Aporphine Alkaloids from the Leaves of Phoebe grandis (Nees) Mer. (Lauraceae) and Their Cytotoxic and  Antibacterial Activities

Omar, Hasmahzaiti; Hashim, Najihah M.; Zajmi, Asdren; Nordin, Noraziah; Abdelwahab, Siddiq Ibrahim; Azizan, Ainnul Hamidah Syahadah; Hadi, A. Hamid A.; Ali, Hapipah Mohd

doi:10.3390/molecules18088994

Cited by 26 publications

(9 citation statements)

References 45 publications

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“…Few examples are present in the literature (Karou et al, 2006;Omar et al, 2013) and this work demonstrates that it is important to look for that activity in these substances, although they are known for many years. Other issue that arises is the need to confirm the mechanism of action of this type of compounds.…”

Section: Resultsmentioning

confidence: 76%

Antibacterial activity of the alkaloid extract and isolated compounds from Croton bonplandianum Baill. (Euphorbiaceae)

Burgos

Barúa

Flores-Giubi

et al. 2015

Rev. bras. plantas med.

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ABSTRACT:The antibacterial activity of the alkaloid extract from the leaves of Croton bonplandianum Baill. and its main compounds, sparsiflorine and crotsparine, was tested against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa by the resazurin microtitre-plate method. Pure compounds were identified by spectroscopic techniques, mainly 1D and 2D NMR. The alkaloid extract showed activity particularly against the S. aureus and P. aeruginosa. Regarding the pure compounds, the crotsparine was inactive against the microorganisms assayed, whereas the sparsiflorine indicated a moderate activity similar to the alkaloid extract. The Pseudomonas aeruginosa was the most sensitive of the tested microorganisms with MIC of 0.141 mg/mL. The results suggest that the activity of the extract may be credited mainly to the presence of the sparsiflorine. Although the activity of the sparsiflorine does not get close to the antimicrobial drugs in clinical use, it still could be a lead compound for the development of new antibacterial substances.Keywords: alkaloids, sparsiflorine, crotsparine, antibacterial activity, Croton bonplandianum, Euphorbiaceae. RESUMO: Atividade anti-bacteriana do extrato alcaloide e de compostos isolados de Croton bonplandianum Baill. (Euphorbiaceae).A atividade antibacteriana do extrato alcaloidal das folhas de Croton bonplandianum Baill., além dos principais compostos isolados, esparsiflorina e crotsparina, foi testada contra Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae e Pseudomonas aeruginosa. Foi utilizado o método de microdiluição em placa empregando resazurina como indicador da viabilidade celular. Os compostos isolados foram identificados por técnicas espectroscópicas, principalmente RMN 1D e 2D. O extrato alcaloidal foi ativo principalmente contra S. aureus e P. aeruginosa. Crotsparina mostrou-se inativa contra todos os micro-organismos testados, enquanto esparsiflorina apresentou atividade moderada, a qual foi similar à do extrato bruto. Pseudomonas aeruginosa foi a mais sensível das bactérias testadas, com CIM de 0,141 mg/mL. Os resultados sugerem que a atividade do extrato pode ser devida em grande medida pela presença de esparsiflorina. Apesar de a CIM da esparsiflorina não ter se aproximado daquela apresentada pelos agentes antimicrobianos em uso clínico, tal composto ainda pode compor um protótipo interessante para o desenvolvimento de novas substâncias antibacterianas.

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Section: Resultsmentioning

confidence: 76%

Antibacterial activity of the alkaloid extract and isolated compounds from Croton bonplandianum Baill. (Euphorbiaceae)

Burgos

Barúa

Flores-Giubi

et al. 2015

Rev. bras. plantas med.

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“…Norlirioferine 2 [8] was isolated as a brownish amorphous solid. μg/mL were considered to be weak in cytotoxicity [9] .…”

Section: Discussion Compound Characterizationmentioning

confidence: 99%

Cytotoxic Activity of Aporphine Alkaloids from Alseodaphne Peduncularis (Wall. Ex. Ness) Meissn against Hela Cell Line

Amna

Ahmad

Nafiah

2016

CRC

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Genus of Alseodaphne has been known as a source of apoprhine alkaloid that displayed potent cytotoxic activities against selected cell lines. Two aporphine alkaloids, Corydine 1 and norlirioferine 2 were isolated from leaves of Alseodaphne peduncularis (Wall. Ex. Ness) Meissn. (Lauraceae). Phytochemical study involved extraction, separation and purification by using various chromatography methods and structural elucidation by using spectoscopic techniques such as UV, IR LC-MS and 1D and 2D NMR. These compounds were then assayed for cytotoxicity against human uteric cervical tumor (heLa) and compare for safety with normal mouse fibroblast (NIH/3T3) cell lines by using the MTT assay. Compound 2 displayed potent cytotoxic activities against heLa cell, but compound 1 showed as inactive. Both compounds have no significant effect against NIH/3T3 cell lines indicated good for cancer agent treatment.

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“…This compound has been reported to be previously isolated from leaves of Phoebe grandis (Nees) Merr. (Lauraceae) [18] and Xylopia aethiopica (Annonaceae) [19].…”

Section: Structural Elucidationmentioning

confidence: 99%

Oxoaporphine alkaloids from the barks of Platymitra siamensis Craib (Annonaceae) and their cytotoxicity against MCF-7 cancer cell line

Kan¹,

Ahmad²,

Azziz³

et al. 2019

jrp

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Study on the chemical constituents of the dichloromethane (DCM) crude extract of Platymitra siamensis Craib has led to the isolation of four oxoaporphine alkaloids. The compounds were identified as liriodenine (1), Omethylmoschatoline (2), lysicamine (3) and cepharadione-A (4) which were isolated first time from this species. The structures of the isolated compounds were elucidated based on their spectral data (1 H, 13 C and LCMS) and reports in the literature. Here we observed that, only alkaloid 1 exhibited obvious cytotoxic effects against MCF-7 human breast cancer cells line with IC50 value of 31.26 µM. This work is the first attempt on phytochemical and bioactivity study on the genus of Platymitra.

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Aporphine Alkaloids from the Leaves of Phoebe grandis (Nees) Mer. (Lauraceae) and Their Cytotoxic and Antibacterial Activities

Cited by 26 publications

References 45 publications

Antibacterial activity of the alkaloid extract and isolated compounds from Croton bonplandianum Baill. (Euphorbiaceae)

Antibacterial activity of the alkaloid extract and isolated compounds from Croton bonplandianum Baill. (Euphorbiaceae)

Cytotoxic Activity of Aporphine Alkaloids from Alseodaphne Peduncularis (Wall. Ex. Ness) Meissn against Hela Cell Line

Oxoaporphine alkaloids from the barks of Platymitra siamensis Craib (Annonaceae) and their cytotoxicity against MCF-7 cancer cell line

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