alpha-elemene
(S)-6-ethenyl-6-methyl-1-(1-methyl ethyl)-3-(1-methyl ethylidene) cyclohexene
 
Notes:
None found
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CAS Number: 5951-67-7Picture of molecule3D/inchi
FDA UNII: 79BY281T5Y
Nikkaji Web: J12.784A
XlogP3-AA: 5.00 (est)
Molecular Weight: 204.35628000
Formula: C15 H24
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Category: natural substances and extractives
 
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Physical Properties:
Food Chemicals Codex Listed: No
Boiling Point: 254.00 to  255.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.027000 mmHg @ 25.00 °C. (est)
Flash Point: 211.00 °F. TCC ( 99.60 °C. ) (est)
logP (o/w): 6.778 (est)
Soluble in:
 alcohol
 water, 0.01237 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
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Safety Information:
 
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GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
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Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for alpha-elemene usage levels up to:
 not for fragrance use.
 
Recommendation for alpha-elemene flavor usage levels up to:
 not for flavor use.
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Laboratory Chemical Safety Summary : 80048
National Institute of Allergy and Infectious Diseases: Data
 (6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidenecyclohexene
Chemidplus: 0005951677
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References:
 (6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidenecyclohexene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 80048
Pubchem (sid): 135038844
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
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FooDB: FDB006334
Typical G.C.
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 chamaecyparis obtusa wood oil @ 0.04%
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 hinoki leaf oil @ 1.47%
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 hinoki root oil @ 0.44%
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 marjoram oil
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 parsley leaf
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 rosa damascena
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Synonyms:
(S)-6-ethenyl-6-methyl-1-(1-methyl ethyl)-3-(1-methyl ethylidene) cyclohexene
(6S)-6-ethenyl-6-methyl-1-propan-2-yl-3-propan-2-ylidenecyclohexene
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Articles:
PubMed: Isolation of jasmonate-induced sesquiterpene synthase of rice: Product of which has an antifungal activity against Magnaporthe oryzae.
PubMed: In vitro antibacterial activity of Libanotis montana essential oil in combination with conventional antibiotics.
PubMed: Chemical compositions and antimicrobial activity of the essential oils of Hornstedtia havilandii (Zingiberaceae).
PubMed: β-elemene reverses the drug resistance of lung cancer A549/DDP cells via the mitochondrial apoptosis pathway.
PubMed: More insight into the chemical composition of Greek propolis; differences and similarities with Turkish propolis.
PubMed: Combined analysis of the root bark oil of Cleistopholis glauca by chromatographic and spectroscopic techniques.
PubMed: β-Elemene inhibits the metastasis of B16F10 melanoma cells by downregulation of the expression of uPA, uPAR, MMP-2, and MMP-9.
PubMed: Chemical composition, antimicrobial and antioxidant activities of essential oil from Ampelopsis megalophylla.
PubMed: Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandiiPolyalthia jucunda and Polyalthia thorelii.
PubMed: Construction of the 1,2-dialkenylcyclohexane framework via Ireland-Claisen rearrangement and intramolecular Barbier reaction: application to the synthesis of (±)-Geijerone and a diastereoisomeric mixture with its 5-epimer.
PubMed: Constituents of essential oils from the leaves, stem barks and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam.
PubMed: Chemical analysis and calcium channel blocking activity of the essential oil of Perovskia abrotanoides.
PubMed: The effect of beta-elemene on alpha-tubulin polymerization in human hepatoma HepG2 cells.
PubMed: Comparative analysis of the essential oil composition of Murraya paniculata and M. exotica.
PubMed: Essential oils composition of croton species from the Amazon.
PubMed: Essential oil composition of Aegle marmelos (L.) Correa: chemotypic and seasonal variations.
PubMed: β-Elemene, a compound derived from Rhizoma zedoariae, reverses multidrug resistance mediated by the ABCB1 transporter.
PubMed: Chemical constituents and anticancer activity of Curcuma zedoaria roscoe essential oil against non-small cell lung carcinoma cells in vitro and in vivo.
PubMed: The effects of β-elemene on the expression of mTOR, HIF-1A, survivin in lung adenocarcinoma A549 cell.
PubMed: [Effect of elemene on reversing chemoresistance to adriamycin in human stomach cancer cell line].
PubMed: Quantitative Analysis and Discrimination of Steamed and Non-Steamed Rhizomes of Curcuma wenyujin by GC-MS and HPLC.
PubMed: Nematicidal activity of the essential oil of Rhododendron anthopogonoides aerial parts and its constituent compounds against Meloidogyne incognita.
PubMed: [Synergistic effect of beta-elemene injection combined paclitaxel injection on human breast cancer MB-468 cells: an in vitro study].
PubMed: [Meta-analysis on elemene injection combined with cisplatin chemotherapeutics in treatment of non-small cell lung cancer].
PubMed: Formulation design, preparation, and in vitro and in vivo characterizations of β-Elemene-loaded nanostructured lipid carriers.
PubMed: [Potential applications of beta-elemene in anti-atherosclerosis and anti-restenosis].
PubMed: Curcumin-free turmeric exhibits anti-inflammatory and anticancer activities: Identification of novel components of turmeric.
PubMed: β-Elemene enhances susceptibility to cisplatin in resistant ovarian carcinoma cells via downregulation of ERCC-1 and XIAP and inactivation of JNK.
PubMed: Zedoary oil (Ezhu You) inhibits proliferation of AGS cells.
PubMed: 13,14-bis(cis-3,5-dimethyl-1-piperazinyl)-β-elemene, a novel β-elemene derivative, shows potent antitumor activities via inhibition of mTOR in human breast cancer cells.
PubMed: Chemical composition and antimicrobial activity of three essential oils from Curcuma wenyujin.
PubMed: β-elemene decreases cell invasion by upregulating E-cadherin expression in MCF-7 human breast cancer cells.
PubMed: β -Elemene-Attenuated Tumor Angiogenesis by Targeting Notch-1 in Gastric Cancer Stem-Like Cells.
PubMed: Characterization of Chemical Composition of Pericarpium Citri Reticulatae Volatile Oil by Comprehensive Two-Dimensional Gas Chromatography with High-Resolution Time-of-Flight Mass Spectrometry.
PubMed: The cytotoxic effect of β-elemene against malignant glioma is enhanced by base-excision repair inhibitor methoxyamine.
PubMed: Chemical composition and anti-Trypanosoma cruzi activity of essential oils obtained from leaves of Xylopia frutescens and X. laevigata (Annonaceae).
PubMed: The Role of E3 Ubiquitin Ligase Cbl Proteins in β-Elemene Reversing Multi-Drug Resistance of Human Gastric Adenocarcinoma Cells.
PubMed: [Treatment of hepatic cancer in mice by beta-elemene combined DC/Dribble vaccine: an immune mechanism research].
PubMed: Analysis of Cleistopholis patens leaf and trunk bark oils using combined GC- flame ionisation detection, GC-retention index, GC-MS and (13) C-NMR.
PubMed: Phytochemical diversity of Murraya koenigii (L.) Spreng. from Western Himalaya.
PubMed: β-Elemene promotes cisplatin-induced cell death in human bladder cancer and other carcinomas.
PubMed: Eugenia uniflora L. Essential Oil as a Potential Anti-Leishmania Agent: Effects on Leishmania amazonensis and Possible Mechanisms of Action.
PubMed: Beta-elemene blocks epithelial-mesenchymal transition in human breast cancer cell line MCF-7 through Smad3-mediated down-regulation of nuclear transcription factors.
PubMed: Essential oils from five species of Annonaceae from Vietnam.
PubMed: Antiproliferative and apoptotic effects of β-elemene on human hepatoma HepG2 cells.
PubMed: β-Elemene and taxanes synergistically induce cytotoxicity and inhibit proliferation in ovarian cancer and other tumor cells.
PubMed: Chemical composition and anticancer, antiinflammatory, antioxidant and antimalarial activities of leaves essential oil of Cedrelopsis grevei.
PubMed: [The pharmacokinetics of long-circulating beta-elemene liposomes].
PubMed: [Influence of processing methods on the chemical composition of the essential oil from Aucklandia lappa].
PubMed: Sensitization of lung cancer cells to cisplatin by β-elemene is mediated through blockade of cell cycle progression: antitumor efficacies of β-elemene and its synthetic analogs.
PubMed: Antimicrobial Potential and Chemical Characterization of Serbian Liverwort (Porella arboris-vitae): SEM and TEM Observations.
PubMed: [Study on the chemical components, antimicrobial and antitumor activities of the essential oil from the leaves of Zanthoxylum avicennae].
PubMed: Elemene, one ingredient of a Chinese herb, against malignant tumors: a literature-based meta-analysis.
PubMed: Enhancement of cisplatin-induced apoptosis by β-elemene in resistant human ovarian cancer cells.
PubMed: Anticancer activity of β-Elemene and its synthetic analogs in human malignant brain tumor cells.
PubMed: Anti-Lung-Cancer Activity and Liposome-Based Delivery Systems of β-Elemene.
PubMed: Antimicrobial activity of selected essential oils against cariogenic bacteria.
PubMed: β-elemene inhibits the proliferation of T24 bladder carcinoma cells through upregulation of the expression of Smad4.
PubMed: Antifungal and antibacterial activity of the essential oil of Chamaecyparis lawsoniana from Spain.
PubMed: Chemotaxonomical markers in essential oil of Murraya koenigii.
PubMed: Synergistic effects of Endostar combined with β-elemene on malignant ascites in a mouse model.
PubMed: Systematic review of β-elemene injection as adjunctive treatment for lung cancer.
PubMed: Identification of insecticidal constituents of the essential oil of Curcuma wenyujin rhizomes active against Liposcelis bostrychophila Badonnel.
PubMed: Tangy scent in Toona sinensis (Meliaceae) leaflets: isolation, functional characterization, and regulation of TsTPS1 and TsTPS2, two key terpene synthase genes in the biosynthesis of the scent compound.
PubMed: Investigation of elemene-induced reversal of tamoxifen resistance in MCF-7 cells through oestrogen receptor α (ERα) re-expression.
PubMed: Study on the volatile oil contents of Annona glabra L., Annona squamosa L., Annona muricata L. and Annona reticulata L., from Vietnam.
PubMed: Chemical composition of the essential oils of Centaurea formanekii and C. orphanidea ssp. thessala, growing wild in Greece.
PubMed: Chemical composition and biological activities of the essential oils from Duguetia lanceolata St. Hil. barks.
PubMed: β-elemene induces glioma cell apoptosis by downregulating survivin and its interaction with hepatitis B X-interacting protein.
PubMed: β-Elemene induces apoptosis in human renal-cell carcinoma 786-0 cells through inhibition of MAPK/ERK and PI3K/Akt/ mTOR signalling pathways.
PubMed: Furanodiene induces endoplasmic reticulum stress and presents antiproliferative activities in lung cancer cells.
PubMed: β-elemene acts as an antitumor factor and downregulates the expression of survivin, Bcl-xL and Mta-1.
PubMed: Chemical composition, antimicrobial, antioxidant and cytotoxic activity of the essential oil from the leaves of Acanthopanax leucorrhizus (Oliv.) Harms.
PubMed: Relation between chemical composition or antioxidant activity and antihypertensive activity for six essential oils.
PubMed: β-elemene effectively suppresses the growth and survival of both platinum-sensitive and -resistant ovarian tumor cells.
PubMed: Anti-cancer properties of terpenoids isolated from Rhizoma Curcumae--a review.
PubMed: Differences in the volatile compositions of ginseng species (Panax sp.).
PubMed: Volatiles from Michelia champaca flower: comparative analysis by simultaneous distillation-extraction and solid phase microextraction.
PubMed: HIF-1α induced by β-elemene protects human osteosarcoma cells from undergoing apoptosis.
PubMed: Composition and antioxidant capacity of the essential oil of leaves of Vitex megapotamica (Sprengel) Moldenke.
PubMed: Natural product studies of U.S. endangered plants: volatile components of Lindera melissifolia (Lauraceae) repel mosquitoes and ticks.
PubMed: β-Elemene radiosensitizes lung cancer A549 cells by enhancing DNA damage and inhibiting DNA repair.
PubMed: Evaluation of the antinociceptive, anti-inflammatory and gastric antiulcer activities of the essential oil from Piper aleyreanum C.DC in rodents.
PubMed: Reversion of multidrug resistance in a chemoresistant human breast cancer cell line by β-elemene.
PubMed: Potential role of β-elemene on histone H1 in the H22 ascites hepatoma cell line.
PubMed: WITHDRAWN: Elemene for the treatment of lung cancer.
PubMed: Volatiles from Magnolia grandiflora flowers: comparative analysis by simultaneous distillation-extraction and solid phase microextraction.
PubMed: The leaf essential oils of five Vietnamese Desmos species (Annonaceae).
PubMed: Chemical and biological analyses of the essential oils and main constituents of Piper species.
PubMed: Down-regulation of survivin and hypoxia-inducible factor-1 α by β-elemene enhances the radiosensitivity of lung adenocarcinoma xenograft.
PubMed: Β-elemene inhibits Hsp90/Raf-1 molecular complex inducing apoptosis of glioblastoma cells.
PubMed: β-Elemene induces apoptosis as well as protective autophagy in human non-small-cell lung cancer A549 cells.
PubMed: Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais.
PubMed: Chemical and genetic differentiation of two Mediterranean subspecies of Teucrium scorodonia L.
PubMed: Applications of nanoparticles in herbal medicine: zedoary turmeric oil and its active compound β-elemene.
PubMed: [Analysis of content changes of volatile oil and beta-elemene in oil in Sarcandrae].
PubMed: Chemical composition of the essential oil from basil (Ocimum basilicum Linn.) and its in vitro cytotoxicity against HeLa and HEp-2 human cancer cell lines and NIH 3T3 mouse embryonic fibroblasts.
PubMed: Synergistic antitumor effect of β-elemene and etoposide is mediated via induction of cell apoptosis and cell cycle arrest in non-small cell lung carcinoma cells.
PubMed: Induction of caspase-3-dependent apoptosis in human leukemia HL-60 cells by δ-elemene.
PubMed: Fractionation of volatile constituents from curcuma rhizome by preparative gas chromatography.
PubMed: California Lomatiums, Part X. Comparison of composition of the hydrodistilled oils from two subspecies of Lomatium mohavense.
PubMed: Cbl-regulated Akt and ERK signals are involved in β-elemene-induced cell apoptosis in lung cancer cells.
PubMed: Changes in volatile compound composition of Antrodia camphorata during solid state fermentation.
PubMed: Chemical composition, antioxidant and antimicrobial activity of the extracts of the flowers of the Chinese plant Chimonanthus praecox.
PubMed: [GC-MS analysis of volatile oil of olibanum].
PubMed: B-cell lymphoma-2 over-expression protects δ-elemene-induced apoptosis in human lung carcinoma mucoepidermoid cells via a nuclear factor kappa B-related pathway.
PubMed: Lysosomal membrane permeabilization contributes to elemene emulsion-induced apoptosis in A549 cells.
PubMed: Anti-cancer natural products isolated from chinese medicinal herbs.
PubMed: Insecticidal activity of the essential oil from fruits and seeds of Schinus terebinthifolia Raddi against African malaria vectors.
PubMed: The compositions of volatiles and aroma-active compounds in dried omija fruits (Schisandra chinensis Baillon) according to the cultivation areas.
PubMed: Downregulation effects of beta-elemene on the levels of plasma endotoxin, serum TNF-alpha, and hepatic CD14 expression in rats with liver fibrosis.
PubMed: [GC-MS analysis of essential oil from root of Angelica dahurica cv. Qibaizhi].
PubMed: P21 (waf1/cip1) is required for non-small cell lung cancer sensitive to Gefitinib treatment.
PubMed: Protection of endothelial cells, inhibition of neointimal hyperplasia by β-elemene in an injured artery.
PubMed: β-Elemene-induced autophagy protects human gastric cancer cells from undergoing apoptosis.
PubMed: Insecticidal compounds from the essential oil of Chinese medicinal herb Atractylodes chinensis.
PubMed: β-elemene inhibits proliferation of human glioblastoma cells through the activation of glia maturation factor β and induces sensitization to cisplatin.
PubMed: Chemical composition, antimicrobial and antioxidant activities of essential oil from Gnaphlium affine.
PubMed: Volatile constituent distribution of Prangos coryombosa Boiss at two stages of growth.
PubMed: Comparative volatile oil composition of four Ocimum species from northern India.
PubMed: Chemical composition and antibacterial activity of the essential oil of Drimys granadensis L.f. leaves from Colombia.
PubMed: Composition of the essential oil of Bidens tripartita L. roots and its antibacterial and antifungal activities.
PubMed: Essential oil composition of Vismia macrophylla leaves (Guttiferae).
PubMed: [Comparison of content of curdione, curcumol, germacrone and beta-elemene in different varieties of vinegar backed Rhizoma Curcuma].
PubMed: Caryophyllene oxide-rich essential oils of Lithuanian Artemisia campestris ssp. campestris and their toxicity.
PubMed: β-Elemene piperazine derivatives induce apoptosis in human leukemia cells through downregulation of c-FLIP and generation of ROS.
PubMed: Chemical composition and antimicrobial activity of the essential oils of Anthospermum emirnense and Anthospermum perrieri (Rubiaceae).
PubMed: Amelioration of experimental autoimmune encephalomyelitis by β-elemene treatment is associated with Th17 and Treg cell balance.
PubMed: Preparation and characterization of β-elemene-loaded microemulsion.
PubMed: Mechanisms of inhibition of elemene on human lens epithelial cell proliferation in vitro.
PubMed: Efficient synthesis of the anticancer β-elemene and other bioactive elemanes from sustainable germacrone.
PubMed: ß-Elemene inhibits proliferation of human glioblastoma cells and causes cell-cycle G0/G1 arrest via mutually compensatory activation of MKK3 and MKK6.
PubMed: GC-MS analysis of headspace and liquid extracts for metabolomic differentiation of citrus Huanglongbing and zinc deficiency in leaves of 'Valencia' sweet orange from commercial groves.
PubMed: Evaluation of cisplatin in combination with β-elemene as a regimen for prostate cancer chemotherapy.
PubMed: Preparation, characterization and relative bioavailability of oral elemene o/w microemulsion.
PubMed: Phytochemical investigation of Verbesina turbacensis Kunth: trypanosome cysteine protease inhibition by (-)-bornyl esters.
PubMed: [Mechanism study of beta-elemene derivative (ET) in NB4 cell on apoptosis induction].
PubMed: Antineoplastic effect of beta-elemene on prostate cancer cells and other types of solid tumour cells.
PubMed: [Study on proteomics of inhibitory effects of elemene on proliferation of human lens epithelial cell].
PubMed: Beta-elemene inhibits melanoma growth and metastasis via suppressing vascular endothelial growth factor-mediated angiogenesis.
PubMed: [HPLC determination of six components in zedoary turmeric oil and its related injections].
PubMed: [Effects of beta-elemene on proliferation and apoptosis of human multiple myeloma cell RPMI-8226].
PubMed: Preparative isolation and purification of six volatile compounds from essential oil of Curcuma wenyujin using high-performance centrifugal partition chromatography.
PubMed: Downregulation of IL-17 and IFN-gamma in the optic nerve by beta-elemene in experimental autoimmune encephalomyelitis.
PubMed: Exploiting cyanobacterial P450 pathways.
PubMed: [Analysis on chemical components of volatile oil and determination of thymoquinone from seed of Nigella glandulifera].
PubMed: [beta-elemene enhances aclarubicin-induced apoptotic effect in HL-60 cells and its mechanism.].
PubMed: Essential oils from two Lantana species with antimycobacterial activity.
PubMed: Different isolation methods for determination of composition of volatiles from Nigella damascena L. seeds.
PubMed: An investigation of the ability of elemene to pass through the blood-brain barrier and its effect on brain carcinomas.
PubMed: Volatile constituents of Ocimum minimum herb cultivated in Portugal.
PubMed: Cell apoptosis induced by delta-elemene in colorectal adenocarcinoma cells via a mitochondrial-mediated pathway.
PubMed: Essential oil composition from two species of Piperaceae family grown in Colombia.
PubMed: Antiatherogenic activity of Dendropanax morbifera essential oil in rats.
PubMed: Application of histograms in evaluation of large collections of gas chromatographic retention indices.
PubMed: Seasonal variation and bioactivity in the leaf oil of Liriodendron tulipifera growing in Huntsville, Alabama.
PubMed: beta-Elemene, a novel plant-derived antineoplastic agent, increases cisplatin chemosensitivity of lung tumor cells by triggering apoptosis.
PubMed: [Beta-elemene inhibits expression of ANG II and RhoA/ROCK signaling in hepatic stellate cells].
PubMed: ANG II-AT1 receptor pathway is involved in the anti-fibrotic effect of beta-elemene.
PubMed: GC-MS analysis and antimicrobial activity of essential oil of Stachys cretica subsp. smyrnaea.
PubMed: Essential oil compositions of three Lantana species from Monteverde, Costa Rica.
PubMed: Radioactive synthesis and biodistribution study of beta-elemene-99mTc(CO)3 conjugates.
PubMed: Antiulcerogenic and anti-inflammatory activities of the essential oil from Pterodon emarginatus seeds.
PubMed: Anti-cancer properties of Nigella spp. essential oils and their major constituents, thymoquinone and beta-elemene.
PubMed: Synthesis and in vitro anti-proliferative activity of beta-elemene monosubstituted derivatives in HeLa cells mediated through arrest of cell cycle at the G1 phase.
PubMed: Validation of a sensitive gas chromatographic-mass spectrometric method for the simultaneous determination of beta-elemene and beta-elemenal in human plasma.
PubMed: [Effect of beta-elemene on the proliferation, migration and RhoA expression of hepatic stellate cells induced by angiotensin II].
PubMed: [Effect of nano-liposome sustained elemene in inducing cell apoptosis of C6 glioma].
PubMed: Terpene biosynthesis in glandular trichomes of hop.
PubMed: Morphological, genetic, and chemical polymorphism of Curcuma kwangsiensis.
PubMed: Antibacterial terpenes from the oleo-resin of Commiphora molmol (Engl.).
PubMed: Chemical constituents and larvicidal property of the essential oil of Blumea mollis (D. Don) Merr. against Culex quinquefasciatus.
PubMed: N-(beta-Elemene-13-yl)tryptophan methyl ester induces apoptosis in human leukemia cells and synergizes with arsenic trioxide through a hydrogen peroxide dependent pathway.
PubMed: Anti-tumor effect of beta-elemene in glioblastoma cells depends on p38 MAPK activation.
PubMed: Antiectoparasitic activity of the gum resin, gum haggar, from the East African plant, Commiphora holtziana.
PubMed: [Effect of traditional Chinese medicine on quality of life and survival period in patients with progressive gastric cancer].
PubMed: [Effect of p38 MAPK on elemene-induced cell cycle arrest in C6 glioblastoma cells].
PubMed: [The protection of elemene on injured HUVECs induced by hydrogen peroxide].
PubMed: Treatment of chylothorax with elemene.
PubMed: Ab initio analysis of the Cope rearrangement of germacrane sesquiterpenoids.
PubMed: The influence of different nutrient levels on insect-induced plant volatiles in Bt and conventional oilseed rape plants.
PubMed: Bioactivity and chemical composition of the leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum from Monteverde, Costa Rica.
PubMed: Elemene for the treatment of lung cancer.
PubMed: Volatile components from the roots of Solanum pseudocapsicum.
PubMed: Interception of the enzymatic conversion of farnesyl diphosphate to 5-epi-aristolochene by using a fluoro substrate analogue: 1-fluorogermacrene A from (2E,6Z)-6-fluorofarnesyl diphosphate.
PubMed: [Extraction and identification of volatile constituents in the flowers of Aglaia odorata Lour].
PubMed: [Elemene in the treatment of the transplantable model of human laryngeal squamous carcinoma in nude mice].
PubMed: The volatile constituents analysis of Eremostachys macrophylla Montbr. & Auch. from Iran.
PubMed: In vitro combination characterization of the new anticancer plant drug beta-elemene with taxanes against human lung carcinoma.
PubMed: The rice (E)-beta-caryophyllene synthase (OsTPS3) accounts for the major inducible volatile sesquiterpenes.
PubMed: [Headspace solid-phase microextraction-gas chromatography-mass spectrometry for analysis of volatile components from Atractlodes macrocephala Koidz].
PubMed: [GC-MS analysis of essential oil from anthodiums of Chrysanthemum morifolium processed by microwave-airflow and steam calefaction].
PubMed: Immunotherapeutic effects on murine pancreatic carcinoma by β-elemene combined with dendritic cells modified with genes encoding interleukin-23.
PubMed: Essential oil constituents from Japanese and Indian Curcuma aromatica rhizomes.
PubMed: Effect of ginseng saponin, arsenic trioxide, beta-elemene combined with CTX on telomere-telomerase system in K562 cell line.
PubMed: [Research of beta-elemene interventional treatment on VX2 carcinoma transplanted on kidney in rabbits].
PubMed: Simultaneous determination of 11 characteristic components in three species of Curcuma rhizomes using pressurized liquid extraction and high-performance liquid chromatography.
PubMed: Effect of delta-elemene on Hela cell lines by apoptosis induction.
PubMed: Response to hepatocarcinoma Hca-F of mice immunized with heat shock protein 70 from elemene combo tumor cell vaccine.
PubMed: [Immunotherapeutic effects of beta-elemene combined with interleukin-23 gene-modified dendritic cells on murine pancreatic carcinoma].
PubMed: Analysis of volatile components of Curcuma sichuanensis X. X. Chen by gas chromatography-mass spectrometry.
PubMed: From terpenoids to aliphatic acids: further evidence for late-instar switch in osmeterial defense as a characteristic trait of swallowtail butterflies in the tribe papilionini.
PubMed: Screening and analysis of bioactive compounds in traditional Chinese medicines using cell extract and gas chromatography-mass spectrometry.
PubMed: [Dose-and time-dependence of elemene in the induction of apoptosis in two glioma cell lines].
PubMed: Optimization of GC-MS conditions based on resolution and stability of analytes for simultaneous determination of nine sesquiterpenoids in three species of Curcuma rhizomes.
PubMed: [Radiosensitization of beta-elemene on VX2 carcinoma transplanted on kidney in rabbits in vivo].
PubMed: [Analysis of volatile constituents in leaves of three cypress species by gas chromatography/mass spectrometry].
PubMed: [Inhibiting cerebral glioma growth with continuous low-dose chemotherapy and cyclooxygenase-2 inhibitor in nude mice].
PubMed: [Study on pharmacokinetics of PVP coated beta-elemene liposome in rats].
PubMed: [GC-MS analysis of volatile oil from the ear of Schizonepeta tenifolia Briq].
PubMed: The synthesis and anti-proliferative effects of beta-elemene derivatives with mTOR inhibition activity.
PubMed: Determination of Teucrium chamaedrys volatiles by using direct thermal desorption-comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry.
PubMed: [Inhibition of eIF families expression and angiogenesis for human laryngeal carcinoma by elemene administration].
PubMed: Antioxidant and biocidal activities of Carum nigrum (seed) essential oil, oleoresin, and their selected components.
PubMed: Elemene displays anti-cancer ability on laryngeal cancer cells in vitro and in vivo.
PubMed: [Influence of elemene on the expression of Bcl-2 family genes in rat C6 glioma cells].
PubMed: Assessing the quality of RCTs on the effect of beta-elemene, one ingredient of a Chinese herb, against malignant tumors.
PubMed: Characterization and body distribution of beta-elemene solid lipid nanoparticles (SLN).
PubMed: Essential oil analysis and anticancer activity of leaf essential oil of Croton flavens L. from Guadeloupe.
PubMed: Headspace solid-phase microextraction-gas chromatography--mass spectrometry analysis of the volatile compounds of Evodia species fruits.
PubMed: The pharmacokinetics of a novel anti-tumor agent, beta-elemene, in Sprague-Dawley rats.
PubMed: Identification and quantitation of eleven sesquiterpenes in three species of Curcuma rhizomes by pressurized liquid extraction and gas chromatography-mass spectrometry.
PubMed: [Excretion of beta-elemene from rat respiratory tracts].
PubMed: Antiproliferative effect of beta-elemene in chemoresistant ovarian carcinoma cells is mediated through arrest of the cell cycle at the G2-M phase.
PubMed: Antitumor effect of beta-elemene in non-small-cell lung cancer cells is mediated via induction of cell cycle arrest and apoptotic cell death.
PubMed: Analysis of leaf surface sesquiterpenes in potato varieties.
PubMed: Herbal drug quality and phytochemical composition of Hypericum perforatum L. affected by ash yellows phytoplasma infection.
PubMed: Application of multidimensional gas chromatography to the enantioselective characterisation of the essential oil of Eupatorium buniifolium Hooker et Arnott.
PubMed: Aroma evaluation of an aquatic herb, Changpo (Acorus calamus Var. angustatus Bess), by AEDA and SPME.
PubMed: Isogermacrene A, a proposed intermediate in sesquiterpene biosynthesis.
PubMed: Analysis of essential oils from wild and micropropagated plants of damiana (Turnera diffusa).
PubMed: Essential oil yield and quality of methyl eugenol rich Ocimum tenuiflorum L.f. (syn. O. sanctum L.) grown in south India as influenced by method of harvest.
PubMed: Chemical composition and in vitro antimicrobial activities of the essential oils from endemic Psiadia species growing in mauritius.
PubMed: [Study on the expression of eIF families after elemene treatment].
PubMed: [Reversal of resistance to adriamycin in human breast cancer cell line MCF-7/ADM by beta-elemene].
PubMed: [Effects of arsenic trioxide, ginseng saponin and beta-elemene on telomere-telomerase system in K562 cell line].
PubMed: Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium.
PubMed: Composition and functional properties of the essential oil of amazonian basil, Ocimum micranthum Willd., Labiatae in comparison with commercial essential oils.
PubMed: Volatile constituents and key odorants in leaves, buds, flowers, and fruits of Laurus nobilis L.
PubMed: [Advances in the study on the effects of Chinese herbal drugs on apoptosis].
PubMed: Sesquiterpenes of the liverwort Scapania undulata.
PubMed: [Experimental study on apoptosis induced by elemene in glioma cells].
PubMed: [Quantum chemistry Ab initio calculation of vibration spectrum of beta-elemene].
PubMed: GC-MS analysis of essential oil of Shorea robusta bast.
PubMed: Interspecific variation in terpenoid composition of defensive secretions of European Reticulitermes termites.
PubMed: Differential volatile emissions and salicylic acid levels from tobacco plants in response to different strains of Pseudomonas syringae.
PubMed: Essential oil from fruit of Peucedanum tauricum Bieb.
PubMed: Volatile compounds from leaf-buds of Populus nigra L (Salicaceae).
PubMed: [Constituents analysis on volatile oil of Pogostemon cablin from different collection time cultivated in Hainan].
PubMed: Monitoring and fast detection of mycotoxin-producing fungi based on headspace solid-phase microextraction and headspace sorptive extraction of the volatile metabolites.
PubMed: [Effect of PIC-BE on the expression of MDR-1 and bcl-2 genes in a multidrug resistance cell variant K562/ADM].
PubMed: [Supercritical fluid extraction of beta-elemene under lower pressure].
PubMed: [Determination of elemenyl piperidine salt in water by capillary gas chromatography].
PubMed: Aroma compound analysis of Piper nigrum and Piper guineense essential oils from Cameroon using solid-phase microextraction-gas chromatography, solid-phase microextraction-gas chromatography-mass spectrometry and olfactometry.
PubMed: Volatile sesquiterpene hydrocarbons characteristic for Penicillium roqueforti strains producing PR toxin.
PubMed: Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene.
PubMed: Phytotoxicity and volatile constituents from leaves of Callicarpa japonica Thunb.
PubMed: Seco-sethukarailin, a novel diterpenoid from the soft coral Sinularia dissecta.
PubMed: Effect of the essential oil from the flowers of Magnolia sieboldii on the lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 by rat peritoneal macrophages.
PubMed: Effects of storage conditions on the composition of Citrus tamurana Hort. ex Tanaka (hyuganatsu) essential oil.
PubMed: [Clinical study on treatment of 40 cases of malignant brain tumor by elemene emulsion injection].
PubMed: [beta-elemene induces apoptosis of K562 leukemia cells].
PubMed: [Preliminary study on the antitumor immuno-protective mechanism of beta-elemene].
PubMed: The Calyculaglycosides: Dilophol-Type Diterpene Glycosides Exhibiting Antiinflammatory Activity from the Caribbean Gorgonian Eunicea sp.(1)(,)(2).
PubMed: Germacrenes from fresh costus roots.
PubMed: PARM: a practical utility for drug design.
PubMed: Essential oils from Azorean Laurus azorica.
PubMed: A chemotaxonomic investigation of volatile constituents in Stachys subsect. Swainsonianeae (Labiatae).
PubMed: [Pharmacokinetics and disposition of beta-elemene in rats].
PubMed: Biosynthesis of germacrene A carboxylic acid in chicory roots. Demonstration of a cytochrome P450 (+)-germacrene a hydroxylase and NADP+-dependent sesquiterpenoid dehydrogenase(s) involved in sesquiterpene lactone biosynthesis.
PubMed: [Studies on metabolite of beta-elemene in rat bile].
PubMed: Essential oil analysis of Eusteralis deccanensis Panigrahi (Lamiaceae).
PubMed: Chemical variability of the volatile metabolites from the Caribbean corals of the genus Gorgonia.
PubMed: Synthesis of sesquiterpene derivatives as potential antitumor agents; elemane derivatives.
PubMed: Cytotoxic terpenoids from the Formosan soft coral Nephthea brassica.
PubMed: Elemene induces apoptosis and regulates expression of bcl-2 protein in human leukemia K562 cells.
PubMed: Chemical, physical and antimicrobial properties of essential oils of Leptospermum scoparium and Kunzea ericoides.
PubMed: (+)-Germacrene A biosynthesis . The committed step in the biosynthesis of bitter sesquiterpene lactones in chicory
PubMed: Terpenoid composition of the wound-induced bark exudate of Commiphora tenuis from Ethiopia.
PubMed: Volatile constituents of Origanum vulgare ssp. viride (syn. O. heracleoticum) from Iran.
PubMed: Chemical and antibacterial studies of two Helichrysum species of Greek origin.
PubMed: [Essential oil components in leaves and stems of Piper bisasperatum (Piperaceae)].
PubMed: Initial study on naturally occurring products from traditional Chinese herbs and vegetables for chemoprevention.
PubMed: [Phase III clinical trial of elemenum emulsion in the management of malignant pleural and peritoneal effusions].
PubMed: [The antitumor activity of elemene is associated with apoptosis].
PubMed: Production of volatile sesquiterpenes by Fusarium sambucinum strains with different abilities to synthesize trichothecenes.
PubMed: Sesquiterpenes in the frontal gland secretions of nasute soldier termites from New Guinea.
PubMed: Recent advances in pharmacologic study of natural anticancer agents in China.
PubMed: [Separation and identification of the volatile oil of Patrinia heterophylla].
PubMed: Components of moribund American elm trees as attractants to elm bark beetles,Hylurgopinus rufipes andScolytus multistriatus.
PubMed: Constituents of osmeterial secretion of pre-final instar larvae of citrus swallowtail,Papilio demodocus (Esper) (Lepidoptera: Papilionidae).
PubMed: Further studies of the terpenoid content in the gorgonian Eunicea succinea: 12,13-bisepieupalmerin, a new cembranolide.
PubMed: [Antitumor effect and pharmacological actions of beta-elemene isolated from the rhizome of Curcuma aromatica].
PubMed: [Isolation and identification of elemene from the essential oil of Curcuma wenyujin].
PubMed: Larval osmeterial secretions of the swallowtails (Papilio).
PubMed: Chemical composition of the frontal gland secretion ofSyntermes soldiers (Isoptera, Termitidae).
PubMed: Germacrene-C, precursor of delta-elemene.
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