Seasonal Variation of Bioactive Alkaloid Contents in Macleaya microcarpa (Maxim.) Fedde

Pěnčíková, Kristýna; Urbanová, Jana; Musil, Pavel; Táborská, Eva; Gregorová, Jana

doi:10.3390/molecules16043391

Cited by 32 publications

(15 citation statements)

References 26 publications

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“…PRO exhibited exactly the opposite trend, as it is a biosynthetic precursor of SA and CR (Tanahashi & Zenk, 1990). Similar behaviours were reported in the analysis of the aerial parts of Macleaya microcarpa Fedde (Pěnčíková et al, 2011).…”

Section: Aerial Partsupporting

confidence: 75%

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Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

et al. 2015

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Stylophorum lasiocarpum (Oliv.) Fedde (Papaveraceae) belongs to traditional Chinese medicine herbs but there was minimal information on the content of alkaloids in this plant. Extracts from the aerial part and roots were examined by liquid chromatography with UV and mass spectrometric detection, with nineteen alkaloids identified. Changes in alkaloid content over the entire vegetation period of a one-and two-year old plant were studied. The protoberberine alkaloids, coptisine and stylopine, were found to be the main substances in extracts of the aerial part irrespective of the plant's age and time of harvest. Variable amounts of protopine, sanguinarine, chelerythrine, chelirubine, macarpine, chelilutine and berberine were also recorded in the aerial part. The roots contained significantly larger quantities of all alkaloids than the aerial part with the levels of most alkaloids varying from May to October, peaking in the middle of the vegetation period. Coptisine was the dominant alkaloid in all samples. The antiproliferative activities of the root extract and of seven individual alkaloids were tested on A375 human malignant melanoma cells. The significant dose-dependent toxicity of the root extract was attributed largely to the quaternary benzo[c]phenanthridine alkaloids, macarpine and sanguinarine.

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Section: Aerial Partsupporting

confidence: 75%

“…An inter-species comparison shows that the amount of MA in a one-year old plant was equivalent to that found in the roots of M. microcarpa 13 years old (Pěnčíková et al, 2011). The levels of MA in the roots of both cultures indicated a maximum at the midpoint of the vegetation cycle, unlike in the aerial part where few maxima were observed.…”

Section: Rootsmentioning

confidence: 91%

Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

et al. 2015

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“…Many studies have demonstrated that several alkaloids, including benzophenanthridine, protopine, dihydrobenzophenanthridine and protoberberine (shown in Fig. ), are the major bioactive components in the plant . These alkaloids have several reported biological activities including anti‐bacterial, anti‐microbial, anti‐inflammatory, insecticidal, anti‐cancer, anti‐HIV and animal growth promotion .…”

mentioning

confidence: 99%

“…1), are the major bioactive components in the plant. [2][3][4] These alkaloids have several reported biological activities including anti-bacterial, anti-microbial, antiinflammatory, insecticidal, anti-cancer, anti-HIV and animal growth promotion. [5][6][7][8][9][10] Moreover, a set of products (e.g.…”

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confidence: 99%

Structural speculation and identification of alkaloids in Macleaya cordata fruits by high‐performance liquid chromatography/quadrupole‐time‐of‐flight mass spectrometry combined with a screening procedure

Qing

Cheng

Liu

et al. 2014

Rapid Comm Mass Spectrometry

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RATIONALE Alkaloids with significant therapeutic effects are the main active constituents of Macleaya cordata, which is a perennial herb plant in the Papaveraceae family. A systematic and novel method for speculating and identifying the structures of alkaloids in M. cordata fruits by high‐performance liquid chromatography/quadrupole‐time‐of‐flight mass spectrometry (HPLC/Q‐TOF‐MS) with a screening procedure was reported. METHODS Investigation of mass spectral fragmentation of alkaloids was carried out based on the tandem mass spectrometry (MS/MS) data analyses of eight reference substances. The skeletons of alkaloids were determined by their ultraviolet spectra (UV) and MS/MS data. The substituent groups of the alkaloids were acquired through a screening procedure developed in our laboratory and MS/MS data. The substituent linkage sites were deduced by MS/MS fragmentation behavior, as well as biosynthetic pathways of related alkaloids. RESULTS The structures of 21 alkaloids were speculated in this study, 10 of which were reported for the first time in M. cordata. Furthermore, benzyltetrahydroisoquinoline and N‐methyltetrahydroprotoberberine‐type alkaloids were discovered, which indirectly proved that the biosynthetic pathways of benzophenanthridine alkaloids reported in Eschscholtzia california existed in M. cordata as well. CONCLUSIONS HPLC/Q‐TOF‐MS combined with a screening procedure was a systematic and reliable method for speculating and elucidating the structures of alkaloids. This study might be useful for the identification of other compounds in herbal medicines. Copyright © 2014 John Wiley & Sons, Ltd.

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“…Capsules are suborbicular. There is only one seed, which is basifixed, erect, and ovoid (Pěnčíková, Urbanová, Musil, Táborská, & Gregorová, 2011;Zhang & Grey-Wilson, 2008).…”

Section: Botanical Characterization and Distributionmentioning

confidence: 99%

Medicinal plants of the genusMacleaya(Macleaya cordata,Macleaya microcarpa): A review of their phytochemistry, pharmacology, and toxicology

Lin

Liang

Huang

et al. 2017

Phytotherapy Research

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In the genus Macleaya, Macleaya cordata and Macleaya microcarpa have been recognized as traditional herbs that are primarily distributed in China, North America, and Europe and have a long history of medicinal usage. These herbs have been long valued and studied for detumescence, detoxification, and insecticidal effect. This review aims to provide comprehensive information on botanical, phytochemical, pharmacological, and toxicological studies on plants in the genus Macleaya. Plants from the genus of Macleaya provide a source of bioactive compounds, primarily alkaloids, with remarkable diversity and complex architectures, thereby having attracted attention from researchers. To date, 291 constituents have been identified and/or isolated from this group. These purified compounds and/or crude extract possess antitumor, anti-inflammatory, insecticidal, and antibacterial activities in addition to certain potential toxicities. Macleaya species hold potential for medicinal applications. However, despite the pharmacological studies on these plants, the mechanisms underlying the biological activities of active ingredients derived from Macleaya have not been thoroughly elucidated to date. Additionally, there is a need for research focusing on in vivo medical effects of Macleaya compounds and, eventually, for clinical trials.

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Seasonal Variation of Bioactive Alkaloid Contents in Macleaya microcarpa (Maxim.) Fedde

Cited by 32 publications

References 26 publications

Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

Structural speculation and identification of alkaloids in Macleaya cordata fruits by high‐performance liquid chromatography/quadrupole‐time‐of‐flight mass spectrometry combined with a screening procedure

Medicinal plants of the genusMacleaya(Macleaya cordata,Macleaya microcarpa): A review of their phytochemistry, pharmacology, and toxicology

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