Myristicin (BioDeep_00000000888)

 

Secondary id: BioDeep_00000859510

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene

化学式: C11H12O3 (192.0786402)
中文名称: 肉豆蔻碱, 肉豆蔻醚, 肉豆蔻醚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 18.75%

分子结构信息

SMILES: C=CCC1=CC(OC)=C2OCOC2=C1
InChI: InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3

描述信息

Myristicin is an organic molecular entity. It has a role as a metabolite.
Myristicin is a natural product found in Chaerophyllum azoricum, Peperomia bracteata, and other organisms with data available.
Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase.Myristicin has been shown to exhibit apoptotic and hepatoprotective functions (A7836, A7837).Myristicin belongs to the family of Benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole.
Myristicin is found in anise. Myristicin is a constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase
Constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses
Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].
Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4].
Myristicine is an orally bioavailable serotonin receptor antagonist and weak monoamine oxidase (MAO) inhibitor. Myristicine also exerts anti-cancer effects on gastric cancer cells by inhibiting the EGFR/ERK signaling pathway. Myristicine is the main component of nutmeg essential oil and has anti-cancer, anti-proliferative, antibacterial, anti-inflammatory and apoptosis-inducing effects. Myristicine abuse can produce hallucinogenic effects, organ damage, etc[1][2][3][4].
Myristicine ?act as a serotonin receptor antagonist, a weak monamine oxidase (MAO) inhibitor. Myristicine is the main component of nutmeg essential oil from Myristica fragrans?Houtt. Myristicine abuse produce hallucinogenic effects, organ damage, deliriumand others[1].

同义名列表

31 个代谢物同义名

1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene; 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)- (9CI); Benzene, 5-allyl-1-methoxy-2,3-(methylenedioxy)-; 4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole; 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole, 9CI; 5-Allyl-1-methoxy-2,3-(methylenedioxy)-Benzene; 5-allyl-1-methoxy-2,3-(methylenedioxy)benzene; 5-19-02-00631 (Beilstein Handbook Reference); 5-ALLYL-1-METHOXY-2,3-METHYLENEDIOXYBENZENE; 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)-; 1-Allyl-3-methoxy-4,5-methylenedioxybenzene; 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole; 6-ALLYL-1,3-BENZODIOXOL-4-YL METHYL ETHER; 4-Methoxy-6-[2-propenyl]-1,3-benzodioxole; 4-methoxy-6-prop-2-enyl-1,3-benzodioxole; 6-allyl-4-methoxybenzo[d][1,3]dioxole; 6-allyl-4-methoxy-benzo-1,3-dioxole; 6-Allyl-4-methoxy-1,3-benzodioxole; 5-Allyl-2,3-(methylendioxy)anisole; Myristicin from parsley leaf oil; Myristicin, analytical standard; MYRISTICIN [HSDB]; Myristicin (6CI); Myristicin_major; MYRISTICIN [MI]; UNII-04PD6CT78W; Tox21_200172; Myristicine; Myristicin; 04PD6CT78W; asaricin



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

154 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Mostafa H Baky, Eman M El-Taher, Dina M Y El Naggar, Mostafa B Abouelela. Phytochemical investigation of the n-hexane-extracted oil from four umbelliferous vegetables using GC/MS analysis in the context of antibacterial activity. Scientific reports. 2024 05; 14(1):10592. doi: 10.1038/s41598-024-60631-4. [PMID: 38719900]
  • Ly Thi Huong Nguyen, Nhi Phuc Khanh Nguyen, Khoa Nguyen Tran, Heung-Mook Shin, In-Jun Yang. Intranasal administration of the essential oil from Perillae Folium ameliorates social defeat stress-induced behavioral impairments in mice. Journal of ethnopharmacology. 2024 Jan; 324(?):117775. doi: 10.1016/j.jep.2024.117775. [PMID: 38224793]
  • Jin Song, Xiaolong Xu, Shasha He, Ning Wang, Yunjing Bai, Zhaoxia Chen, Bo Li, Shengsheng Zhang. Myristicin Suppresses Gastric Cancer Growth via Targeting the EGFR/ERK Signaling Pathway. Current molecular pharmacology. 2023 Jan; ?(?):. doi: 10.2174/1874467216666230103104600. [PMID: 36597605]
  • Huda M Ismail Abo El-Fadl, Mamdouh F A Mohamed. Targeting endoplasmic reticulum stress, Nrf-2/HO-1, and NF-κB by myristicin and its role in attenuation of ulcerative colitis in rats. Life sciences. 2022 Dec; 311(Pt B):121187. doi: 10.1016/j.lfs.2022.121187. [PMID: 36403646]
  • Fawang Liu, Tahir Ali, Zhong Liu. Physiological, Biochemical and Transcriptomic Analysis of the Aerial Parts (Leaf-Blade and Petiole) of Asarum sieboldii Responding to Drought Stress. International journal of molecular sciences. 2021 Dec; 22(24):. doi: 10.3390/ijms222413402. [PMID: 34948197]
  • Xin-Xin Lu, Na-Na Hu, Yue-Shen Du, Borjigidai Almaz, Xu Zhang, Shu-Shan Du. Chemical compositions and repellent activity of Clerodendrum bungei Steud. essential oil against three stored product insects. Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences. 2021 Dec; 29(2):469-475. doi: 10.1007/s40199-021-00398-5. [PMID: 34142352]
  • Thidar Oo, Bhanubong Saiboonjan, Sukanya Srijampa, Arpasiri Srisrattakarn, Khaetthareeya Sutthanut, Ratree Tavichakorntrakool, Aroonwadee Chanawong, Aroonlug Lulitanond, Patcharaporn Tippayawat. Inhibition of Bacterial Efflux Pumps by Crude Extracts and Essential Oil from Myristica fragrans Houtt. (Nutmeg) Seeds against Methicillin-Resistant Staphylococcus aureus. Molecules (Basel, Switzerland). 2021 Jul; 26(15):. doi: 10.3390/molecules26154662. [PMID: 34361815]
  • Sascha K Manier, Lea Wagmann, Armin A Weber, Markus R Meyer. Abuse of nutmeg seeds: Detectable by means of liquid chromatography-mass spectrometry techniques?. Drug testing and analysis. 2021 Jul; 13(7):1440-1444. doi: 10.1002/dta.3027. [PMID: 33720530]
  • Paulina Laszuk, Aneta D Petelska. Interactions between Phosphatidylcholine and Kaempferol or Myristicin: Langmuir Monolayers and Microelectrophoretic Studies. International journal of molecular sciences. 2021 Apr; 22(9):. doi: 10.3390/ijms22094729. [PMID: 33946951]
  • Chia-Jung Lee, Chun-Wei Huang, Lih-Geeng Chen, Ching-Chiung Wang. (+)-Erythro-Δ8'-7S,8R-Dihydroxy-3,3',5'-Trimethoxy-8-O-4'-Neolignan, an Anti-Acne Component in Degreasing Myristica fragrans Houtt. Molecules (Basel, Switzerland). 2020 Oct; 25(19):. doi: 10.3390/molecules25194563. [PMID: 33036279]
  • Merja A Neukamm, Hannes M Schwelm, Simon Vieser, Nadine Schiesel, Volker Auwärter. Detection of Nutmeg Abuse by Gas Chromatography-Mass Spectrometric Screening of Urine. Journal of analytical toxicology. 2020 Jan; 44(1):103-108. doi: 10.1093/jat/bkz054. [PMID: 31504590]
  • Qinghao Jin, Jin Woo Lee, Jun Gu Kim, Dongho Lee, Jin Tae Hong, Youngsoo Kim, Mi Kyeong Lee, Bang Yeon Hwang. Lignans from Saururus chinensis with Inhibitory Effects on Nitric Oxide Production. Journal of natural products. 2019 11; 82(11):3002-3009. doi: 10.1021/acs.jnatprod.9b00520. [PMID: 31642320]
  • Carla Guijarro-Real, Adrián Rodríguez-Burruezo, Jaime Prohens, María D Raigón, Ana Fita. HS-SPME analysis of the volatiles profile of water celery (Apium nodiflorum), a wild vegetable with increasing culinary interest. Food research international (Ottawa, Ont.). 2019 07; 121(?):765-775. doi: 10.1016/j.foodres.2018.12.054. [PMID: 31108807]
  • Alexander V Samet, Oksana G Shevchenko, Vyacheslav V Rusak, Eduard M Chartov, Andrey B Myshlyavtsev, Daniil A Rusanov, Marina N Semenova, Victor V Semenov. Antioxidant Activity of Natural Allylpolyalkoxybenzene Plant Essential Oil Constituents. Journal of natural products. 2019 Jun; ?(?):. doi: 10.1021/acs.jnatprod.8b00878. [PMID: 31244145]
  • Xu Zhu, Yi-Kun Wang, Xiao-Nan Yang, Xue-Rong Xiao, Ting Zhang, Xiu-Wei Yang, Hong-Bo Qin, Fei Li. Metabolic Activation of Myristicin and Its Role in Cellular Toxicity. Journal of agricultural and food chemistry. 2019 Apr; 67(15):4328-4336. doi: 10.1021/acs.jafc.9b00893. [PMID: 30912427]
  • Hadjer Fodil, Madani Sarri, Noui Hendel, Filippo Maggi, Djamel Sarri. Essential oil composition of aerial parts from Algerian Anacyclus monanthos subsp. cyrtolepidioides (Pomel) Humphries. Natural product research. 2019 Jan; 33(2):292-295. doi: 10.1080/14786419.2018.1443094. [PMID: 29495887]
  • Stephane L Ngahang Kamte, Farahnaz Ranjbarian, Kevin Cianfaglione, Stefania Sut, Stefano Dall'Acqua, Maurizio Bruno, Fariba Heshmati Afshar, Romilde Iannarelli, Giovanni Benelli, Loredana Cappellacci, Anders Hofer, Filippo Maggi, Riccardo Petrelli. Identification of highly effective antitrypanosomal compounds in essential oils from the Apiaceae family. Ecotoxicology and environmental safety. 2018 Jul; 156(?):154-165. doi: 10.1016/j.ecoenv.2018.03.032. [PMID: 29549739]
  • Arshia Hematpoor, Sook Yee Liew, Mohd Sofian Azirun, Khalijah Awang. Insecticidal activity and the mechanism of action of three phenylpropanoids isolated from the roots of Piper sarmentosum Roxb. Scientific reports. 2017 10; 7(1):12576. doi: 10.1038/s41598-017-12898-z. [PMID: 28974710]
  • Ji-Young Park, Su Hwan Lim, Bo Ram Kim, Hyung Jae Jeong, Hyung-Jun Kwon, Gyu-Yong Song, Young Bae Ryu, Woo Song Lee. Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans. Bioorganic & medicinal chemistry letters. 2017 07; 27(14):3060-3064. doi: 10.1016/j.bmcl.2017.05.055. [PMID: 28551100]
  • Emmanuelle Dorla, Anne Gauvin-Bialecki, Zoé Deuscher, Agathe Allibert, Isabelle Grondin, Jean-Philippe Deguine, Philippe Laurent. Insecticidal Activity of the Leaf Essential Oil of Peperomia borbonensis Miq. (Piperaceae) and Its Major Components against the Melon Fly Bactrocera cucurbitae (Diptera: Tephritidae). Chemistry & biodiversity. 2017 Jun; 14(6):. doi: 10.1002/cbdv.201600493. [PMID: 28273402]
  • Ai-Hong Yang, Xin He, Jun-Xiu Chen, Li-Na He, Chun-Huan Jin, Li-Li Wang, Fang-Liang Zhang, Li-Jun An. Identification and characterization of reactive metabolites in myristicin-mediated mechanism-based inhibition of CYP1A2. Chemico-biological interactions. 2015 Jul; 237(?):133-40. doi: 10.1016/j.cbi.2015.06.018. [PMID: 26091900]
  • Víctor López, Javier Gerique, Elisa Langa, César Berzosa, Marta Sofía Valero, Carlota Gómez-Rincón. Antihelmintic effects of nutmeg (Myristica fragans) on Anisakis simplex L3 larvae obtained from Micromesistius potassou. Research in veterinary science. 2015 Jun; 100(?):148-52. doi: 10.1016/j.rvsc.2015.03.033. [PMID: 25890576]
  • Jee Hwan Yi, Haribalan Perumalsamy, Karuppasamy Sankarapandian, Byeoung-Ryeol Choi, Young-Joon Ahn. Fumigant Toxicity of Phenylpropanoids Identified in Asarum sieboldii Aerial Parts to Lycoriella ingenua (Diptera: Sciaridae) and Coboldia fuscipes (Diptera: Scatopsidae). Journal of economic entomology. 2015 Jun; 108(3):1208-14. doi: 10.1093/jee/tov064. [PMID: 26470247]
  • Detlef Ulrich, Thomas Nothnagel, Hartwig Schulz. Influence of cultivar and harvest year on the volatile profiles of leaves and roots of carrots (Daucus carota spp. sativus Hoffm.). Journal of agricultural and food chemistry. 2015 Apr; 63(13):3348-56. doi: 10.1021/acs.jafc.5b00704. [PMID: 25797828]
  • Xin Chao Liu, Zhi Long Liu. Analysis of the essential oil of Illicium henryi Diels root bark and its insecticidal activity against Liposcelis bostrychophila Badonnel. Journal of food protection. 2015 Apr; 78(4):772-7. doi: 10.4315/0362-028x.jfp-14-407. [PMID: 25836404]
  • Robert Domitrović, Khaled Rashed, Olga Cvijanović, Sanda Vladimir-Knežević, Marko Škoda, Alenka Višnić. Myricitrin exhibits antioxidant, anti-inflammatory and antifibrotic activity in carbon tetrachloride-intoxicated mice. Chemico-biological interactions. 2015 Mar; 230(?):21-9. doi: 10.1016/j.cbi.2015.01.030. [PMID: 25656916]
  • Neelamegam Kandasamy, Natarajan Ashokkumar. Protective effect of bioflavonoid myricetin enhances carbohydrate metabolic enzymes and insulin signaling molecules in streptozotocin-cadmium induced diabetic nephrotoxic rats. Toxicology and applied pharmacology. 2014 Sep; 279(2):173-85. doi: 10.1016/j.taap.2014.05.014. [PMID: 24923654]
  • Guido Flamini, Tahar Smaili, Amar Zellagui, Noureddine Gherraf, Pier Luigi Cioni. Effect of growth stage on essential-oil yield and composition of Daucus sahariensis. Chemistry & biodiversity. 2013 Nov; 10(11):2014-20. doi: 10.1002/cbdv.201300052. [PMID: 24243610]
  • Phurpa Wangchuk, Paul A Keller, Stephen G Pyne, Malai Taweechotipatr, Sumalee Kamchonwongpaisan. GC/GC-MS analysis, isolation and identification of bioactive essential oil components from the Bhutanese medicinal plant, Pleurospermum amabile. Natural product communications. 2013 Sep; 8(9):1305-8. doi: . [PMID: 24273872]
  • M Schäffer, T Gröger, M Pütz, R Zimmermann. Forensic profiling of sassafras oils based on comprehensive two-dimensional gas chromatography. Forensic science international. 2013 Jun; 229(1-3):108-15. doi: 10.1016/j.forsciint.2013.03.046. [PMID: 23683915]
  • Andrea Maxia, Danilo Falconieri, Alessandra Piras, Silvia Porcedda, Bruno Marongiu, Maria Assunta Frau, Maria J Gonçalves, Célia Cabral, Carlos Cavaleiro, Lígia Salgueiro. Chemical composition and antifungal activity of essential oils and supercritical CO2 extracts of Apium nodiflorum (L.) Lag. Mycopathologia. 2012 Jul; 174(1):61-7. doi: 10.1007/s11046-011-9519-2. [PMID: 22237925]
  • Alessandra Piras, Antonella Rosa, Bruno Marongiu, Angela Atzeri, M Assunta Dessì, Danilo Falconieri, Silvia Porcedda. Extraction and separation of volatile and fixed oils from seeds of Myristica fragrans by supercritical CO₂: chemical composition and cytotoxic activity on Caco-2 cancer cells. Journal of food science. 2012 Apr; 77(4):C448-53. doi: 10.1111/j.1750-3841.2012.02618.x. [PMID: 22429024]
  • Guodong Niu, Henry S Pollock, Allen Lawrance, Joel P Siegel, May R Berenbaum. Effects of a naturally occurring and a synthetic synergist on toxicity of three insecticides and a phytochemical to navel orangeworm (Lepidoptera: Pyralidae). Journal of economic entomology. 2012 Apr; 105(2):410-7. doi: 10.1603/ec10194. [PMID: 22606811]
  • John E Casida. The greening of pesticide-environment interactions: some personal observations. Environmental health perspectives. 2012 Apr; 120(4):487-93. doi: 10.1289/ehp.1104405. [PMID: 22472325]
  • Tullayakorn Plengsuriyakarn, Vithoon Viyanant, Veerachai Eursitthichai, Porntipa Picha, Piengchai Kupradinun, Arunporn Itharat, Kesara Na-Bangchang. Anticancer activities against cholangiocarcinoma, toxicity and pharmacological activities of Thai medicinal plants in animal models. BMC complementary and alternative medicine. 2012 Mar; 12(?):23. doi: 10.1186/1472-6882-12-23. [PMID: 22448640]
  • Jie Liang, Baokang Huang, Guowei Wang. Chemical composition, antinociceptive and anti-inflammatory properties of essential oil from the roots of Illicium lanceolatum. Natural product research. 2012; 26(18):1712-4. doi: 10.1080/14786419.2011.603318. [PMID: 21999530]
  • Alak Manna, Piu Saha, Avijit Sarkar, Debanjan Mukhopadhyay, Ajay K Bauri, Deepak Kumar, Padma Das, Subrata Chattopadhyay, Mitali Chatterjee. Malabaricone-A induces a redox imbalance that mediates apoptosis in U937 cell line. PloS one. 2012; 7(5):e36938. doi: 10.1371/journal.pone.0036938. [PMID: 22590637]
  • Michael Murray. Toxicological actions of plant-derived and anthropogenic methylenedioxyphenyl-substituted chemicals in mammals and insects. Journal of toxicology and environmental health. Part B, Critical reviews. 2012; 15(6):365-95. doi: 10.1080/10937404.2012.705105. [PMID: 22934566]
  • Hamzeh Amiri. Volatile constituents and antioxidant activity of flowers, stems and leaves of Nasturtium officinale R. Br. Natural product research. 2012; 26(2):109-15. doi: 10.1080/14786419.2010.534998. [PMID: 21815727]
  • Giuseppe Forlani, Andrea Occhipinti, Simone Bossi, Cinzia M Bertea, Cristina Varese, Massimo E Maffei. Magnaporthe oryzae cell wall hydrolysate induces ROS and fungistatic VOCs in rice cell cultures. Journal of plant physiology. 2011 Nov; 168(17):2041-7. doi: 10.1016/j.jplph.2011.06.014. [PMID: 21831477]
  • Joyce Kelly R da Silva, Eloisa Helena A Andrade, Massuo J Kato, Léa Maria M Carreira, Elsie F Guimarães, José Guilherme S Maia. Antioxidant capacity and larvicidal and antifungal activities of essential oils and extracts from Piper krukoffii. Natural product communications. 2011 Sep; 6(9):1361-6. doi: . [PMID: 21941916]
  • Risoleta Ortet, Erik L Regalado, Olivier P Thomas, Jorge A Pino, Miguel D Fernández. Chemical composition and antioxidant activities of the essential oil from Tornabenea bischoffii (Apiaceae). Natural product communications. 2011 Aug; 6(8):1179-82. doi: ". [PMID: 21922930]
  • Nadhir Gourine, Bahia Merrad, Mohamed Yousfi, Pierre Stocker, Emile M Gaydou. Chemical composition of the essential oil of Pituranthos scoparius. Natural product communications. 2011 Aug; 6(8):1151-4. doi: . [PMID: 21922924]
  • Hassan Sereshti, Yahya Izadmanesh, Soheila Samadi. Optimized ultrasonic assisted extraction-dispersive liquid-liquid microextraction coupled with gas chromatography for determination of essential oil of Oliveria decumbens Vent. Journal of chromatography. A. 2011 Jul; 1218(29):4593-8. doi: 10.1016/j.chroma.2011.05.037. [PMID: 21679955]
  • Tahar Smaili, Amar Zellagui, Pier Luigi Cioni, Guido Flamini. A myristicin-rich essential oil from Daucus sahariensis growing in Algeria. Natural product communications. 2011 Jun; 6(6):883-6. doi: . [PMID: 21815432]
  • Guodong Niu, Sanjeewa G Rupasinghe, Arthur R Zangerl, Joel P Siegel, Mary A Schuler, May R Berenbaum. A substrate-specific cytochrome P450 monooxygenase, CYP6AB11, from the polyphagous navel orangeworm (Amyelois transitella). Insect biochemistry and molecular biology. 2011 Apr; 41(4):244-53. doi: 10.1016/j.ibmb.2010.12.009. [PMID: 21220011]
  • Ilia Y Titov, Irina K Sagamanova, Roman T Gritsenko, Irina B Karmanova, Olga P Atamanenko, Marina N Semenova, Victor V Semenov. Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues. Bioorganic & medicinal chemistry letters. 2011 Mar; 21(6):1578-81. doi: 10.1016/j.bmcl.2011.01.124. [PMID: 21345676]
  • Vita Di Stefano, Rosa Pitonzo, Domenico Schillaci. Antimicrobial and antiproliferative activity of Athamanta sicula L. (Apiaceae). Pharmacognosy magazine. 2011 Jan; 7(25):31-4. doi: 10.4103/0973-1296.75893. [PMID: 21472076]
  • Mehar Darukhshan Kalim, Dipto Bhattacharyya, Anindita Banerjee, Sharmila Chattopadhyay. Oxidative DNA damage preventive activity and antioxidant potential of plants used in Unani system of medicine. BMC complementary and alternative medicine. 2010 Dec; 10(?):77. doi: 10.1186/1472-6882-10-77. [PMID: 21159207]
  • Victor V Semenov, Alex S Kiselyov, Ilia Y Titov, Irina K Sagamanova, Natalie N Ikizalp, Natalia B Chernysheva, Dmitry V Tsyganov, Leonid D Konyushkin, Sergei I Firgang, Roman V Semenov, Irina B Karmanova, Mikhail M Raihstat, Marina N Semenova. Synthesis of antimitotic polyalkoxyphenyl derivatives of combretastatin using plant allylpolyalkoxybenzenes. Journal of natural products. 2010 Nov; 73(11):1796-802. doi: 10.1021/np1004278. [PMID: 21049975]
  • Muchtaridi, Anas Subarnas, Anton Apriyantono, Resmi Mustarichie. Identification of compounds in the essential oil of nutmeg seeds (Myristica fragrans Houtt.) that inhibit locomotor activity in mice. International journal of molecular sciences. 2010 Nov; 11(11):4771-81. doi: 10.3390/ijms11114771. [PMID: 21151471]
  • Cielo Pasay, Kate Mounsey, Graeme Stevenson, Rohan Davis, Larry Arlian, Marjorie Morgan, Diann Vyszenski-Moher, Kathy Andrews, James McCarthy. Acaricidal activity of eugenol based compounds against scabies mites. PloS one. 2010 Aug; 5(8):e12079. doi: 10.1371/journal.pone.0012079. [PMID: 20711455]
  • S Jana, G S Shekhawat. Anethum graveolens: An Indian traditional medicinal herb and spice. Pharmacognosy reviews. 2010 Jul; 4(8):179-84. doi: 10.4103/0973-7847.70915. [PMID: 22228959]
  • Aymen Jabrane, Hichem Ben Jannet, Maha Mastouri, Zine Mighri, Joseph Casanova. Chemical composition and in vitro evaluation of antioxidant and antibacterial activities of the root oil of Ridolfia segetum (L.) Moris from Tunisia. Natural product research. 2010 Apr; 24(6):491-9. doi: 10.1080/14786410802228520. [PMID: 20397101]
  • Aymen Jabrane, Hichem Ben Jannet, Féthia Harzallah-Skhiri, Maha Mastouri, Joseph Casanova, Zine Mighri. Flower and root oils of the tunisian Daucus carota L. ssp. maritimus (Apiaceae): integrated analyses by GC, GC/MS, and 13C-NMR spectroscopy, and in vitro antibacterial activity. Chemistry & biodiversity. 2009 Jun; 6(6):881-9. doi: 10.1002/cbdv.200800144. [PMID: 19551729]
  • Jorge M S Faria, Inês S Nunes, A Cristina Figueiredo, Luis G Pedro, Helena Trindade, José G Barroso. Biotransformation of menthol and geraniol by hairy root cultures of Anethum graveolens: effect on growth and volatile components. Biotechnology letters. 2009 Jun; 31(6):897-903. doi: 10.1007/s10529-009-9934-3. [PMID: 19205895]
  • Ali Shafaghat. Antibacterial activity and composition of essential oils from flower, leaf and stem of Chaerophyllum macropodum Boiss. from Iran. Natural product communications. 2009 Jun; 4(6):861-4. doi: . [PMID: 19634338]
  • Donald G Barceloux. Nutmeg (Myristica fragrans Houtt.). Disease-a-month : DM. 2009 Jun; 55(6):373-9. doi: 10.1016/j.disamonth.2009.03.007. [PMID: 19446681]
  • Pham Thi Minh Diep, Agata Maria Pawlowska, Pier Luigi Cioni, Chau Van Minh, Le Mai Huong, Alessandra Braca. Chemical composition and antimicrobial activity of Clausena indica (Dalz) Oliv. (Rutaceae) essential oil from Vietnam. Natural product communications. 2009 Jun; 4(6):869-72. doi: ". [PMID: 19634340]
  • Filippo Maggi, Cinzia Cecchini, Alberto Cresci, Maria M Coman, Bruno Tirillini, Gianni Sagratini, Fabrizio Papa. Chemical composition and antimicrobial activity of the essential oil from Ferula glauca L. (F. communis L. subsp. glauca) growing in Marche (central Italy). Fitoterapia. 2009 Jan; 80(1):68-72. doi: 10.1016/j.fitote.2008.10.001. [PMID: 18951959]
  • Michiho Ito, Gisho Honda, Kongmany Sydara. Perilla frutescens var. frutescens in northern Laos. Journal of natural medicines. 2008 Apr; 62(2):251-8. doi: 10.1007/s11418-007-0213-0. [PMID: 18404336]
  • Eloisa Helena A Andrade, Léa Maria M Carreira, Milton Helio L da Silva, João Domingos da Silva, Cleber N Bastos, Pergentino José C Sousa, Elsie F Guimarães, José Guilherme S Maia. Variability in essential-oil composition of Piper marginatum sensu lato. Chemistry & biodiversity. 2008 Jan; 5(1):197-208. doi: 10.1002/cbdv.200890011. [PMID: 18205123]
  • Xin Hang, Xiu-wei Yang. [GC-MS analysis of essential oil from nutmeg processed by different traditional methods]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Aug; 32(16):1669-75. doi: . [PMID: 18027665]
  • Bruno Marongiu, Alessandra Piras, Silvia Porcedda, Enrica Tuveri, Andrea Maxia. Comparative analysis of the oil and supercritical CO2 extract of Ridolfia segetum (L.) Moris. Natural product research. 2007 May; 21(5):412-7. doi: 10.1080/00319100600577443. [PMID: 17487612]
  • Alfreda Wei, Takayuki Shibamoto. Antioxidant activities and volatile constituents of various essential oils. Journal of agricultural and food chemistry. 2007 Mar; 55(5):1737-42. doi: 10.1021/jf062959x. [PMID: 17295511]
  • Cheryl Lans, Nancy Turner, Tonya Khan, Gerhard Brauer, Willi Boepple. Ethnoveterinary medicines used for ruminants in British Columbia, Canada. Journal of ethnobiology and ethnomedicine. 2007 Feb; 3(?):11. doi: 10.1186/1746-4269-3-11. [PMID: 17324258]
  • Jochen Beyer, Dorothea Ehlers, Hans H Maurer. Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry. Therapeutic drug monitoring. 2006 Aug; 28(4):568-75. doi: 10.1097/00007691-200608000-00013. [PMID: 16885726]
  • Zi-min Yuan, Jing Wang, Jial Lv, Tian-zhu Jia. [Comparing analysis of components in volatile oils of nutmeg and prepared nutmeg by GC-MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 May; 31(9):737-9. doi: ". [PMID: 17048680]
  • Balasubramanian Narasimhan, Avinash S Dhake. Antibacterial principles from Myristica fragrans seeds. Journal of medicinal food. 2006; 9(3):395-9. doi: 10.1089/jmf.2006.9.395. [PMID: 17004905]
  • Tajuddin, Shamshad Ahmad, Abdul Latif, Iqbal Ahmad Qasmi, Kunwar Mohammad Yusuf Amin. An experimental study of sexual function improving effect of Myristica fragrans Houtt. (nutmeg). BMC complementary and alternative medicine. 2005 Jul; 5(?):16. doi: 10.1186/1472-6882-5-16. [PMID: 16033651]
  • Claus M Passreiter, Yasmin Akhtar, Murray B Isman. Insecticidal activity of the essential oil of Ligusticum mutellina roots. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2005 May; 60(5-6):411-4. doi: 10.1515/znc-2005-5-608. [PMID: 16042341]
  • O A Oyedeji, B A Adeniyi, O Ajayi, W A König. Essential oil composition of Piper guineense and its antimicrobial activity. Another chemotype from Nigeria. Phytotherapy research : PTR. 2005 Apr; 19(4):362-4. doi: 10.1002/ptr.1679. [PMID: 16041738]
  • Abdel-Fattah A Khalaf. Enzyme activity in the flesh fly Parasarcophaga dux Thomson influenced by dill compounds, myristicin and apiol. Journal of the Egyptian Society of Parasitology. 2004 Apr; 34(1):255-64. doi: . [PMID: 15125531]
  • Abdel-Fattah A Khalaf. Toxicological efficacy of some indigenous dill compounds against the flesh fly, Parasarcophaga dux Thomson. Journal of the Egyptian Society of Parasitology. 2004 Apr; 34(1):227-37. doi: . [PMID: 15125529]
  • Tajuddin, Shamshad Ahmad, Abdul Latif, Iqbal Ahmad Qasmi. Aphrodisiac activity of 50\% ethanolic extracts of Myristica fragrans Houtt. (nutmeg) and Syzygium aromaticum (L) Merr. & Perry. (clove) in male mice: a comparative study. BMC complementary and alternative medicine. 2003 Oct; 3(?):6. doi: 10.1186/1472-6882-3-6. [PMID: 14567759]
  • David E Dussourd. Chemical stimulants of leaf-trenching by cabbage loopers: natural products, neurotransmitters, insecticides, and drugs. Journal of chemical ecology. 2003 Sep; 29(9):2023-47. doi: 10.1023/a:1025630301162. [PMID: 14584674]
  • Frank Kjeldsen, Lars P Christensen, Merete Edelenbos. Changes in volatile compounds of carrots (Daucus carota L.) during refrigerated and frozen storage. Journal of agricultural and food chemistry. 2003 Aug; 51(18):5400-7. doi: 10.1021/jf030212q. [PMID: 12926889]
  • Tatsuya Morita, Keiko Jinno, Hirokazu Kawagishi, Yasushi Arimoto, Hiroyuki Suganuma, Takahiro Inakuma, Kimio Sugiyama. Hepatoprotective effect of myristicin from nutmeg (Myristica fragrans) on lipopolysaccharide/d-galactosamine-induced liver injury. Journal of agricultural and food chemistry. 2003 Mar; 51(6):1560-5. doi: 10.1021/jf020946n. [PMID: 12617584]
  • N Vandenberghe, S Pittion-Vouyouvitch, F Flesch, M Wagner, E Godet. [An inaugural generalized tonic-clonic convulsive crisis following ingestion of Japanese star anise]. Presse medicale (Paris, France : 1983). 2003 Jan; 32(1):27-8. doi: ". [PMID: 12617067]
  • Feng Zhang, Long-Xing Wang, Qian Luo, Hong-Bin Xiao, Xin-Miao Liang, Shao-Qing Cai. [Analysis of volatile constituents of root and rhizome of Asarum heterotropoides Fr. var. mandshuricum (Maxim.) Kitag. by gas chromatography-mass spectrometry]. Se pu = Chinese journal of chromatography. 2002 Sep; 20(5):467-70. doi: . [PMID: 16358706]
  • U Stein, H Greyer, H Hentschel. Nutmeg (myristicin) poisoning--report on a fatal case and a series of cases recorded by a poison information centre. Forensic science international. 2001 Apr; 118(1):87-90. doi: 10.1016/s0379-0738(00)00369-8. [PMID: 11343860]
  • D L Moreira, P O Souza, M A Kaplan, N A Pereira, G L Cardoso, E F Guimarães. Effect of leaf essential oil from Piper solmsianum C.DC. in mice behaviour. Anais da Academia Brasileira de Ciencias. 2001 Mar; 73(1):33-7. doi: 10.1590/s0001-37652001000100004. [PMID: 11246267]
  • C Lans, T Harper, K Georges, E Bridgewater. Medicinal and ethnoveterinary remedies of hunters in Trinidad. BMC complementary and alternative medicine. 2001; 1(?):10. doi: 10.1186/1472-6882-1-10. [PMID: 11737880]
  • D Lorenzo, I Loayza, L Leigue, C Frizzo, E Dellacass, P Moyna. Asaricin, the main component of Ocotea opifera Mart. essential oil. Natural product letters. 2001; 15(3):163-70. doi: 10.1080/10575630108041276. [PMID: 11858548]
  • M Ito, M Toyoda, A Yuba, G Honda. Genetic analysis of nothoapiol formation in Perilla frutescens. Biological & pharmaceutical bulletin. 1999 Jun; 22(6):598-601. doi: 10.1248/bpb.22.598. [PMID: 10408233]
  • Y Zhou, J Tan. [Effect of different processing conditions on content of myrisiticin, volatile oil and fatty lipid in semen Myristicae]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1998 Apr; 23(4):217-9, 255. doi: ". [PMID: 11596247]
  • H S Lee, T C Jeong, J H Kim. In vitro and in vivo metabolism of myristicin in the rat. Journal of chromatography. B, Biomedical sciences and applications. 1998 Feb; 705(2):367-72. doi: 10.1016/s0378-4347(97)00531-8. [PMID: 9521577]
  • G Q Zheng, P M Kenney, J Zhang, L K Lam. Inhibition of benzo[a]pyrene-induced tumorigenesis by myristicin, a volatile aroma constituent of parsley leaf oil. Carcinogenesis. 1992 Oct; 13(10):1921-3. doi: 10.1093/carcin/13.10.1921. [PMID: 1423855]
  • T Li, J Zhou, W Jiang, C Li. [Effects of processing on volatile oil constituents in nutmeg and on the contents of myristicin]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1990 Aug; 15(8):471-3, 511. doi: ". [PMID: 2093319]
  • T Li, J Zhou, Z Xu, J Pan, S Mao. [Effects of processing methods on the amounts of volatile oil of nutmeg and on isolation and characterization of the volatile oil constituents]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1990 Jul; 15(7):405-7, 446. doi: ". [PMID: 2261071]
  • Y Ozaki, S Soedigdo, Y R Wattimena, A G Suganda. Antiinflammatory effect of mace, aril of Myristica fragrans Houtt., and its active principles. Japanese journal of pharmacology. 1989 Feb; 49(2):155-63. doi: 10.1254/jjp.49.155. [PMID: 2487032]