Bioactive N-isobutylamides from the flower buds of Spilanthes acmella

Ramsewak, Russel S.; Erickson, Andrew J.; Nair, Muraleedharan G.

doi:10.1016/s0031-9422(99)00101-6

Cited by 151 publications

(119 citation statements)

References 7 publications

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“…For example, undeca-2E,4E,10Z-triene-11-(benzo[1,3]dioxol-5-yl) acid IBA (pipercide) (232) and deca-2E,4E-dienoic acid IBA (pellitorine) (80) are more effective towards Musca domestica than their 2E,4E,10Z-and 2E,4Z-stereomer, respectively (Crombie, 1955;Crombie and Denman, 1984). Several insects are more susceptible to longer fatty acid chains NAAs and alkyne containing NAAs are preferable compared to purely alkenic NAAs (Clifford et al, 2002;Kubo et al, 1984;Ramsewak et al, 1999;Saadali et al, 2001). However, the purely alkenic dodeca-2E,4E,8Z,10E/Z-tetraenoic acid isobutylamide (3, 4) (LD 100 ¼10 mg/mL) shows higher activity than the alkynic derivatives (e.g.…”

Section: Naamentioning

confidence: 99%

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Boonen

Bronselaer

Nielandt

et al. 2012

Journal of Ethnopharmacology

137

109

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a b s t r a c tEthnopharmacological relevance: N-Alkylamides (NAAs) are a promising group of bioactive compounds, which are anticipated to act as important lead compounds for plant protection and biocidal products, functional food, cosmeceuticals and drugs in the next decennia. These molecules, currently found in more than 25 plant families and with a wide structural diversity, exert a variety of biologicalpharmacological effects and are of high ethnopharmacological importance. However, information is scattered in literature, with different, often unstandardized, pharmacological methodologies being used. Therefore, a comprehensive NAA database (acronym: Alkamid) was constructed to collect the available structural and functional NAA data, linked to their occurrence in plants (family, tribe, species, genus). Materials and methods: For loading information in the database, literature data was gathered over the period 1950-2010, by using several search engines. In order to represent the collected information about NAAs, the plants in which they occur and the functionalities for which they have been examined, a relational database is constructed and implemented on a MySQL back-end. Results: The database is supported by describing the NAA plant-, functional-and chemical-space. The chemical space includes a NAA classification, according to their fatty acid and amine structures. Conclusions: The Alkamid database (publicly available on the website http://alkamid.ugent.be/) is not only a central information point, but can also function as a useful tool to prioritize the NAA Q8 choice in the evaluation of their functionality, to perform data mining leading to quantitative structure-property relationships (QSPRs), functionality comparisons, clustering, plant biochemistry and taxonomic evaluations.

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Section: Naamentioning

confidence: 99%

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Boonen

Bronselaer

Nielandt

et al. 2012

Journal of Ethnopharmacology

137

109

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“…It originated from Africa and South American tropics but is distributed in tropics and sub-tropics of the world (Uraku and Ogbanshi, 2015). The genus occurs widely in damp pastures, at swamp margins, on rocks near the sea and as a weed of road-sides, near swage discharge areas and cultivations (Ramsewak et al, 1999). The seed germinates vigorously in about 12 days under greenhouse condition (21-32°C).…”

Section: Introductionmentioning

confidence: 99%

GC/MS Determination of Bioactive Constituents of Methanol Fraction of Spilanthes uliginosa (Sw) Leaves

Uraku¹

2016

Research J. of Medicinal Plant

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Plant as a source of herbal medicine is the oldest form of medicine known to mankind. It was the mainstay of many earlier civilization and still the most widely practiced form of medicine in the world currently. The GS-MS analysis of the leaf extract of Spilanthes uliginosa (Sw) was investigated. The analysis revealed the presence of six peaks from the chromatogram which showed six phytocompounds. The major phytocompounds identified in the leaf extract are hexadecanoic acid (8.68%), hepta-9, 10, 11-trienoic acid (19.36%), octadecenoic acid (8.14%), 5-hydroxylmethyl heptadecane (14.02%), docosane aldehyde (41.72%) and 1-ethoxyoctadecane (8.08%). The presence of these assorted chemicals may be responsible for the beneficial potentials of Spilanthes uliginosa (Sw) in tradomedicine.

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“…Acmella uliginosa is used in folk medicine in two ways: its leaves are used in the treatment of respiratory diseases due to expectorant and tonic action (Longuefosse and Nossin, 1996;Agra et al, 2007), and its flowers are used to relieve mouth ulcers, toothache, caries, sore throat and stomach ache (Nakatani and Nagashima, 1992;Albuquerque et al, 2007;Ong et al, 2010), due to local anesthetic action related to a class of substances called N-isobutylamides (Nakatani and Nagashima, 1992;Ramsewak et al, 1999). Therefore, we decided to separately evaluate both extracts, never related before, and the difference between LC 50 values seems to be related to the medicinal use of each ones.…”

Section: Discussionmentioning

confidence: 99%

Bioactivity evaluation against Artemia salina Leach of medicinal plants used in Brazilian Northeastern folk medicine

et al. 2012

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The brine shrimp (Artemia salina Leach) lethality bioassay offers an advantage in standardization and quality control of botanical products. This test is well correlated with antitumor activity (cytotoxicity) and can be used to monitor the activity of bioactive natural products. This paper reports the bioactivity of ethanol extracts from seven medicinal plants from the Northeast of Brazil (Acmella uliginosa, Ageratum conyzoides, Eugenia uniflora, Plectranthus neochilus, Moringa oleifera, Justicia pectoralis and Equisetum sp.) against Artemia salina. Biological activity was evaluated for extracts at 1, 10, 100, and 1000 µg/mL in triplicate, and the mean lethal concentration values (LC 50 ) were obtained by probit analysis. The species Acmella uliginosa showed the highest bioactivity, and its flower extract was more active than its leaf extract. Keywords

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Bioactive N-isobutylamides from the flower buds of Spilanthes acmella

Cited by 151 publications

References 7 publications

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

Alkamid database: Chemistry, occurrence and functionality of plant N-alkylamides

GC/MS Determination of Bioactive Constituents of Methanol Fraction of Spilanthes uliginosa (Sw) Leaves

Bioactivity evaluation against Artemia salina Leach of medicinal plants used in Brazilian Northeastern folk medicine

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