Alchornoic acid derivatives from the fruits of Alchornea cordifolia (Schumach. &amp; Thonn.) Muell. Arg. (Euphorbiaceae)

Ebessa, Virginie; Tiani, Gesquiere Laure M.; Tchamgoue, Joseph; Kouam, Siméon F.; Ngadjui, Bonaventure T.; Green, Ivan R.; Choudhary, M. Iqbal; Tane, Pierre

doi:10.1016/j.phytol.2017.11.011

Cited by 3 publications

(8 citation statements)

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“…The IR spectrum showed absorption bands due to hydroxy and ester carbonyl groups at ν max 3050 and 1701 cm –1 , respectively. The 1 H‐ and 13 C‐NMR data of compound 2 ( Table ) exhibited signals of one oxymethine group at δ (C)/ δ (H) 68.4/4.00–4.03 (m) and two oxymethylene groups at δ (H) 65.0/4.07 (dd, J =5.9, 11.5) and 65.0/4.12 (dd, J =4.3, 11.5) suggesting the presence of a glycerol moiety . Besides, a broad signal appearing at δ (H) 1.22 (long aliphatic methylene protons) and the signal of a triplet at δ (H) 0.81 (t, J =7.0) (two terminal methyl groups) further suggested 2 to be a diglyceride .…”

Section: Resultsmentioning

confidence: 99%

“…Earlier phytochemical studies on Vernonia genus led to the isolation of stigmastane derivatives, anthraquinones, triterpenes, sucrose ester and sesquiterpene lactones . In our continuous search for secondary metabolites with biological importance from Cameroonian medicinal plants, we undertook the investigation of the hydro‐ethanolic extract of the aerial parts of V. guineensis . A new flavone named vernoguinoflavone ( 1 ) and a naturally isolated glycerol ester, named eicosanoic acid 2‐hydroxy‐1,3‐propanediyl ester ( 2 ), along with eighteen known compounds ( 3 – 20 ), are herein reported.…”

Section: Introductionmentioning

confidence: 99%

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Antibacterial Flavonoids and Other Compounds from the Aerial Parts of Vernonia guineensis Benth. (Asteraceae)

Wouamba

Happi

Pouofo

et al. 2020

Chemistry & Biodiversity

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An extensive phytochemical study of the aerial parts of Vernonia guineensis Benth. (Asteraceae) led to the isolation of a new flavone, vernoguinoflavone and a naturally isolated glycerol ester, eicosanoic acid 2‐hydroxy‐1,3‐propanediyl ester, together with eighteen known secondary metabolites including quercetin, luteolin, vernopicrin, vernomelitensin, β‐amyrin, oleanolic acid, ursolic acid, lupeol, betulinic acid, β‐carotene, a mixture of stigmasterol and β‐sitosterol, β‐sitosterol‐3‐O‐β‐D‐glucoside, 2,3‐dihydroxypropyl heptacosanoate, pentacosanoic acid, docosan‐1‐ol, tritriacontan‐1‐ol, and heptatriacontan‐1‐ol. Eleven compounds are reported herein for the first time from this species. The structures of these compounds were elucidated on the basis of extensive spectroscopic analyses, particularly 1D and 2D NMR, and HR‐ESI‐MS and by comparison of their data with those reported in the literature. The crude extract, fractions and some isolated compounds were evaluated for their antibacterial activity against Gram‐negative bacteria: Escherichia coli (ATCC 25922), Shigella flexineri (NR 518), Salmonella muenchen, Salmonella typhimurium and Salmonella typhi (ATCC 19430). All the tested compounds demonstrated inhibitory activities against the tested enteric bacteria with MIC values ranging from 3.12 to 100 μg/ml. Three flavonoids isolated from the most active fraction demonstrated the best bioactivities against Escherichia coli, Salmonella muenchen and Salmonella typhimurium with MIC values ranging from 3.12 to 25 μg/mL.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Antibacterial Flavonoids and Other Compounds from the Aerial Parts of Vernonia guineensis Benth. (Asteraceae)

Wouamba

Happi

Pouofo

et al. 2020

Chemistry & Biodiversity

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“…In 2018, Tane and co-workers 6 reported the isolation of deepoxyalchornoic acid 1 and bisalchornoic ester 3 from the ripe fruits of Alchornea cordifolia found in Cameroon's forests, which is a well renowned medicinal plant from the Euphorbiaceae family. This plant, known as Christmas bush, is one of approximately 60 species 7 in the Alchornea genus and is widely used in traditional African medicine to treat pain and inflammation.…”

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confidence: 99%

Concise Asymmetric Synthesis of Deepoxyalchornoic Acid and (12R,13R)-Isoleukotoxin Diol

Fernandes,

Gorve,

Papnai

2024

Synthesis

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“…The structure of 1 was further verified by comparison of the NMR data with other closely related previously described compounds. 8,9 Thus, the structure of 1 was assigned as 5,7-dihydroxy-6-oxoheptadecanoic acid. (Figure 2).…”

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confidence: 99%

“…The described compounds. 8,9 Thus, the structure of 1 was assigned as 5,7-dihydroxy-6-oxoheptadecanoic acid. 2).…”

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confidence: 99%

Chemical Constituents From the Aerial Part of Tiliacora triandra (Colebr.) Diels and Their α-Glucosidase and α-Amylase Inhibitory Activity

Ovatlarnporn

Sontimuang

Herbette

et al. 2020

Natural Product Communications

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Two new fatty acid derivatives identified as 5,7-dihydroxy-6-oxoheptadecanoic acid (1) and ethyl-5,7-dihydroxy-6-oxooctadecanoate (2) together with four known compounds, ethyl linolenate (3), ethyl linoleate (4), ethyl pheophorbide A (5), and pheophorbide A (6), were isolated from the aerial parts of Tiliacora triandra. All the compounds were isolated from T. triandra for the first time. The structures of the compounds were elucidated using high-resolution electrospray ionization mass spectrometry, 1-dimensional and 2-dimensional nuclear magnetic resonance spectroscopy, and comparison with literature data. All the isolated compounds were evaluated for their in vitro inhibitory activity against α-glucosidase and α-amylase. Compounds 1-6 exhibited α-glucosidase inhibitory activity with half-maximal inhibitory concentration values (IC50) values in the range of 11.58-424.06 μM, while only compound 1 displayed inhibitory activity against α-amylase at an IC50 value of 26.27 μM.

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Alchornoic acid derivatives from the fruits of Alchornea cordifolia (Schumach. & Thonn.) Muell. Arg. (Euphorbiaceae)

Cited by 3 publications

References 20 publications

Antibacterial Flavonoids and Other Compounds from the Aerial Parts of Vernonia guineensis Benth. (Asteraceae)

Antibacterial Flavonoids and Other Compounds from the Aerial Parts of Vernonia guineensis Benth. (Asteraceae)

Concise Asymmetric Synthesis of Deepoxyalchornoic Acid and (12R,13R)-Isoleukotoxin Diol

Chemical Constituents From the Aerial Part of Tiliacora triandra (Colebr.) Diels and Their α-Glucosidase and α-Amylase Inhibitory Activity

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