alpha-Terpinene (BioDeep_00000001100)

 

Secondary id: BioDeep_00000860067

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H

化学式: C10H16 (136.1251936)
中文名称: α-松油烯, 松油烯
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 0.88%

分子结构信息

SMILES: C1(=CC=C(C)CC1)C(C)C
InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3

描述信息

Alpha-Terpinene is one of four isomers of terpinene (the other three being beta terpinene, gamma terpenine, and delta terpinine or terpimolene) that differ in the position of carbon-carbon double bonds. Alpha-Terpinene belongs to the class of organic compounds known as menthane monoterpenes. These are monoterpenes with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. alpha-Terpinene is a naturally occurring monoterpene found in allspice, cardamom, and marjoram. alpha-Terpinene is a constituent of many essential oils with oil from Litsea ceylanica being is a major source (20\\\\%) of it. alpha-Terpinene has been found in Citrus, Eucalyptus and Juniperus species, and cannabis plants (PMID:6991645 ). ±-Terpinene is a flavouring agent and is produced industrially by acid-catalyzed rearrangement of ±-pinene. It has perfume and flavoring properties but is mainly used to confer a pleasant odor to industrial fluids.
Alpha-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (beta- and gamma-terpinene being the others). In alpha-terpinene the double bonds are at the 1- and 3-positions of the p-menthane skeleton. It has a role as a volatile oil component and a plant metabolite. It is a monoterpene and a cyclohexadiene.
alpha-Terpinene is a natural product found in Xylopia aromatica, Xylopia sericea, and other organisms with data available.
One of three isomeric monoterpenes differing in the positions of their two double bonds (beta- and gamma-terpinene being the others). In alpha-terpinene the double bonds are at the 1- and 3-positions of the p-menthane skeleton.
Alpha-terpinene, also known as 1-isopropyl-4-methyl-1,3-cyclohexadiene or 1-methyl-4-(1-methylethyl)-1,3-cyclohexadiene, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Thus, alpha-terpinene is considered to be an isoprenoid lipid molecule. Alpha-terpinene is a camphoraceous, citrus, and herbal tasting compound and can be found in a number of food items such as summer savory, cabbage, pot marjoram, and wild celery, which makes alpha-terpinene a potential biomarker for the consumption of these food products. Alpha-terpinene can be found primarily in saliva. Alpha-terpinene exists in all eukaryotes, ranging from yeast to humans.
α-Terpinene (Terpilene) is a monoterpene found in the essential oils of a large variety of foods and aromatic plants such as Mentha piperita. α-Terpinene is active against Trypanosoma evansi and has the potential for trypanosomosis treatment. α-Terpinene has antioxidant and antifungal properties[1][2][3][4].
α-Terpinene (Terpilene) is a monoterpene found in the essential oils of a large variety of foods and aromatic plants such as Mentha piperita. α-Terpinene is active against Trypanosoma evansi and has the potential for trypanosomosis treatment. α-Terpinene has antioxidant and antifungal properties[1][2][3][4].

同义名列表

49 个代谢物同义名

InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H; 1,3-Cyclohexadiene, 1-methyl-4-(1-methylethyl)-; 1-Methyl-4-(1-methylethyl)-1,3-cyclohexadiene; A-Terpinene =89\\%, contains BHT as stabilizer; 1-methyl-4-(propan-2-yl)cyclohexa-1,3-diene; 1,3-Cyclohexadiene, 1-methyl-4-isopropyl-; 1-methyl-4-propan-2-ylcyclohexa-1,3-diene; 1-isopropyl-4-methyl-cyclohexa-1,3-diene; 1-Methyl-4-isopropyl-1,3-cyclohexadiene; 4-ISOPROPYL-1-METHYL-1,3-CYCLOHEXADIENE; 1-isopropyl-4-methylcyclohexa-1,3-diene; 1-Isopropyl-4-methyl-1,3-cyclohexadiene; 1-Methyl-4-isopropylcyclohexadiene-1,3; alpha-Terpinene, analytical standard; alpha-Terpinene, >=89\\%, FCC, FG; Alpha-terpinene alpha-terpinene; alpha-Terpinene, >=95.0\\% (GC); P-MENTHA-1,3-DIENE [FHFI]; Alpha-Terpinene (~90\\%); alpha-Terpinene, 85\\%; ALPHA-TERPINENE [FCC]; p-Mentha-1,3-diene; .alpha.-Terpinene; 1,4-p-menthadiene; alpha -Terpinene; .alpha.-Terpinen; .ALPHA.TERPINENE; gamma-terpinene; alpha-Terpinene; .alpha.-Terpine; UNII-I24X278AP1; alpha-Terpinen; beta-terpinene; alphaTerpinene; Tox21_301126; α-Terpinene; CAS-99-86-5; a-terpinene; I24X278AP1; α-Terpinen; Terpinene; -Terpinen; FEMA 3558; AI3-26467; Terpilene; 1ST1970; 9MI; Terpenene; α-Terpinene



数据库引用编号

23 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)

613 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

  • Neha Gupta, Soham Bhattacharya, Adrish Dutta, Jan Tauchen, Přemysl Landa, Klára Urbanová, Markéta Houdková, Eloy Fernández-Cusimamani, Olga Leuner. Synthetic polyploidization induces enhanced phytochemical profile and biological activities in Thymus vulgaris L. essential oil. Scientific reports. 2024 03; 14(1):5608. doi: 10.1038/s41598-024-56378-7. [PMID: 38454146]
  • Karolina A Wojtunik-Kulesza, Anna Oniszczuk. Ability of Selected Monoterpenes to Reduce Fe(III) Ions Being Pro-Neurodegenerative Factors: Tests Based on a FRAP Reaction Extended to 48 Hours. International journal of molecular sciences. 2024 Feb; 25(4):. doi: 10.3390/ijms25042191. [PMID: 38396868]
  • Yu-Xiang Weng, Hsiao-Chi Wang, Yung-Lin Chu, Yun-Zhen Wu, Jie-An Liao, Zheng-Yuan Su. Essential oil from Citrus depressa peel exhibits antimicrobial, antioxidant and cancer chemopreventive effects. Journal of the science of food and agriculture. 2024 Jan; ?(?):. doi: 10.1002/jsfa.13280. [PMID: 38252712]
  • Prem Pratap Singh, Atul Kumar Jaiswal, Ritu Singh, Akshay Kumar, Vishal Gupta, Tanya Singh Raghuvanshi, Angad Sharma, Bhanu Prakash. Assessment of Trachyspermum ammi essential oil against Aspergillus flavus, aflatoxin B1 contamination, and post-harvest quality of Sorghum bicolor. Food chemistry. 2024 Jan; 443(?):138502. doi: 10.1016/j.foodchem.2024.138502. [PMID: 38306909]
  • Dalila Touhami, Adedayo O Mofikoya, Robbie D Girling, Ben Langford, Pawel K Misztal, Christian Pfrang. Atmospheric Degradation of Ecologically Important Biogenic Volatiles: Investigating the Ozonolysis of (E)-β-Ocimene, Isomers of α and β-Farnesene, α-Terpinene and 6-Methyl-5-Hepten-2-One, and Their Gas-Phase Products. Journal of chemical ecology. 2024 Jan; ?(?):. doi: 10.1007/s10886-023-01467-6. [PMID: 38195852]
  • Diana Di Liberto, Nicolò Iacuzzi, Giovanni Pratelli, Antonella Porrello, Antonella Maggio, Salvatore La Bella, Anna De Blasio, Antonietta Notaro, Antonella D'Anneo, Sonia Emanuele, Federica Affranchi, Michela Giuliano, Marianna Lauricella, Daniela Carlisi. Cytotoxic Effect Induced by Sicilian Oregano Essential Oil in Human Breast Cancer Cells. Cells. 2023 11; 12(23):. doi: 10.3390/cells12232733. [PMID: 38067161]
  • Hind Zejli, Aziza Fitat, Youssra Lefrioui, Farhan Siddique, Mohammed Bourhia, Fatima Zahra Bousseraf, Ahmad Mohammad Salamatullah, Hiba-Allah Nafidi, Amare Bitew Mekonnen, Abdelkader Gourch, Mustapha Taleb, Abdelfattah Abdellaoui. Phytochemical analysis and biological activities of essential oils extracted from Origanum grossii and Thymus pallidus: in vitro and in silico analysis. Scientific reports. 2023 11; 13(1):20021. doi: 10.1038/s41598-023-47215-4. [PMID: 37973884]
  • Ferhan Balci-Torun, İrem Toprakçı, Nahide Gulşah Deniz, Sinem Ortaboy, Mehmet Torun, Selin Şahin. Development of an optimized method to obtain a limonene-rich concentrate from the discarded lemon peels. Chemistry & biodiversity. 2023 Jul; ?(?):e202300767. doi: 10.1002/cbdv.202300767. [PMID: 37423898]
  • Aimé Vázquez, Nurhayat Tabanca, Paul E Kendra. HPTLC Analysis and Chemical Composition of Selected Melaleuca Essential Oils. Molecules (Basel, Switzerland). 2023 May; 28(9):. doi: 10.3390/molecules28093925. [PMID: 37175338]
  • Meiyu Sun, Ningning Liu, Jiahui Miao, Yanan Zhang, Yuanpeng Hao, Jinzheng Zhang, Hui Li, Hongtong Bai, Lei Shi. Creation of New Oregano Genotypes with Different Terpene Chemotypes via Inter- and Intraspecific Hybridization. International journal of molecular sciences. 2023 Apr; 24(8):. doi: 10.3390/ijms24087320. [PMID: 37108486]
  • Mudasir Hafiz Khan, Niyaz Ahmad Dar, Bashir Ahmad Alie, Sher Ahmad Dar, Ajaz Ahmad Lone, Ghulam Hassan Mir, Uzma Fayaz, Sajad Ali, Anshika Tyagi, Mohamed A El-Sheikh, Saleh Alansi. Unraveling the Variability of Essential Oil Composition in Different Accessions of Bunium persicum Collected from Different Temperate Micro-Climates. Molecules (Basel, Switzerland). 2023 Mar; 28(5):. doi: 10.3390/molecules28052404. [PMID: 36903647]
  • Esmaeil Rezaei-Chiyaneh, Hassan Mahdavikia, Hadi Alipour, Aria Dolatabadian, Martin Leonardo Battaglia, Sagar Maitra, Matthew Tom Harrison. Biostimulants alleviate water deficit stress and enhance essential oil productivity: a case study with savory. Scientific reports. 2023 Jan; 13(1):720. doi: 10.1038/s41598-022-27338-w. [PMID: 36639680]
  • Rizan Elyasi, Mohammad Majdi, Sandra T Krause, Nagihan Kücükay, Abdolbaset Azizi, Jörg Degenhardt. Identification and functional characterization of a γ-terpinene synthase in Nigella sativa L (black cumin). Phytochemistry. 2022 Oct; 202(?):113290. doi: 10.1016/j.phytochem.2022.113290. [PMID: 35803303]
  • Mahdieh Modareskia, Mohammad Fattahi, Mohammad Hossein Mirjalili. Thymol screening, phenolic contents, antioxidant and antibacterial activities of Iranian populations of Trachyspermum ammi (L.) Sprague (Apiaceae). Scientific reports. 2022 Sep; 12(1):15645. doi: 10.1038/s41598-022-19594-7. [PMID: 36123425]
  • Zahra Dehghani-Aghchekohal, Mansoor Omidi, Reza Azizinezhad, Alireza Etminan. Stimulation of Secondary Metabolites and γ-Terpinene Synthase by Silver Nanoparticles in Callus Cultures of Carum carvi. Applied biochemistry and biotechnology. 2022 Jul; 194(7):3228-3241. doi: 10.1007/s12010-022-03879-8. [PMID: 35349082]
  • Nawaf Al-Maharik, Nidal Jaradat. Phytochemical Profile, Antimicrobial, Cytotoxic, and Antioxidant Activities of Fresh and Air-Dried Satureja nabateorum Essential Oils. Molecules (Basel, Switzerland). 2021 Dec; 27(1):. doi: 10.3390/molecules27010125. [PMID: 35011355]
  • Salman S Alharthi, Ahmed Noah Badr, Karolina Gromadzka, Kinga Stuper-Szablewska, Adel Gabr Abdel-Razek, Khaled Selim. Bioactive Molecules of Mandarin Seed Oils Diminish Mycotoxin and the Existence of Fungi. Molecules (Basel, Switzerland). 2021 Nov; 26(23):. doi: 10.3390/molecules26237130. [PMID: 34885712]
  • Luminita Capatina, Edoardo Marco Napoli, Giuseppe Ruberto, Lucian Hritcu. Origanum vulgare ssp. hirtum (Lamiaceae) Essential Oil Prevents Behavioral and Oxidative Stress Changes in the Scopolamine Zebrafish Model. Molecules (Basel, Switzerland). 2021 Nov; 26(23):. doi: 10.3390/molecules26237085. [PMID: 34885665]
  • María Constanza Luciardi, María Amparo Blázquez, María Rosa Alberto, Elena Cartagena, Mario Eduardo Arena. Lemon Oils Attenuate the Pathogenicity of Pseudomonas aeruginosa by Quorum Sensing Inhibition. Molecules (Basel, Switzerland). 2021 May; 26(10):. doi: 10.3390/molecules26102863. [PMID: 34066034]
  • Lamia Kerbouche, Mohamed Hazzit, Aoumeur Baaliouamer, Soraya Akretche. Distillation time effecting on the composition of Origanum floribundum essential oils and their antioxidant and antimicrobial activities. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2021 Mar; 76(3-4):153-160. doi: 10.1515/znc-2020-0102. [PMID: 33001858]
  • Karolina A Wojtunik-Kulesza. Approach to Optimization of FRAP Methodology for Studies Based on Selected Monoterpenes. Molecules (Basel, Switzerland). 2020 Nov; 25(22):. doi: 10.3390/molecules25225267. [PMID: 33198134]
  • Monica Ghosh, Igor A Schepetkin, Gulmira Özek, Temel Özek, Andrei I Khlebnikov, Derek S Damron, Mark T Quinn. Essential Oils from Monarda fistulosa: Chemical Composition and Activation of Transient Receptor Potential A1 (TRPA1) Channels. Molecules (Basel, Switzerland). 2020 Oct; 25(21):. doi: 10.3390/molecules25214873. [PMID: 33105614]
  • Enrico Marchese, Nunzia D'onofrio, Maria Luisa Balestrieri, Domenico Castaldo, Giovanna Ferrari, Francesco Donsì. Bergamot essential oil nanoemulsions: antimicrobial and cytotoxic activity. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2020 Jul; 75(7-8):279-290. doi: 10.1515/znc-2019-0229. [PMID: 32573485]
  • Ghader Ghasemi, Abolfazl Alirezalu, Youbert Ghosta, Azadeh Jarrahi, Seyed Ali Safavi, Mahdi Abbas-Mohammadi, Francisco J Barba, Paulo E S Munekata, Rubén Domínguez, José M Lorenzo. Composition, Antifungal, Phytotoxic, and Insecticidal Activities of Thymus kotschyanus Essential Oil. Molecules (Basel, Switzerland). 2020 Mar; 25(5):. doi: 10.3390/molecules25051152. [PMID: 32143475]
  • Anand Kumar Chaudhari, Vipin Kumar Singh, Abhishek Kumar Dwivedy, Somenath Das, Neha Upadhyay, Akanksha Singh, Mumtaz S Dkhar, Highland Kayang, Bhanu Prakash, Nawal Kishore Dubey. Chemically characterised Pimenta dioica (L.) Merr. essential oil as a novel plant based antimicrobial against fungal and aflatoxin B1 contamination of stored maize and its possible mode of action. Natural product research. 2020 Mar; 34(5):745-749. doi: 10.1080/14786419.2018.1499634. [PMID: 30421964]
  • Giuseppe Di Rauso Simeone, Antonio Di Matteo, Maria Antonietta Rao, Claudio Di Vaio. Variations of peel essential oils during fruit ripening in four lemon (Citrus limon (L.) Burm. F.) cultivars. Journal of the science of food and agriculture. 2020 Jan; 100(1):193-200. doi: 10.1002/jsfa.10016. [PMID: 31502246]
  • Amrita Yadav, Anupam Kujur, Akshay Kumar, Prem Pratap Singh, Vishal Gupta, Bhanu Prakash. Encapsulation of Bunium persicum essential oil using chitosan nanopolymer: Preparation, characterization, antifungal assessment, and thermal stability. International journal of biological macromolecules. 2020 Jan; 142(?):172-180. doi: 10.1016/j.ijbiomac.2019.09.089. [PMID: 31521660]
  • Thekla I Anastasiou, Manolis Mandalakis, Nikos Krigas, Thomas Vézignol, Diamanto Lazari, Pantelis Katharios, Thanos Dailianis, Efthimia Antonopoulou. Comparative Evaluation of Essential Oils from Medicinal-Aromatic Plants of Greece: Chemical Composition, Antioxidant Capacity and Antimicrobial Activity against Bacterial Fish Pathogens. Molecules (Basel, Switzerland). 2019 Dec; 25(1):. doi: 10.3390/molecules25010148. [PMID: 31905915]
  • Giovanni Caprioli, Giulio Lupidi, Filippo Maggi. Comparison of chemical composition and antioxidant activities of two Winter savory subspecies (Satureja montana subsp. variegata and Satureja montana subsp. montana) cultivated in Northern Italy. Natural product research. 2019 Nov; 33(21):3143-3147. doi: 10.1080/14786419.2018.1516661. [PMID: 30470144]
  • Mohamed Ouknin, Abderrahmane Romane, Jean Costa, Lhou Majidi. Comparative study of the chemical profiling, antioxidant and antimicrobial activities of essential oils of different parts of Thymus willdenowii Boiss & Reut. Natural product research. 2019 Aug; 33(16):2398-2401. doi: 10.1080/14786419.2018.1443089. [PMID: 29486609]
  • Mahdieh Eftekhari, Afsaneh Hoseinsalari, Mahboubeh Mansourian, Fatemeh Farjadmand, Mohammad Reza Shams Ardekani, Mohammad Sharifzadeh, Gholamreza Hassanzadeh, Mahnaz Khanavi, Mahdi Gholami. Trachyspermum ammi (L.) Sprague, superb essential oil and its major components on peptic ulcers: in vivo combined in silico studies. Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences. 2019 Jun; 27(1):317-327. doi: 10.1007/s40199-019-00279-y. [PMID: 31218527]
  • Asit Ray, Sudipta Jena, Basudeba Kar, Jeetendranath Patnaik, Pratap Chandra Panda, Sanghamitra Nayak. Chemical composition and antioxidant activities of essential oil of Hedychium greenii and Hedychium gracile from India. Natural product research. 2019 May; 33(10):1482-1485. doi: 10.1080/14786419.2017.1416384. [PMID: 29252004]
  • Patricia R Quiroga, Valeria Nepote, María T Baumgartner. Contribution of organic acids to α-terpinene antioxidant activity. Food chemistry. 2019 Mar; 277(?):267-272. doi: 10.1016/j.foodchem.2018.10.100. [PMID: 30502144]
  • Jiamu Kang, Liu Liu, Xiaoxia Wu, Yuyang Sun, Zifei Liu. Effect of thyme essential oil against Bacillus cereus planktonic growth and biofilm formation. Applied microbiology and biotechnology. 2018 Dec; 102(23):10209-10218. doi: 10.1007/s00253-018-9401-y. [PMID: 30288586]
  • A C Grădinaru, A Trifan, A Şpac, M Brebu, A Miron, A C Aprotosoaie. Antibacterial activity of traditional spices against lower respiratory tract pathogens: combinatorial effects of Trachyspermum ammi essential oil with conventional antibiotics. Letters in applied microbiology. 2018 Nov; 67(5):449-457. doi: 10.1111/lam.13069. [PMID: 30187508]
  • Boni Barthélémy Yarou, Thomas Bawin, Antoine Boullis, Stéphanie Heukin, Georges Lognay, François Jean Verheggen, Frédéric Francis. Oviposition deterrent activity of basil plants and their essentials oils against Tuta absoluta (Lepidoptera: Gelechiidae). Environmental science and pollution research international. 2018 Oct; 25(30):29880-29888. doi: 10.1007/s11356-017-9795-6. [PMID: 28785944]
  • Cícera Datiane de Morais Oliveira-Tintino, Saulo Relison Tintino, Paulo W Limaverde, Fernando G Figueredo, Fábia F Campina, Francisco A B da Cunha, Roger H S da Costa, Pedro Silvino Pereira, Luciene F Lima, Yedda M L S de Matos, Henrique Douglas Melo Coutinho, José P Siqueira-Júnior, Valdir Q Balbino, Teresinha Gonçalves da Silva. Inhibition of the essential oil from Chenopodium ambrosioides L. and α-terpinene on the NorA efflux-pump of Staphylococcus aureus. Food chemistry. 2018 Oct; 262(?):72-77. doi: 10.1016/j.foodchem.2018.04.040. [PMID: 29751924]
  • 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]
  • Athanassios Giatropoulos, Athanasios Kimbaris, Αntonios Michaelakis, Dimitrios P Papachristos, Moschos G Polissiou, Nickolaos Emmanouel. Chemical composition and assessment of larvicidal and repellent capacity of 14 Lamiaceae essential oils against Aedes albopictus. Parasitology research. 2018 Jun; 117(6):1953-1964. doi: 10.1007/s00436-018-5892-9. [PMID: 29717370]
  • Nilufar Z Mamadalieva, Nilufar S Abdullaeva, Thomas Rosenau, Mashkura Fakhrutdinova, Shakhnoz S Azimova, Stefan Böhmdorfer. Composition of essential oils from four Apiaceae and Asteraceae species growing in Uzbekistan. Natural product research. 2018 May; 32(9):1118-1122. doi: 10.1080/14786419.2017.1375928. [PMID: 28906143]
  • Ali S Sabra, Tessema Astatkie, Abed Alataway, Abeer A Mahmoud, Ahmed S H Gendy, Hussein A H Said-Al Ahl, Kirill G Tkachenko. Response of Biomass Development, Essential Oil, and Composition of Plectranthus amboinicus (Lour.) Spreng. to Irrigation Frequency and Harvest Time. Chemistry & biodiversity. 2018 Mar; 15(3):e1800005. doi: 10.1002/cbdv.201800005. [PMID: 29393581]
  • Le T Huong, Nguyen V Hung, Mai V Chung, Do N Dai, Isiaka A Ogunwande. Essential oils Constituents of the leaves of Amomum gagnepainii and Amomum repoense. Natural product research. 2018 Feb; 32(3):316-321. doi: 10.1080/14786419.2017.1346643. [PMID: 28670920]
  • Aldilene Silva Lima, Marlise Neves Milhomem, Odair Santos Monteiro, Alana Carynne Pereira Arruda, Joaquim Antônio Martins de Castro, Yan Michel Lopes Fernandes, José Guilherme Soares Maia, Lívio Martins Costa-Junior. Seasonal analysis and acaricidal activity of the thymol-type essential oil of Ocimum gratissimum and its major constituents against Rhipicephalus microplus (Acari: Ixodidae). Parasitology research. 2018 Jan; 117(1):59-65. doi: 10.1007/s00436-017-5662-0. [PMID: 29152690]
  • C Rebeca Rivera-Yañez, L Ignacio Terrazas, Manuel Jimenez-Estrada, Jorge E Campos, Cesar M Flores-Ortiz, Luis B Hernandez, Tonatiuh Cruz-Sanchez, German I Garrido-Fariña, Marco A Rodriguez-Monroy, M Margarita Canales-Martinez. Anti-Candida Activity of Bursera morelensis Ramirez Essential Oil and Two Compounds, α-Pinene and γ-Terpinene-An In Vitro Study. Molecules (Basel, Switzerland). 2017 Dec; 22(12):. doi: 10.3390/molecules22122095. [PMID: 29206158]
  • Najet Souhaiel, Ines Sifaoui, Dorsaf Ben Hassine, Jean Bleton, Myriam Bonose, Fathi Moussa, José E Piñero, Jacob Lorenzo-Morales, Manef Abderrabba. Ammoides pusilla (Apiaceae) essential oil: Activity against Acanthamoeba castellanii Neff. Experimental parasitology. 2017 Dec; 183(?):99-103. doi: 10.1016/j.exppara.2017.10.011. [PMID: 29102680]
  • Paulo W Limaverde, Fábia F Campina, Francisco A B da Cunha, Francidalva D Crispim, Fernando G Figueredo, Luciene F Lima, Cícera Datiane de M Oliveira-Tintino, Yedda M L S de Matos, Maria Flaviana B Morais-Braga, Irwin R A Menezes, Valdir Q Balbino, Henrique D M Coutinho, José P Siqueira-Júnior, Jackson R G S Almeida, Saulo R Tintino. Inhibition of the TetK efflux-pump by the essential oil of Chenopodium ambrosioides L. and α-terpinene against Staphylococcus aureus IS-58. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Nov; 109(Pt 2):957-961. doi: 10.1016/j.fct.2017.02.031. [PMID: 28238773]
  • M P Santamarina, M D Ibáñez, M Marqués, J Roselló, S Giménez, M A Blázquez. Bioactivity of essential oils in phytopathogenic and post-harvest fungi control. Natural product research. 2017 Nov; 31(22):2675-2679. doi: 10.1080/14786419.2017.1286479. [PMID: 28278678]
  • Kaoutar Aboukhalid, Chaouki Al Faiz, Ahmed Douaik, Mohamed Bakha, Karolina Kursa, Monika Agacka-Mołdoch, Nathalie Machon, Félix Tomi, Abdeslam Lamiri. Influence of Environmental Factors on Essential Oil Variability in Origanum compactum Benth. Growing Wild in Morocco. Chemistry & biodiversity. 2017 Sep; 14(9):. doi: 10.1002/cbdv.201700158. [PMID: 28556574]
  • Ali Bakiri, Jane Hubert, Romain Reynaud, Sylvie Lanthony, Dominique Harakat, Jean-Hugues Renault, Jean-Marc Nuzillard. Computer-Aided 13C NMR Chemical Profiling of Crude Natural Extracts without Fractionation. Journal of natural products. 2017 05; 80(5):1387-1396. doi: 10.1021/acs.jnatprod.6b01063. [PMID: 28414230]
  • Aysun Özkan, Ayşe Erdoğan. Evaluation of cytotoxic, membrane, and DNA damaging effects of Thymus revolutus Célak essential oil on different cancer cells. Turkish journal of medical sciences. 2017 Apr; 47(2):702-714. doi: 10.3906/sag-1507-189. [PMID: 28425269]
  • G Sargazi Zadeh, N Panahi. Endothelium-independent vasorelaxant activity of Trachyspermum ammi essential oil on rat aorta. Clinical and experimental hypertension (New York, N.Y. : 1993). 2017; 39(2):133-138. doi: 10.1080/10641963.2016.1235178. [PMID: 28287882]
  • Jirakrit Leelarungrayub, Jiradej Manorsoi, Aranya Manorsoi. Anti-inflammatory activity of niosomes entrapped with Plai oil (Zingiber cassumunar Roxb.) by therapeutic ultrasound in a rat model. International journal of nanomedicine. 2017; 12(?):2469-2476. doi: 10.2147/ijn.s129131. [PMID: 28408818]
  • Benmoussa Kouache, Moussa Brada, Abdelkader Saadi, Marie Laure Fauconnier, Georges Lognay, Stephanie Heuskin. Chemical Composition and Acaricidal Activity of Thymus algeriensis Essential Oil against Varroa destructor. Natural product communications. 2017 Jan; 12(1):135-138. doi: ". [PMID: 30549847]
  • Theresa R Ramalho, Luciano R Filgueiras, Maria Talita Pacheco de Oliveira, Ana Luisa de Araujo Lima, Claudio Roberto Bezerra-Santos, Sonia Jancar, Marcia Regina Piuvezam. Gamma-Terpinene Modulation of LPS-Stimulated Macrophages is Dependent on the PGE2/IL-10 Axis. Planta medica. 2016 Oct; 82(15):1341-1345. doi: 10.1055/s-0042-107799. [PMID: 27224271]
  • Yoshinori Kobayashi, Hiroaki Takemoto, Ziqi Fua, Emiko Shimizu, Yukitaka Kinjo. Enhancement of Pentobarbital-induced Sleep by the Vaporized Essential Oil of Citrus keraji var. kabuchii and its Characteristic Component, y-Terpinene. Natural product communications. 2016 Aug; 11(8):1175-1178. doi: . [PMID: 30725585]
  • Vaida Vaičiulytė, Rita Butkienė, Kristina Ložienė. Effects of meteorological conditions and plant growth stage on the accumulation of carvacrol and its precursors in Thymus pulegioides. Phytochemistry. 2016 Aug; 128(?):20-6. doi: 10.1016/j.phytochem.2016.03.018. [PMID: 27174744]
  • Kirsi Bromann, Mervi Toivari, Kaarina Viljanen, Laura Ruohonen, Tiina Nakari-Setälä. Engineering Aspergillus nidulans for heterologous ent-kaurene and gamma-terpinene production. Applied microbiology and biotechnology. 2016 Jul; 100(14):6345-6359. doi: 10.1007/s00253-016-7517-5. [PMID: 27098256]
  • Guillermo E Marcial, Carla L Gerez, Martha Nuñez de Kairuz, Victoria Coll Araoz, Carola Schuff, Graciela Font de Valdez. Influence of oregano essential oil on traditional Argentinean cheese elaboration: Effect on lactic starter cultures. Revista Argentina de microbiologia. 2016 Jul; 48(3):229-235. doi: 10.1016/j.ram.2016.04.006. [PMID: 27577090]
  • Ángela Perdones, Isabel Escriche, Amparo Chiralt, Maria Vargas. Effect of chitosan-lemon essential oil coatings on volatile profile of strawberries during storage. Food chemistry. 2016 Apr; 197(Pt A):979-86. doi: 10.1016/j.foodchem.2015.11.054. [PMID: 26617043]
  • Fatma Zohra Rahali, Myriam Lamine, Mahmoud Gargouri, Iness Bettaieb Rebey, Majdi Hammami, Ibtissem Hamrouni Sellami. Metabolite profiles of essential oils and molecular markers analysis to explore the biodiversity of Ferula communis: Towards conservation of the endemic giant fennel. Phytochemistry. 2016 Apr; 124(?):58-67. doi: 10.1016/j.phytochem.2016.01.012. [PMID: 26826740]
  • Kayo Yoshitomi, Shiduku Taniguchi, Keiichiro Tanaka, Yuya Uji, Kazuya Akimitsu, Kenji Gomi. Rice terpene synthase 24 (OsTPS24) encodes a jasmonate-responsive monoterpene synthase that produces an antibacterial γ-terpinene against rice pathogen. Journal of plant physiology. 2016 Feb; 191(?):120-6. doi: 10.1016/j.jplph.2015.12.008. [PMID: 26771167]
  • Filippo Maggi, Fabrizio Papa, Stefano Dall'Acqua, Marcello Nicoletti. Chemical analysis of essential oils from different parts of Ferula communis L. growing in central Italy. Natural product research. 2016; 30(7):806-13. doi: 10.1080/14786419.2015.1071365. [PMID: 26299522]
  • Rosaria Cozzolino, Sadrollah Ramezani, Antonella Martignetti, Angela Mari, Sonia Piacente, Beatrice De Giulio. Determination of volatile organic compounds in the dried leaves of Salvia species by solid-phase microextraction coupled to gas chromatography mass spectrometry. Natural product research. 2016; 30(7):841-8. doi: 10.1080/14786419.2015.1076817. [PMID: 26305878]
  • Mariangela Marrelli, Filomena Conforti, Carmen Formisano, Daniela Rigano, Nelly Apostolides Arnold, Francesco Menichini, Felice Senatore. Composition, antibacterial, antioxidant and antiproliferative activities of essential oils from three Origanum species growing wild in Lebanon and Greece. Natural product research. 2016; 30(6):735-9. doi: 10.1080/14786419.2015.1040993. [PMID: 26179294]
  • Xiaoqian Hu, Yang Chu, Gang Ma, Wei Li, Xiangyang Wang, Hongmei Mo, Qihui Yin, Jiahua Guo, Xiaohui Ma, Shuiping Zhou. Simultaneous determination of ascaridole, p-cymene and α-terpinene in rat plasma after oral administration of Chenopodium ambrosioides L. by GC-MS. Biomedical chromatography : BMC. 2015 Nov; 29(11):1682-6. doi: 10.1002/bmc.3479. [PMID: 25900777]
  • Brigitte Lukas, Corinna Schmiderer, Johannes Novak. Essential oil diversity of European Origanum vulgare L. (Lamiaceae). Phytochemistry. 2015 Nov; 119(?):32-40. doi: 10.1016/j.phytochem.2015.09.008. [PMID: 26454793]
  • Lunzhao Yi, Naiping Dong, Shao Liu, Zhibiao Yi, Yi Zhang. Chemical features of Pericarpium Citri Reticulatae and Pericarpium Citri Reticulatae Viride revealed by GC-MS metabolomics analysis. Food chemistry. 2015 Nov; 186(?):192-9. doi: 10.1016/j.foodchem.2014.07.067. [PMID: 25976810]
  • Mariela Pontin, Rubén Bottini, José Luis Burba, Patricia Piccoli. Allium sativum produces terpenes with fungistatic properties in response to infection with Sclerotium cepivorum. Phytochemistry. 2015 Jul; 115(?):152-60. doi: 10.1016/j.phytochem.2015.02.003. [PMID: 25819001]
  • Gun Woong Lee, Sungbeom Lee, Moon-Soo Chung, Yeon Sim Jeong, Byung Yeoup Chung. Rice terpene synthase 20 (OsTPS20) plays an important role in producing terpene volatiles in response to abiotic stresses. Protoplasma. 2015 Jul; 252(4):997-1007. doi: 10.1007/s00709-014-0735-8. [PMID: 25430981]
  • Shanmugam Krishnamoorthy, Manivachagam Chandrasekaran, Gnanaprakasam Adaikala Raj, Mahalingam Jayaraman, Venugopalan Venkatesalu. Identification of chemical constituents and larvicidal activity of essential oil from Murraya exotica L. (Rutaceae) against Aedes aegypti, Anopheles stephensi and Culex quinquefasciatus (Diptera: Culicidae). Parasitology research. 2015 May; 114(5):1839-45. doi: 10.1007/s00436-015-4370-x. [PMID: 25697880]
  • Tahereh Falsafi, Parisa Moradi, Mohaddese Mahboubi, Ebrahim Rahimi, Hassan Momtaz, Behzhad Hamedi. Chemical composition and anti-Helicobacter pylori effect of Satureja bachtiarica Bunge essential oil. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2015 Jan; 22(1):173-7. doi: 10.1016/j.phymed.2014.11.012. [PMID: 25636887]
  • M Pilar Santamarina, Josefa Roselló, Francisca Sempere, Silvia Giménez, M Amparo Blázquez. Commercial Origanum compactum Benth. and Cinnamomum zeylanicum Blume essential oils against natural mycoflora in Valencia rice. Natural product research. 2015; 29(23):2215-8. doi: 10.1080/14786419.2014.1002406. [PMID: 25612221]
  • Elisabeth Mantil, Grace Daly, Tyler J Avis. Effect of tea tree (Melaleuca alternifolia) oil as a natural antimicrobial agent in lipophilic formulations. Canadian journal of microbiology. 2015 Jan; 61(1):82-8. doi: 10.1139/cjm-2014-0667. [PMID: 25515896]
  • Sayamol Sukkaew, Patcharee Pripdeevech, Chalermporn Thongpoon, Theeraphan Machan, Rattana Wongchuphan. Volatile constituents of Murraya koenigii fresh leaves using headspace solid phase microextraction--gas chromatography-mass spectrometry. Natural product communications. 2014 Dec; 9(12):1783-6. doi: . [PMID: 25632485]
  • Gordana Stojanović, Olga Jovanović, Goran Petrović, Violeta Mitić, Vesna Stankov Jovanović, Snežana Jovanović. Composition of headspace volatiles and essential oils of three Thymus species. Natural product communications. 2014 Nov; 9(11):1609-12. doi: . [PMID: 25532293]
  • Wen-Rui Diao, Liang-Liang Zhang, Sai-Sai Feng, Jian-Guo Xu. Chemical composition, antibacterial activity, and mechanism of action of the essential oil from Amomum kravanh. Journal of food protection. 2014 Oct; 77(10):1740-6. doi: 10.4315/0362-028x.jfp-14-014. [PMID: 25285491]
  • Haobin Hu, Xudong Zheng, Huaisheng Hu, Ruirui Wang, Yun Wu. Study on gas chromatography-mass spectrometry fingerprint of Acanthopanax brachypus. Journal of chromatographic science. 2014 Sep; 52(8):759-65. doi: 10.1093/chromsci/bmt137. [PMID: 24076562]
  • Marta D Mendes, José G Barroso, M Margarida Oliveira, Helena Trindade. Identification and characterization of a second isogene encoding γ-terpinene synthase in Thymus caespititius. Journal of plant physiology. 2014 Jul; 171(12):1017-27. doi: 10.1016/j.jplph.2014.04.001. [PMID: 24974328]
  • Do N Dai, Tran D Thang, Isiaka A Ogunwande. Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii. Natural product research. 2014; 28(8):555-62. doi: 10.1080/14786419.2014.886209. [PMID: 24520907]
  • Bahman Nickavar, Abrisham Adeli, Azar Nickavar. Analyses of the essential oil from Bunium persicum fruit and its antioxidant constituents. Journal of oleo science. 2014; 63(7):741-6. doi: 10.5650/jos.ess13168. [PMID: 24919477]
  • Filippo Maggi, Giovanni Caprioli, Fabrizio Papa, Gianni Sagratini, Sauro Vittori, Vladislav Kolarčik, Pavol Mártonfi. Intra-population chemical polymorphism in Thymus pannonicus All. growing in Slovakia. Natural product research. 2014; 28(19):1557-66. doi: 10.1080/14786419.2014.926355. [PMID: 24934518]
  • O Borugă, C Jianu, C Mişcă, I Goleţ, A T Gruia, F G Horhat. Thymus vulgaris essential oil: chemical composition and antimicrobial activity. Journal of medicine and life. 2014; 7 Spec No. 3(?):56-60. doi: ". [PMID: 25870697]
  • Afef Béjaoui, Hédia Chaabane, Maroua Jemli, Abdennacer Boulila, Mohamed Boussaid. Essential oil composition and antibacterial activity of Origanum vulgare subsp. glandulosum Desf. at different phenological stages. Journal of medicinal food. 2013 Dec; 16(12):1115-20. doi: 10.1089/jmf.2013.0079. [PMID: 24320986]
  • Jian Wang, Hong-ping Chen, You-ping Liu, Zheng Wei. [Chemical variability of essential oils in peels collected in different time from Citrus reticulata 'Ponkan']. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Dec; 36(12):1922-5. doi: ". [PMID: 25090671]
  • Muhammad Azam, Min Song, Fangjuan Fan, Bo Zhang, Yaying Xu, Changjie Xu, Kunsong Chen. Comparative analysis of flower volatiles from nine citrus at three blooming stages. International journal of molecular sciences. 2013 Nov; 14(11):22346-67. doi: 10.3390/ijms141122346. [PMID: 24232454]
  • Muhammad Azam, Qian Jiang, Bo Zhang, Changjie Xu, Kunsong Chen. Citrus leaf volatiles as affected by developmental stage and genetic type. International journal of molecular sciences. 2013 Aug; 14(9):17744-66. doi: 10.3390/ijms140917744. [PMID: 23994837]
  • Kil-Nam Kim, Yeong-Jong Ko, Hye-Mi Yang, Young-Min Ham, Seong Woon Roh, You-Jin Jeon, Ginnae Ahn, Min-Cheol Kang, Weon-Jong Yoon, Daekyung Kim, Tatsuya Oda. Anti-inflammatory effect of essential oil and its constituents from fingered citron (Citrus medica L. var. sarcodactylis) through blocking JNK, ERK and NF-κB signaling pathways in LPS-activated RAW 264.7 cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2013 Jul; 57(?):126-31. doi: 10.1016/j.fct.2013.03.017. [PMID: 23541436]
  • Rosana P C Ferraz, Diogo S Bomfim, Nanashara C Carvalho, Milena B P Soares, Thanany B da Silva, Wedna J Machado, Ana Paula N Prata, Emmanoel V Costa, Valéria Regina S Moraes, Paulo Cesar L Nogueira, Daniel P Bezerra. Cytotoxic effect of leaf essential oil of Lippia gracilis Schauer (Verbenaceae). Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 May; 20(7):615-21. doi: 10.1016/j.phymed.2013.01.015. [PMID: 23453306]
  • Gholamreza Kavoosi, Asad Tafsiry, Ali Asghar Ebdam, Vahid Rowshan. Evaluation of antioxidant and antimicrobial activities of essential oils from Carum copticum seed and Ferula assafoetida latex. Journal of food science. 2013 Feb; 78(2):T356-61. doi: 10.1111/1750-3841.12020. [PMID: 23320824]
  • Fawzia H Abdel-Rahman, Nina M Alaniz, Mahmoud A Saleh. Nematicidal activity of terpenoids. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2013; 48(1):16-22. doi: 10.1080/03601234.2012.716686. [PMID: 23030436]
  • Xun Hu, Richard Gunawan, Daniel Mourant, Yi Wang, Caroline Lievens, Weerawut Chaiwat, Liping Wu, Chun-Zhu Li. Esterification of bio-oil from mallee (Eucalyptus loxophleba ssp. gratiae) leaves with a solid acid catalyst: Conversion of the cyclic ether and terpenoids into hydrocarbons. Bioresource technology. 2012 Nov; 123(?):249-55. doi: 10.1016/j.biortech.2012.07.073. [PMID: 22940326]
  • Ilan Botnick, Wentao Xue, Einat Bar, Mwafaq Ibdah, Amnon Schwartz, Daniel M Joel, Efraim Lev, Aaron Fait, Efraim Lewinsohn. Distribution of primary and specialized metabolites in Nigella sativa seeds, a spice with vast traditional and historical uses. Molecules (Basel, Switzerland). 2012 Aug; 17(9):10159-77. doi: 10.3390/molecules170910159. [PMID: 22922285]
  • Yonathan Asikin, Ikuko Taira, Sayuri Inafuku-Teramoto, Hidekazu Sumi, Hideaki Ohta, Kensaku Takara, Koji Wada. The composition of volatile aroma components, flavanones, and polymethoxylated flavones in Shiikuwasha (Citrus depressa Hayata) peels of different cultivation lines. Journal of agricultural and food chemistry. 2012 Aug; 60(32):7973-80. doi: 10.1021/jf301848s. [PMID: 22804782]
  • Imen Ben El Hadj Ali, Arbi Guetat, Mohamed Boussaid. Variation of volatiles in Tunisian populations of Thymbra capitata (L.) Cav. (Lamiaceae). Chemistry & biodiversity. 2012 Jul; 9(7):1272-85. doi: 10.1002/cbdv.201100344. [PMID: 22782875]
  • Abdulhmid Giweli, Ana M Džamić, Marina Soković, Mihailo S Ristić, Petar D Marin. Antimicrobial and antioxidant activities of essential oils of Satureja thymbra growing wild in Libya. Molecules (Basel, Switzerland). 2012 Apr; 17(5):4836-50. doi: 10.3390/molecules17054836. [PMID: 22538487]
  • P A Olounladé, E V B Azando, M S Hounzangbé-Adoté, T B Tam Ha, E Leroy, C Moulis, N Fabre, J F Magnaval, H Hoste, A Valentin. In vitro anthelmintic activity of the essential oils of Zanthoxylum zanthoxyloides and Newbouldia laevis against Strongyloides ratti. Parasitology research. 2012 Apr; 110(4):1427-33. doi: 10.1007/s00436-011-2645-4. [PMID: 21960378]
  • Yonathan Asikin, Ikuko Taira, Sayuri Inafuku, Hidekazu Sumi, Masayoshi Sawamura, Kensaku Takara, Koji Wada. Volatile aroma components and antioxidant activities of the flavedo peel extract of unripe Shiikuwasha (Citrus depressa Hayata). Journal of food science. 2012 Apr; 77(4):C469-75. doi: 10.1111/j.1750-3841.2011.02604.x. [PMID: 22394020]
  • Ram Swaroop Verma, Rajendra Chandra Padalia, Amit Chauhan. Volatile constituents of Origanum vulgare L., 'thymol' chemotype: variability in North India during plant ontogeny. Natural product research. 2012; 26(14):1358-62. doi: 10.1080/14786419.2011.602017. [PMID: 22011270]
  • Mohammad S Abu-Darwish, Muhammad H Alu'datt, Abdel Rahman Al-Tawaha, Khalil Ereifej, Ali Almajwal, Nidal Odat, Wesam Al Khateeb. Seasonal variation in essential oil yield and composition from Thymus vulgaris L. during different growth stages in the south of Jordan. Natural product research. 2012; 26(14):1310-7. doi: 10.1080/14786419.2011.576344. [PMID: 21707257]