Alpha-humulene

Alpha-humulene is a lipid of Prenol Lipids (PR) class.

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Current reference collection contains 434 references associated with Alpha-humulene in LipidPedia. Due to lack of full text of references or no associated biomedical terms are recognized in our current text-mining method, we cannot extract any biomedical terms related to diseases, pathways, locations, functions, genes, lipids, and animal models from the associated reference collection.

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Authors Title Published Journal PubMed Link
Ambrož M et al. The Effects of Selected Sesquiterpenes from Myrica rubra Essential Oil on the Efficacy of Doxorubicin in Sensitive and Resistant Cancer Cell Lines. 2017 Molecules pmid:28632185
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Miyazawa M et al. Volatile Compounds with Characteristic Odor of Essential Oil from Magnolia obovata Leaves by Hydrodistillation and Solvent-assisted Flavor Evaporation. 2015 J Oleo Sci pmid:26250428
Ajish KR et al. Studies on α-glucosidase, aldose reductase and glycation inhibitory properties of sesquiterpenes and flavonoids of Zingiber zerumbet Smith. 2015 Nat. Prod. Res. pmid:25200721
Steenackers B et al. Chemical transformations of characteristic hop secondary metabolites in relation to beer properties and the brewing process: a review. 2015 Food Chem pmid:25442616
da Silva RC et al. (E)-Caryophyllene and α-Humulene: Aedes aegypti Oviposition Deterrents Elucidated by Gas Chromatography-Electrophysiological Assay of Commiphora leptophloeos Leaf Oil. 2015 PLoS ONE pmid:26650757
Wang CF et al. Chemical Composition and Insecticidal Activity of Essential Oils from Zanthoxylum dissitum Leaves and Roots against Three Species of Storage Pests. 2015 Molecules pmid:25946557
Yang YC et al. Ultrasound-assisted extraction and quantitation of oils from Syzygium aromaticum flower bud (clove) with supercritical carbon dioxide. 2014 J Chromatogr A pmid:24290173
Iwasa M et al. Chemical composition and major odor-active compounds of essential oil from PINELLIA TUBER (dried rhizome of Pinellia ternata) as crude drug. 2014 J Oleo Sci pmid:24500103
Keerthi D et al. Metabolic profiling of Zingiber zerumbet following Pythium myriotylum infection: investigations on the defensive role of the principal secondary metabolite, zerumbone. 2014 Appl. Biochem. Biotechnol. pmid:24414941
Thang TD et al. 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. 2014 Nat. Prod. Res. pmid:24443833
Fassotte B et al. First evidence of a volatile sex pheromone in lady beetles. 2014 PLoS ONE pmid:25514321
Damodaram KJ et al. Centuries of domestication has not impaired oviposition site-selection function in the silkmoth, Bombyx mori. 2014 Sci Rep pmid:25503440
Ogawa K et al. Locomotor-reducing effects and structural characteristics of inhaled zerumbone and tetrahydrozerumbone derivatives. 2014 Biol. Pharm. Bull. pmid:25177038
Thang TD et al. A comparative analysis of essential oils of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. from Vietnam. 2013 Nat. Prod. Res. pmid:23822670
Calleja MA et al. The antioxidant effect of β-caryophyllene protects rat liver from carbon tetrachloride-induced fibrosis by inhibiting hepatic stellate cell activation. 2013 Br. J. Nutr. pmid:22717234
Robert CA et al. Genetically engineered maize plants reveal distinct costs and benefits of constitutive volatile emissions in the field. 2013 Plant Biotechnol. J. pmid:23425633
Li JX et al. Rational engineering of plasticity residues of sesquiterpene synthases from Artemisia annua: product specificity and catalytic efficiency. 2013 Biochem. J. pmid:23438177
Laznik Z and Trdan S An investigation on the chemotactic responses of different entomopathogenic nematode strains to mechanically damaged maize root volatile compounds. 2013 Exp. Parasitol. pmid:23562713
de Almeida Borges VR et al. Development of a high performance liquid chromatography method for quantification of isomers β-caryophyllene and α-humulene in copaiba oleoresin using the Box-Behnken design. 2013 J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. pmid:24140654
Satoh M et al. New humulenes from Hyptis incana (Labiatae). 2013 Nat Prod Commun pmid:24555267
Huang X et al. Identification and characterization of (E)-β-caryophyllene synthase and α/β-pinene synthase potentially involved in constitutive and herbivore-induced terpene formation in cotton. 2013 Plant Physiol. Biochem. pmid:24184450
Yang CQ et al. Isolation and characterization of terpene synthases in cotton (Gossypium hirsutum). 2013 Phytochemistry pmid:24074555
Vázquez-Araújo L et al. Use of hydrodistillation and headspace solid-phase microextraction to characterize the volatile composition of different hop cultivars. 2013 J. Sci. Food Agric. pmid:23483584
Neuenschwander U et al. Origin of regioselectivity in α-humulene functionalization. 2012 J. Org. Chem. pmid:22332847
Gao Y et al. Isolation and biomimetic synthesis of (±)-guajadial B, a novel meroterpenoid from Psidium guajava. 2012 Org. Lett. pmid:23163238
Yu F et al. Zingiber zerumbet CYP71BA1 catalyzes the conversion of α-humulene to 8-hydroxy-α-humulene in zerumbone biosynthesis. 2011 Cell. Mol. Life Sci. pmid:20730551
Sousa JP et al. Validation of a gas chromatographic method to quantify sesquiterpenes in copaiba oils. 2011 J Pharm Biomed Anal pmid:21095089
London A et al. Analysis of the essential oil of Amsonia illustris. 2011 Nat Prod Commun pmid:21425682
Beck M et al. The gas-phase ozonolysis of α-humulene. 2011 Phys Chem Chem Phys pmid:21461420
Lan YH et al. Death receptor 5-mediated TNFR family signaling pathways modulate γ-humulene-induced apoptosis in human colorectal cancer HT29 cells. 2011 Oncol. Rep. pmid:21152878
Choi SH et al. Altered cross-linking of HSP27 by zerumbone as a novel strategy for overcoming HSP27-mediated radioresistance. 2011 Int. J. Radiat. Oncol. Biol. Phys. pmid:21353161
Chai L et al. [Analysis of the chemical constituents of essential oil from the leaves of Callicarpa integerrima]. 2010 Zhong Yao Cai pmid:20681304
Chen SP et al. Novel norhumulene and xeniaphyllane-derived terpenoids from a formosan soft coral Sinularia gibberosa. 2009 Chem. Pharm. Bull. pmid:19182406
Dutra RC et al. Antiulcerogenic and anti-inflammatory activities of the essential oil from Pterodon emarginatus seeds. 2009 J. Pharm. Pharmacol. pmid:19178773
Ogunbinu AO et al. Essential oil constituents of Eclipta prostrata (L.) L. and Vernonia amygdalina Delile. 2009 Nat Prod Commun pmid:19413125
De La Fuente E et al. Solid-phase micro-extraction (SPME) in the early detection of potentially active volatile compounds from organic wastes used for the management of soil-borne pathogens. 2009 J Environ Sci Health A Tox Hazard Subst Environ Eng pmid:19827492
Jiang PC et al. [Study on the volatile oil of Murraya exotica]. 2009 Zhong Yao Cai pmid:19960942
Rogerio AP et al. Preventive and therapeutic anti-inflammatory properties of the sesquiterpene alpha-humulene in experimental airways allergic inflammation. 2009 Br. J. Pharmacol. pmid:19438512
Tundis R et al. In vitro cytotoxic effects of Senecio stabianus Lacaita (Asteraceae) on human cancer cell lines. 2009 Nat. Prod. Res. pmid:19921589
Harada H et al. Efficient synthesis of functional isoprenoids from acetoacetate through metabolic pathway-engineered Escherichia coli. 2009 Appl. Microbiol. Biotechnol. pmid:18836713
Chaves JS et al. Pharmacokinetics and tissue distribution of the sesquiterpene alpha-humulene in mice. 2008 Planta Med. pmid:18951339
Ashitani T et al. Reaction mechanism of direct episulfidation of caryophyllene and humulene. 2008 Nat. Prod. Res. pmid:18415856
Yu F et al. Molecular cloning and functional characterization of alpha-humulene synthase, a possible key enzyme of zerumbone biosynthesis in shampoo ginger (Zingiber zerumbet Smith). 2008 Planta pmid:18273640
Fernandes ES et al. Anti-inflammatory effects of compounds alpha-humulene and (-)-trans-caryophyllene isolated from the essential oil of Cordia verbenacea. 2007 Eur. J. Pharmacol. pmid:17559833
Eguchi A et al. Zerumbone suppresses phorbol ester-induced expression of multiple scavenger receptor genes in THP-1 human monocytic cells. 2007 Biosci. Biotechnol. Biochem. pmid:17420607
Kanokmedhakul S et al. Bioactive constituents of the roots of Polyalthia cerasoides. 2007 J. Nat. Prod. pmid:17845001
Passos GF et al. Anti-inflammatory and anti-allergic properties of the essential oil and active compounds from Cordia verbenacea. 2007 J Ethnopharmacol pmid:17084568
Legault J and Pichette A Potentiating effect of beta-caryophyllene on anticancer activity of alpha-humulene, isocaryophyllene and paclitaxel. 2007 J. Pharm. Pharmacol. pmid:18053325
Sylvestre M et al. Composition and cytotoxic activity of the leaf essential oil of Comptonia peregrina (L.) Coulter. 2007 Phytother Res pmid:17326040
Jiang J et al. Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme. 2007 Nat. Chem. Biol. pmid:17873868
Musenga A et al. Simultaneous determination of aromatic and terpenic constituents of cloves by means of HPLC with diode array detection. 2006 J Sep Sci pmid:16833083
Jirovetz L et al. Chemical composition and antioxidant properties of clove leaf essential oil. 2006 J. Agric. Food Chem. pmid:16910723
Takada Y et al. Zerumbone abolishes NF-kappaB and IkappaBalpha kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion. 2005 Oncogene pmid:16007145
Favaro G et al. Traceability of Asiago mountain cheese: a rapid, low-cost analytical procedure for its identification based on solid-phase microextraction. 2005 J. Dairy Sci. pmid:16162515
Carman RM A stable rearrangement product of humulene-4,5-epoxide. 2005 J. Nat. Prod. pmid:16180834
Fukuoka K et al. Inhibitory actions of several natural products on proliferation of rat vascular smooth muscle cells induced by Hsp60 from Chlamydia pneumoniae J138. 2004 J. Agric. Food Chem. pmid:15453708
Satsu H et al. Regulation of interleukin-8 secretion in human intestinal epithelial Caco-2 cells by alpha-humulene. 2004 Biofactors pmid:15630185
Obelevicius K and Venskutonis R [The crop-producing power and chemical composition of the essential oil of the cones of hop cultivars]. 2004 Medicina (Kaunas) pmid:15299998
Legault J et al. Antitumor activity of balsam fir oil: production of reactive oxygen species induced by alpha-humulene as possible mechanism of action. 2003 Planta Med. pmid:12802719
Lin H and Ji-Kai L The first humulene type sesquiterpene from Lactarius hirtipes. 2002 Jul-Aug Z. Naturforsch., C, J. Biosci. pmid:12240977
Adlington RM et al. Biomimetic cycloaddition approach to tropolone natural products via a tropolone ortho-quinone methide. 2002 Org. Lett. pmid:12182611
Hu T and Corey EJ Short syntheses of (+/-)-delta-araneosene and humulene utilizing a combination of four-component assembly and palladium-mediated cyclization. 2002 Org. Lett. pmid:12098267
Rauter AP et al. Bioactive humulene derivatives from Asteriscus vogelii. 2001 Phytochemistry pmid:11219809
Abraham WR Bioactive sesquiterpenes produced by fungi: are they useful for humans as well? 2001 Curr. Med. Chem. pmid:11281843
Zhang W and Chen H [Studies on the chemical constituents of essential oil from roots and rhizomes of Patrinia rupestris]. 1999 Zhong Yao Cai pmid:12571887
Murakami A et al. Identification of zerumbone in Zingiber zerumbet Smith as a potent inhibitor of 12-O-tetradecanoylphorbol-13-acetate-induced Epstein-Barr virus activation. 1999 Biosci. Biotechnol. Biochem. pmid:10586508
Adlington RM et al. A biomimetic synthesis of lucidene. 1999 Org. Lett. pmid:10905861
Zheng GQ et al. Sesquiterpenes from clove (Eugenia caryophyllata) as potential anticarcinogenic agents. 1992 J. Nat. Prod. pmid:1402962
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Dehal SS and Croteau R Partial purification and characterization of two sesquiterpene cyclases from sage (Salvia officinalis) which catalyze the respective conversion of farnesyl pyrophosphate to humulene and caryophyllene. 1988 Arch. Biochem. Biophys. pmid:3355155
Croteau R and Gundy A Cyclization of farnesyl pyrophosphate to the sesquiterpene olefins humulene and caryophyllene by an enzyme system from sage (Salvia officinalis). 1984 Arch. Biochem. Biophys. pmid:6486812
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