth of S. aureus (MIC = 1.25mg/ ml.); very strongly C. albicans (PI = 94.34 % ) and C. krusei (PI = 90.67% ) and strongly E. coli ( PI = 80%) and K. oxytoca

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“…1), a naturally occurring pyranoisoflavone, was first isolated from the seeds of Tephrosia barbigeria and can be obtained from other plants [14][15][16][17]. Previous studies discovered that barbigerone exhibited various pharmacological properties, such as anti-plasmodia, antioxidant and 15-lipoxygenase inhibitory activity [18,19].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of pyranoisoflavone derivatives as anti-inflammatory agents

et al. 2014

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Lonchocarpene, a Stilbene, and Lonchocarpusone, an Isoflavone: Two New Pyranopolyphenols from Lonchocarpus nicou Roots

Cited by 35 publications

References 2 publications

Anticancer action of cubé insecticide: Correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities

Anticancer action of cubé insecticide: Correlation for rotenoid constituents between inhibition of NADH:ubiquinone oxidoreductase and induced ornithine decarboxylase activities

Evaluation In Vitro De L’activité Antimicrobienne Des Extraits De Cassia Alata Linn. (Fabaceae)

Synthesis and biological evaluation of pyranoisoflavone derivatives as anti-inflammatory agents

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