Identification of the toxic principle of Cnestis glabra as methionine sulphoximine

Jeannoda, Victor; Valisolalao, Jocelyne; Creppy, E. E.; Dirheimer, G.

doi:10.1016/s0031-9422(00)84907-9

Cited by 28 publications

(8 citation statements)

References 8 publications

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“…The compound also inhibits γ-glutamylcysteine synthetase, a component enzyme of the γ-glutamyl cycle, and hence MSO inhibits the synthesis of glutathione. Subsequently, the neurotoxin was found to occur naturally in three species of the Connaraceae; Cnestis polyphylla, C. glabra and Rourea orientalis [167]. The absolute configuration of the isolated amino acid was established as 2(S)-methionine S(S)-sulphoximine {(2S,SS)-2-amino-4-(S-methylsulphonimidoyl)n-butanoic acid}.…”

Section: L-methylcysteine Sulphoxide (Smco); Methiinmentioning

confidence: 99%

Toxicity of Non-protein Amino Acids to Humans and Domestic Animals

Nunn

Bell

Watson

et al. 2010

Natural Product Communications

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Non-protein amino acids are common in plants and are present in widely consumed animal feeds and human foods such as alfalfa ( Medicago sativa), which contains canavanine, and lentil ( Lens culinaris), which contains homoarginine. Some occur in wild species that are inadvertently harvested with crop species. Some nonprotein amino acids and metabolites can be toxic to humans, e.g. Lathyrus species contain a neurotoxic oxalyl-amino acid. Some potential toxins may be passed along a food chain via animal intermediates. The increased interest in herbal medicines in the Western countries will increase exposure to such compounds.

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Section: L-methylcysteine Sulphoxide (Smco); Methiinmentioning

confidence: 99%

Toxicity of Non-protein Amino Acids to Humans and Domestic Animals

Nunn

Bell

Watson

et al. 2010

Natural Product Communications

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“…In addition it was found to be a potent inhibitor of glutamine synthetases from different organisms (Meister, 1974;Jeannoda, Rakoto-Ranoromalala, Valisolalao, Creppy & Dirheimer, 1985). We recently identified the neurotoxic compound cnestine (formerly called glabrin) (Jeannoda, Creppy & Dirheimer, 1984) from the Madagascan plants of the Connaraceae family Cnestis glabra, C. polyphylla and Rourea orientalis as S-(3-amino-3-carboxypropyl)-S-methyl sulfoximine (Jeannoda, Valisolalao, Creppy & Dirheimer, 1985). The present paper describes the crystallographic structure of this natural methionine sulfoximine.…”

mentioning

confidence: 93%

Absolute configuration of natural methionine sulfoximine

Chevrier¹,

Moras²,

Jeannoda³

et al. 1986

Acta Crystallogr C

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“…Although several members of the Cnestis genus have already been reported as having cytotoxic activity in methanol, ethanol and aqueous extracts (Jeannoda et al, 1985a;Garon et al, 2007). It was found that the L-methionine sulfoximine was the potent cytotoxic compound in Cnestis (Jeannoda et al, 1985b;Garon et al, 2007). Some species such as Cnestis ferruginea is abundant in West Africa and in root applications, used in traditional medicine to treat diverse conditions were studied from subchronic toxicity in methanol root extract.…”

Section: Screening Of Cytotoxic Activitymentioning

confidence: 99%

Bio-activities and phytochemical investigation of <i>Cnestis palala</i> (Lour.) Merr.

Dej-adisai¹,

Tinpun²,

Wattanapiromsakul³

et al. 2015

Afr. J. Trad. Compl. Alt. Med.

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Background: In traditional medicines, the root of Cnestis palala was used for the treatment of stomach ache, malaria, urinary track disorders and snakebite. The seed was used for poisoning rat and stray dogs. However, the bioactivities and chemical constituents have not been reported. So, this will be the first report. Results:The results showed that the ethanol leaf and bark extracts were active against S. aureus and S. epidermidis. The hexane leaf and seed extracts and petroleum ether bark and root extracts showed strongly inhibition values against MCF-7. Moreover, the petroleum ether bark extract exhibited high inhibition value against HT-29. Seven compounds were isolated as β-sitosterol-glucoside (CP1), hydroquinone (CP2), β-sitosterol (CP3), mixture of fatty acids (CP4) and ethyl caffeate (CP5), scopoletin (CP6) and 2-nonenal (CP7). The CP2 was strongly active against S. aureus and S. epidermidis, the MIC was showed 30.10 µg/ml and 15.05 µg/ml and the MBC was showed 15 µg/ml and 7.5 µg/ml, respectively. Conclusion: These results suggested that C. palala is a great potential source of anti-microbial agents. Hence, this is the first study, which will be the database for chemical constituents and bioactivities of C. palala.

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Identification of the toxic principle of Cnestis glabra as methionine sulphoximine

Cited by 28 publications

References 8 publications

Toxicity of Non-protein Amino Acids to Humans and Domestic Animals

Toxicity of Non-protein Amino Acids to Humans and Domestic Animals

Absolute configuration of natural methionine sulfoximine

Bio-activities and phytochemical investigation of <i>Cnestis palala</i> (Lour.) Merr.

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