Antiproliferative Constituents from Umbelliferae Plants. V. A New Furanocoumarin and Falcarindiol Furanocoumarin Ethers from the Root of Angelica japonica.

Fujioka, Toshihiro; Furumi, Kazuhiro; Fujii, Hiroko; Okabe, Hikaru; Mihashi, Kunihide; Nakano, Yoritaka; Matsunaga, Hisashi; Katano, Mitsuo; Mori, Masato

doi:10.1248/cpb.47.96

Cited by 140 publications

(81 citation statements)

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“…The (3S,8S) and (3R,8S)-isomers of 4C were shown to have antimycobacterial activity and to be active against multi-drug resistant strains of S. aureus [298,299]. Acetoxy modifications found in the known Apiaceae acetate 25I and oplopandiol acetate (25H) from Oplopanax horridus increase selectivity towards Mycobacterium spp.. Falcarindiol ethers with furanocoumarins, named japoangelols A-D (25J-M), are novel structures with the potential for enhanced contact toxicity [300]; both polyacetylenes and furanocoumarins in Apiaceae species are known to cause dermatitis. Among these metabolites, falcarindiol had greater in vitro inhibitory activity against human gastric adenocarcinoma cells than any of the ethers 25J-M [301].…”

Section: New Natural Productsmentioning

confidence: 99%

Biosynthesis and function of polyacetylenes and allied natural products

Minto

Blacklock

2008

Progress in Lipid Research

297

228

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Polyacetylenic natural products are a substantial class of often unstable compounds containing a unique carbon-carbon triple bond functionality, that are intriguing for their wide variety of biochemical and ecological functions, economic potential, and surprising mode of biosynthesis. Isotopic tracer experiments between 1960 and 1990 demonstrated that the majority of these compounds are derived from fatty acid and polyketide precursors. During the past decade, research into the metabolism of polyacetylenes has swiftly advanced, driven by the cloning of the first genes responsible for polyacetylene biosynthesis in plants, moss, fungi, and actinomycetes, and the initial characterization of the gene products.The current state of knowledge of the biochemistry and molecular genetics of polyacetylenic secondary metabolic pathways will be presented together with an up-to-date survey of new terrestrial and marine natural products, their known biological activities, and a discussion of their likely metabolic origins.

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Section: New Natural Productsmentioning

confidence: 99%

Biosynthesis and function of polyacetylenes and allied natural products

Minto

Blacklock

2008

Progress in Lipid Research

297

228

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“…The 15 known compounds were identified as (+)-praeruptorin A (2) [20,21], (+)-praeruptorin B (3) [20,21], (+)-praeruptorin E (4) [20][21][22], selinidin (5) [23], cis-3′,4′-diisovalerylkhellactone (6) [19,24], pteryxin (7) [6], suksdorfin (8) [25,26], Pd-Ib (9) [27,28], qianhucoumarin D (10) [20,21], (+)-samidin (11) [25,[29][30][31], laserpitin (12) [32], (9R,10R)-9-acetoxy-8,8-dimethyl-9,10-dihydro-2H,8H-benzo [1,2-b:3,4-b′]dipyran-2-one-10-yl-ester (13) [33], bergapten (14) [34,35], xanthotoxin (15) [36], and falcalindiol (16) [37][38][39][40].…”

Section: Introductionmentioning

confidence: 99%

Pyranocoumarins from Root Extracts of Peucedanum praeruptorum Dunn with Multidrug Resistance Reversal and Anti-Inflammatory Activities

Lee

Kim

et al. 2015

Molecules

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Abstract:In the search for novel herbal-based anticancer agents, we isolated a new angular-type pyranocoumarin, (+)-cis-(3 1 S,4 1 S)-3 1 -angeloyl-4 1 -tigloylkhellactone (1) along with 12 pyranocoumarins (2-13), two furanocoumarins (14, 15), and a polyacetylene (16) were isolated from the roots of Peucedanum praeruptorum using chromatographic separation methods. The structures of the compounds were determined using spectroscopic analysis with nuclear magnetic resonance (NMR) and high-resolution-electrospray ionization-mass spectrometry (HR-ESI-MS). The multidrug-resistance (MDR) reversal and anti-inflammatory effects of all the isolated compounds were evaluated in human sarcoma MES-SA/Dx5 and lipopolysaccharide (LPS)-induced RAW 264.7 cells. Among the 16 tested compounds, two (2 and 16) downregulated nitric oxide (NO) production and five (1, 7, 8, 11, and 13) inhibited the efflux of drugs by MDR protein, indicating the reversal of MDR. Therefore, these compounds may be potential candidates for the development of effective agents against MDR forms of cancer.

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“…Our results are in well correlation with the previous findings in which the plant extracts were found to induce cytotoxicity on human breast cancer T47D cells (Abdolmohammadi et al, 2008) due to the sensitivity of cancerous cells towards the death flavanoids. Other studies also showed that certain constituents of plant also inhibit the growth of human gastric adenocarcinoma (MK-1), human uterus carcinoma (HeLa), and murine melanoma (B16F10) cells (Fujika et al, 1999). The growth inhibitory effects of other extracts on cancerous cells have also been observed by different investigators on other human cancer cell lines (Li et al, 1995;Kim et al, 2002;Kumi-Diaka and Butler, 2000).…”

Section: Discussionmentioning

confidence: 79%

Anticancer Activity of Petroselinum sativum Seed Extracts on MCF-7 Human Breast Cancer Cells

Farshori¹,

Al-Sheddi²,

Al-Oqail³

et al. 2013

Asian Pacific Journal of Cancer Prevention

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Pharmacological and preventive properties of Petroselinum sativum seed extracts are well known, but the anticancer activity of alcoholic extracts and oil of Petroselinum sativum seeds on human breast cancer cells have not been explored so far. Therefore, the present study was designed to investigate the cytotoxic activities of these extracts against MCF-7 cells. Cells were exposed to 10 to 1000 μg/ml of alcoholic seed extract (PSA) and seed oil (PSO) of Petroselinum sativum for 24 h. Post-treatment, percent cell viability was studied by 3-(4, 5-dimethylthiazol-2yl)-2, 5-biphenyl tetrazolium bromide (MTT) and neutral red uptake (NRU) assays, and cellular morphology by phase contrast inverted microscopy. The results showed that PSA and PSO significantly reduced cell viability, and altered the cellular morphology of MCF-7 cells in a concentration dependent manner. Concentrations of 50 μg/ml and above of PSA and 100 μg/ml and above of PSO were found to be cytotoxic in MCF-7 cells. Cell viability at 50, 100, 250, 500 and 1000 μg/ml of PSA was recorded as 81%, 57%, 33%, 8% and 5%, respectively, whereas at 100, 250, 500, and 1000 μg/ml of PSO values were 90%, 78%, 62%, and 8%, respectively by MTT assay. MCF-7 cells exposed to 250, 500 and 1000 μg/ml of PSA and PSO lost their typical morphology and appeared smaller in size. The data revealed that the treatment with PSA and PSO of Petroselinum sativum induced cell death in MCF-7 cells.

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Antiproliferative Constituents from Umbelliferae Plants. V. A New Furanocoumarin and Falcarindiol Furanocoumarin Ethers from the Root of Angelica japonica.

Cited by 140 publications

References 0 publications

Biosynthesis and function of polyacetylenes and allied natural products

Biosynthesis and function of polyacetylenes and allied natural products

Pyranocoumarins from Root Extracts of Peucedanum praeruptorum Dunn with Multidrug Resistance Reversal and Anti-Inflammatory Activities

Anticancer Activity of Petroselinum sativum Seed Extracts on MCF-7 Human Breast Cancer Cells

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