A New Hydroxychavicol Dimer from the Roots of Piper betle

Lin, Chwan-Fwu; Hwang, Tsong‐Long; Chien, Chun-Chien; Tu, Huei-Yu; Lay, Horng‐Liang

doi:10.3390/molecules18032563

Cited by 34 publications

(12 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Signal at δ 174.6 and δ157.5 indicated the carbonyl carbons which are located at C-4 and C-5 while signal at δ 103.8 attributed to the methylenedioxy group. These spectroscopic properties were similar to those of the known compound cepharadione-A; previously isolated from roots of two species of Piperaceae; Piper nigrum [20] and Piper betle Linn [21]. The analysis of 1D NMR spectra data of compounds 1, 2, 3 and 4 were tabulated in Table 1 together with the sources of the references [22][23][24].…”

Section: Structural Elucidationsupporting

confidence: 65%

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

View full text Add to dashboard Cite

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.

show abstract

Section: Structural Elucidationsupporting

confidence: 65%

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

View full text Add to dashboard Cite

show abstract

“…After chromatographic purification, compounds 1 and 2 were isolated from subfractions A3 and A4, respectively. Compound 1 was identified to be aristolactam AII based on its spectroscopic data and with direct comparison with those previously reported by Tsuruta et al [28] and Lin et al [29]. Similarly, compound 2 was assigned to be aristolactam BII previously reported by Lin et al [29].…”

supporting

confidence: 69%

“…After evaluated for their anti-HIV 1-RT activity (Table 1), the active subfractions were further separated by means of chromatographic techniques to yield compounds 3-9 (isolated from subfractions B2, B3 and B5). By comparison of their spectroscopic data with those previously described in the literature, compounds 3-9 were identified to be piperolactam A, [29] piperolactam C, [30] goniopedaline, [31] duguevalline, [32] noraristolodione, [33], asperphenamate, [34,35], N-benzoyl-Lphenylalaninol [36], respectively.…”

mentioning

confidence: 93%

Anti-HIV Activity of Alkaloids from Dasymaschalon echinatum

Bunteang

Chanakul

Hongthong

et al. 2018

Natural Product Communications

View full text Add to dashboard Cite

Bioassay-guided fractionation of the aerial parts of Dasymaschalon echinatum led to the isolation of five known aristolactams; aristolactam AII (1), aristolactam BII (2), piperolactam A (3), piperolactam C (4), and goniopedaline (5), together with two aphorphine alkaloids; duguevalline (6) and noraristolodione (7) and two amide derivatives; asperphenamate (8), and N-benzoyl-L-phenylalaninol (9). Alkaloids 2 and 7 were isolated for the first time from the Dasymaschalon genus. The anti-HIV 1 reverse transcriptase (RT) activity of all isolated compounds was determined. Except for aristolactam BII (2), this is the first report of the anti-HIV 1-RT activity of compounds 1 and 3-9. Compounds 1, 3, 5, 6 and 8 showed weak anti-HIV 1-RT inhibitory activity with IC 50 ranging from 112.74 to 225.55 M.

show abstract

“…Many of these isolated aporphine alkaloids were isolated previously from Piper genus. Compound (1) and (2) have been isolated from P. officinarum (Salleh et al, 2014c) and P. betle (Lin et al, 2013), whilst the compound (3), (4), and (5) have been isolated from P. betle (Amin et al, 2017), P. taiwanense (Chen et al, 2004), and P. nigrum (Ee et al, 2008), respectively. The isolated terpenoids were also reported most of the Piper species.…”

Section: Resultsmentioning

confidence: 99%

Aporphine alkaloids from Piper erecticaule and acetylcholinesterase inhibitory activity

Salleh¹,

Abdullah²,

Hashim³

et al. 2019

Bol Latinoam Caribe Plant Med Aromat

View full text Add to dashboard Cite

Chemical constituents and biological activities of the aerial parts of Piper erecticaule C.DC. have been studied for the first time. Fractionation and purification of the extracts afforded aristolactam AII (1), aristolactam BII (2), piperolactam A (3), piperolactam C (4), piperolactam D (5), together with terpenoids of β-sitosterol, β-sitostenone, taraxerol, and lupeol. The structures of these compounds were obtained by analysis of their spectroscopic data, as well as the comparison with that of reported data. Acetylcholinesterase inhibitory activity revealed that compounds 1 and 3 showed strong AChE inhibitory effects with the percentage inhibition of 75.8% and 74.8%, respectively.Resumen: Se estudiaron por primera vez los constituyentes químicos y actividad biológica de las partes aéreas de Piper erecticaule C.DC. El fraccionamiento y la purificación de los extractos proporcionaron aristolactama AII (1), aristolactama BII (2), piperolactama A (3), piperolactama C (4), piperolactama D (5), junto con terpenoides de β-sitosterol, β-sitostenona, taraxerol, y el lupeol. Las estructuras de estos compuestos se obtuvieron mediante el análisis de sus datos espectroscópicos, así como mediante la comparación con datos ya informados. La actividad inhibidora de la acetilcolinesterasa reveló que los compuestos 1 y 3 mostraron un potente efecto inhibidor de la AChE con un porcentaje de inhibición del 75.8% y 74.8%, respectivamente. Este artículo puede ser citado como / This article must be cited as: WMNHW Salleh, N Abdullah, NA Hashim, HY Khong, S Khamis. 2019 Aporphine alkaloids from Piper erecticaule and acetylcholinesterase inhibitory activity. Bol Latinoam Caribe Plant Med Aromat 18 (5): 527 -532.

show abstract

A New Hydroxychavicol Dimer from the Roots of Piper betle

Cited by 34 publications

References 20 publications

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

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

Anti-HIV Activity of Alkaloids from Dasymaschalon echinatum

Aporphine alkaloids from Piper erecticaule and acetylcholinesterase inhibitory activity

Contact Info

Product

Resources

About