Coumarins and γ-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release

Tada, Yutaka; Shikishima, Yasuhiro; Takaishi, Yoshihisa; Shibata, Hirofumi; Higuti, Tomihiko; Honda, Gisho; Ito, Michiho; Takeda, Yoshio; Khojimatov, Olim K.; Ashurmetov, Ozodbek; Ohmoto, Yasukazu

doi:10.1016/s0031-9422(02)00023-7

Cited by 101 publications

(66 citation statements)

References 22 publications

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“…The genus Prangos is well-known for producing simple and furanocoumarins with various degrees of oxygenation and prenylations (ISI Database, 2008). Within the genus Prangos, prangenin (2) occurs in a number of species, including P. equisetoides , P. fedtschenkoii, P. ferulaceae, P. hissarica (Combined Chemical Dictionary, 2008;ISI Database, 2008), P. lamellate (Donchul et al, 1979), P. pabularia (Sood et al, 1978;Tada et al, 2002), P. sarawschanica (Combined Chemical Dictionary, 2008) and P. uloptera (Abyshev and Denisenko, 1973). However, apart from the genus Prangos, prangenin (2) has also been reported from a few other genera, e.g.…”

Section: Resultsmentioning

confidence: 99%

Coumarins from the aerial parts of Prangos uloptera (Apiaceae)

Razavi¹,

Nazemiyeh²,

Hajiboland³

et al. 2008

Rev. bras. farmacogn.

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RESUMO: "Cumarinas das partes aéreas de Prangos uloptera (Apiaceae)". Os estudos fi toquímicos das partes aéreas de Prangos uloptera, uma espécie do gênero Prangos endêmica do Irã, forneceram cinco cumarinas, xantotoxina (1), prangenina (2), escopoletina (3), deltoína (4) e prangolarina (5). As estruturas destas cumarinas foram elucidas através de métodos espectroscópicos e o potencial antioxidante de 1-5 foi avaliado pelo ensaio de DPPH. O signifi cado quimiotaxonômico de 1-5 também é discutido.Unitermos: Prangos uloptera, Apiaceae, Umbelliferae, cumarina, furanocumarina, marmesina, antioxidante, quimiotaxonomia.ABSTRACT: Phytochemical studies on the aerial parts of Prangos uloptera, an endemic Iranian species of the genus Prangos, yielded fi ve coumarins, xanthotoxin (1), prangenin (2), scopoletin (3), deltoin (4) and prangolarin (5). The structures of these coumarins were elucidated by spectroscopic means, and the antioxidant potential of 1-5 was evaluated by the DPPH assay. The chemotaxonomic signifi cance of 1-5 is also discussed.

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Section: Resultsmentioning

confidence: 99%

Coumarins from the aerial parts of Prangos uloptera (Apiaceae)

Razavi¹,

Nazemiyeh²,

Hajiboland³

et al. 2008

Rev. bras. farmacogn.

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“…18,19 While for essential oils, their presence is equated with a bacteriostatic effect, though some of their chemical constituents seem to have bactericidal properties. [20][21][22][23][24][25][26] In general, the harvest area and other parameters as the pH and its richness in organic matter, influence greatly the production of alkaloids and other chemical compounds in the plant. 21 …”

Section: Detection Of Chemical Groupsmentioning

confidence: 99%

“…The choice of these substances was due to the fact that polyphenols, such as tannins and flavonoids as epigallocatechin, catechin, myricetin, quercetin 21 and luteolin 22 are important antibacterial substances. Ethanol extracts of the Lamiaceae family plants were rich in polyphenols, with average values of flavonoids, and relatively poor in condensed tannins (Table 4).…”

Section: Total Phenolic Flavonoid and Tannin Contentsmentioning

confidence: 99%

Composition and Antibacterial Activity of Hydro-Alcohol and Aqueous Extracts Obtained from the Lamiaceae Family

Ramdan¹,

Fatima²,

Kamal³

et al. 2017

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Context:Plant from the Lamiaceae family are considered as dietary spices and medicinal herbs traditionally used in medicine for the treatment of several pathologies. Objective: Evaluation of the in vitro antibacterial activity of ethanol and aqueous extracts of nine Moroccan plants from the Lamiaceae family against six bacterial strains regularly implicated in toxiinfection. Method: The antibacterial activities of hot (HAE), cold (CAE) aqueous extracts and ethanolic extracts (EE) were evaluated using agar-well diffusion method, minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC) and IC 50 against six foodborne bacteria (Bacillus cereus, Listeria monocytogenes, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa and Salmonella enterica). Total phenolic and flavonoid contents were assessed as well. Results: In the present study, the ethanol extracts were rich in polyphenols, with middling values of flavonoids, and relatively poor in condensed tannins. The presence of saponins, essential oils, irroides, alkaloids, anthocyanins, and aldehydes was recorded. The effect of the extracts was directly bactericidal for B. cereus and L. monocytogenes; for the other strains, the MBC value was twice higher than that of MIC. However, the ethanol extract (EE) of O. majorana and T. satureioides showed the highest antibacterial activity. With the principal component analysis, it was demonstrated that the nine Lamiaceae family plants possess a powerful antibacterial effect, correlated with their phenolic content. Statistical analysis : Analysis of variance was performed by uni-varied ANOVA in the software SPSS 22 Fr. Conclusion : The active compounds were thermostable and soluble in ethanol and water. The antimicrobial activities of the plants extracts investigated may contribute to understand their involvement in traditional medicine against many microbial infections.

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“…Many of the coumarins present in plants, and also their synthetic analogues, have been reported to be good antifungal and antibacterial agents [14][15][16][17][18][19][20][21]. Preliminary structure-activity relationship studies have shown that the presence of hydroxyl or carboxylic groups on the coumarin nucleus are necessary for antimicrobial activity [22].…”

Section: Introductionmentioning

confidence: 99%