epoxide (BioDeep_00001867567)

Main id: BioDeep_00000000923

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide

化学式: C15H24O (220.18270539999997)
中文名称: (-)-石竹烯氧化物, 石竹烯氧化物, (-)-氧化石竹烯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C=C1CC[C@@]2([H])O[C@]2(C)CC[C@@]3([H])C(C)(C)C[C@]13[H]
InChI: InChI=1S/C15H24O/c1-10-5-6-13-15(4,16-13)8-7-12-11(10)9-14(12,2)3/h11-13H,1,5-9H2,2-4H3/t11-,12-,13-,15-/m1/s1

描述信息

Caryophyllene oxide is an epoxide. It has a role as a metabolite.
Caryophyllene oxide is a natural product found in Xylopia emarginata, Eupatorium altissimum, and other organisms with data available.
See also: Cannabis sativa subsp. indica top (part of).
A natural product found in Cupania cinerea.
Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].
Caryophyllene oxide, isolated from from Hymenaea courbaril, possesses analgesic and anti-inflammatory activity[1].

同义名列表

59 个代谢物同义名

[1R-(1R*,4R*,6R*,10S*)]- Caryophylene oxide Caryophyllene epoxide Caryophyllene oxyde Epoxycaryophyllene [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane <>-Caryophyllene epoxide <>-Caryophyllene oxide; [1R-(1R*,4R*,6R*,10S*)]- (-)-Epoxydihydrocaryophyllene (-)-<>-Caryophyllene epoxide (-)-<>-Caryophyllene oxide 4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane; (1R,4R,6R,10S)- 4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.]dodecane (caryophyllene oxide) 5-Oxatricyclo(8.2.0.0(4,6))dodecane; 5-OXATRICYCLO(8.2.0.0(4,6))DODECANE, 4,12,12-TRIMETHYL-9-METHYLENE-, (1R-(1R*,4R*,6R*,10S*))-; 5-OXATRICYCLO(8.2.0.04,6)DODECANE, 4,12,12-TRIMETHYL-9-METHYLENE-, (1R-(1R*,4R*,6R*,10S*))-; 5-Oxatricyclo(8.2.0.0(sup 4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-; (1R-(1R*,4R*,6R*,10S*))-4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane; [1R-(1R*,4R*,6R*,10S*)]-4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane; 5-Oxatricyclo(8.2.0.0(4,6))dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-; 5-OXATRICYCLO(8.20.0(4,6))DODECANE, 4,12,12-TRIMETHYL-9-METHYLENE-, (1R,4R,6R,10S)-; 5-Oxatricyclo(8.2.0.04,6)dodecane, 4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-; (1R,4R,6R,10S)-4,12,12-trimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecane; (1R,4R,6R,10S)-4,12,12-TRIMETHYL-9-METHYLIDENE-5-OXATRICYCLO[8.2.0.0?,?]DODECANE; (1R,4R,6R,10S)-9-Methylene-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0(4,6])dodecane; 4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane, (1R,4R,6R,10S)-; (1R,4R,6R,10S)-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane; (-)-5-Oxatricyclo[8.2.0.0(4,6)]dodecane,4,12,12-trimethyl-9-methylene-; 4,12,12-trimethyl-9-methylene-5-oxatricyclo[8.2.0.0~4,6~]dodecane; 4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane; 4-12,12-TRIMETHYL-9-METHYLENE-5-OXATRICYLO (8.2.0.04,6) DODECANE; 4,12,12-trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane; (-)-Caryophyllene oxide, >=99.0\\% (sum of enantiomers, GC); (-)-Caryophyllene oxide, analytical reference material; (1R,4R,6R,10S)- 5-Oxatricyclo[8.2.0.0(4,6)-]dodecane; (1R,4R,5R,9S)-4,5-epoxycaryophyllan-8(13)-ene; CARYOPHYLLENE 4.BETA.,5.ALPHA.-EPOXIDE; (-)-BETA-CARYOPHYLLENE EPOXIDE [HSDB]; CARYOPHYLLENE 4.BETA.,5.ALPHA.-OXIDE; 4.BETA.,5.ALPHA.-EPOXYCARYOPHYLLENE; CARYOPHYLLENE 4beta,5alpha-EPOXIDE; .BETA.-CARYOPHYLLENE OXIDE [FHFI]; (-)-.beta.-Caryophyllene epoxide; BETA-CARYOPHYLLENE EPOXIDE, (-)-; CARYOPHYLLENE 4beta,5alpha-OXIDE; 4beta,5alpha-EPOXYCARYOPHYLLENE; 4,12,12-trimethyl-9-methylene-; (-)-BETA-CARYOPHYLLENE EPOXIDE; (-)-Caryophyllene oxide, 95\\%; (-)-Epoxydihydrocaryophyllene; beta-caryophyllene epoxide; .beta.-Caryophyllene oxide; trans-caryophyllene oxide; beta-CARYOPHYLLENE OXIDE; trimethyl(methylene)[?]; (-)-Caryophyllene oxide; (-)-Epoxycaryophyllene; CARYOPHYLLENE, EPOXIDE; (-)Carophyllene oxide; Caryophyllene oxide; Epoxycaryophyllene; Caryophylene oxide; UNII-S2XU9K448U; ambar crystal; Tox21_303807; S2XU9K448U; bcp oxide; epoxide; Caryophyllene epoxide; Caryophyllene oxide



数据库引用编号

14 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)

383 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

  • Jaie Karve, Chhaya Gadgoli. Chemical composition and anti-angiogenic activity of the essential oil from Blumea eriantha D.C. Natural product research. 2024 Jun; 38(11):1918-1923. doi: 10.1080/14786419.2023.2227990. [PMID: 38739564]
  • Amner Muñoz-Acevedo, María C González, Jesús E Alonso, Karen C Flórez. The Repellent Capacity against Sitophilus zeamais (Coleoptera: Curculionidae) and In Vitro Inhibition of the Acetylcholinesterase Enzyme of 11 Essential Oils from Six Plants of the Caribbean Region of Colombia. Molecules (Basel, Switzerland). 2024 Apr; 29(8):. doi: 10.3390/molecules29081753. [PMID: 38675573]
  • Jane Marie N Caasi, Raiza Isabel D G Baldoza, Mary Sophia C Bauzon, Mirabella Anne F Odtohan, Librado A Santiago, Myla R Santiago-Bautista. In Silico Prediction of Selected Bioactive Compounds Present in Alpinia elegans (C.Presl) K.Schum Seed Oil as Potential Drug Candidates Against Human Cancer Cell Lines. Asian Pacific journal of cancer prevention : APJCP. 2023 Aug; 24(8):2601-2614. doi: 10.31557/apjcp.2023.24.8.2601. [PMID: 37642045]
  • Diep Trinh Thi, Dung Luong Van, Trung Phung Van, Hoai Nguyen Thi, Thao Do Thi, Uyen Nguyen Thi To, Linh Tran Thi Hoai, Khai Dang Vinh, Thanh Truc Huynh, Tran Le Thi Thanh. Chemical composition, anti-inflammatory and cytotoxic activity of essential oils from two Luvunga species (L. scandens and L. hongiaoensis) from Vietnam. Natural product research. 2023 Jun; ?(?):1-10. doi: 10.1080/14786419.2023.2225125. [PMID: 37337451]
  • Sameh M Shabana, Nahla S Gad, Azza I Othman, Aly Fahmy Mohamed, Mohamed Amr El-Missiry. β-caryophyllene oxide induces apoptosis and inhibits proliferation of A549 lung cancer cells. Medical oncology (Northwood, London, England). 2023 May; 40(7):189. doi: 10.1007/s12032-023-02022-9. [PMID: 37233859]
  • Nan Zhang, Junwei Zhang, Weiqi Cui, Deqiao Wu, Jingxian Zhang, Bo Wei, Lingbo Qu, Xia Xu. Artemisia argyi H.Lév. & Vaniot essential oil induces ferroptosis in pancreatic cancer cells via up-regulation of TFR1 and depletion of γ-glutamyl cycle. Fitoterapia. 2023 May; 168(?):105522. doi: 10.1016/j.fitote.2023.105522. [PMID: 37169131]
  • Shuang-Gang Duan, Cai-Lu Lv, Jia-Hui Liu, Shan-Cheng Yi, Rui-Nan Yang, Ao Liu, Man-Qun Wang. NlugOBP8 in Nilaparvata lugens Involved in the Perception of Two Terpenoid Compounds from Rice Plant. Journal of agricultural and food chemistry. 2022 Dec; 70(51):16323-16334. doi: 10.1021/acs.jafc.2c06419. [PMID: 36511755]
  • Azize Demirpolat. Chemical Composition of Essential Oils of Seven Polygonum Species from Turkey: A Chemotaxonomic Approach. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27249053. [PMID: 36558187]
  • Sharareh Najafian, Mahmoud Afshar, Mohsen Radi. Annual Phytochemical Variations and Antioxidant Activity within the Aerial Parts of Lavandula angustifolia, an Evergreen Medicinal Plant. Chemistry & biodiversity. 2022 Oct; 19(10):e202200536. doi: 10.1002/cbdv.202200536. [PMID: 36099157]
  • Heba A S El-Nashar, Mai Adel, Mohamed El-Shazly, Ibrahim S Yahia, Hamdy S El Sheshtawy, Adel A Almalki, Nehal Ibrahim. Chemical Composition, Antiaging Activities and Molecular Docking Studies of Essential Oils from Acca sellowiana (Feijoa). Chemistry & biodiversity. 2022 Sep; 19(9):e202200272. doi: 10.1002/cbdv.202200272. [PMID: 35938449]
  • Xing Huang, Yulin Huang, Chunyue Yang, Tiantian Liu, Xing Liu, Haibin Yuan. Isolation and Insecticidal Activity of Essential Oil from Artemisia lavandulaefolia DC. against Plutella xylostella. Toxins. 2021 11; 13(12):. doi: 10.3390/toxins13120842. [PMID: 34941680]
  • Márcia Moraes Cascaes, Odirleny Dos Santos Carneiro, Lidiane Diniz do Nascimento, Ângelo Antônio Barbosa de Moraes, Mozaniel Santana de Oliveira, Jorddy Neves Cruz, Giselle Maria Skelding Pinheiro Guilhon, Eloisa Helena de Aguiar Andrade. Essential Oils from Annonaceae Species from Brazil: A Systematic Review of Their Phytochemistry, and Biological Activities. International journal of molecular sciences. 2021 Nov; 22(22):. doi: 10.3390/ijms222212140. [PMID: 34830022]
  • Claudia Delgado, Gina Mendez-Callejas, Crispin Celis. Caryophyllene Oxide, the Active Compound Isolated from Leaves of Hymenaea courbaril L. (Fabaceae) with Antiproliferative and Apoptotic Effects on PC-3 Androgen-Independent Prostate Cancer Cell Line. Molecules (Basel, Switzerland). 2021 Oct; 26(20):. doi: 10.3390/molecules26206142. [PMID: 34684723]
  • Wen-Xuan Li, Ping Qian, Yi-Tong Guo, Li Gu, Jessore Jurat, Yang Bai, Dong-Fang Zhang. Myrtenal and β-caryophyllene oxide screened from Liquidambaris Fructus suppress NLRP3 inflammasome components in rheumatoid arthritis. BMC complementary medicine and therapies. 2021 Sep; 21(1):242. doi: 10.1186/s12906-021-03410-2. [PMID: 34583676]
  • Sidney Mariano Dos Santos, Pedro Cruz de Oliveira Junior, Natália de Matos Balsalobre, Candida Aparecida Leite Kassuya, Claudia Andrea Lima Cardoso, Zefa Valdivina Pereira, Rosilda Mara Mussury Franco Silva, Anelise Samara Nazari Formagio. Variation in essential oil components and anti-inflammatory activity of Allophylus edulis leaves collected in central-western Brazil. Journal of ethnopharmacology. 2021 Mar; 267(?):113495. doi: 10.1016/j.jep.2020.113495. [PMID: 33091493]
  • Aminallah Tahmasebi, Seyed Morteza Hosseini, Akbar Karami, Alireza Afsharifar, Ahmad Reza Sharifi Olounabadi. Variation in essential oil composition of Rydingia michauxii at the three developmental stages. Natural product research. 2021 Jan; 35(2):342-345. doi: 10.1080/14786419.2019.1622112. [PMID: 31140321]
  • Wenliang Zhou, Shilong Yang, Bowen Li, Yonggang Nie, Anna Luo, Guangping Huang, Xuefeng Liu, Ren Lai, Fuwen Wei. Why wild giant pandas frequently roll in horse manure. Proceedings of the National Academy of Sciences of the United States of America. 2020 12; 117(51):32493-32498. doi: 10.1073/pnas.2004640117. [PMID: 33288697]
  • Valtcho D Zheljazkov, Vladimir Sikora, Ivayla Dincheva, Miroslava Kačániová, Tess Astatkie, Ivanka B Semerdjieva, Dragana Latkovic. Industrial, CBD, and Wild Hemp: How Different Are Their Essential Oil Profile and Antimicrobial Activity?. Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204631. [PMID: 33053634]
  • Svetlana V Zhigzhitzhapova, Elena P Dylenova, Sergey M Gulyaev, Tuyana E Randalova, Vasiliy V Taraskin, Zhargal A Tykheev, Larisa D Radnaeva. Composition and antioxidant activity of the essential oil of Artemisia annua L. Natural product research. 2020 Sep; 34(18):2668-2671. doi: 10.1080/14786419.2018.1548461. [PMID: 30663350]
  • Sonal Shah, Tushar Dhanani, Sonu Sharma, Raghuraj Singh, Satyanshu Kumar, Bhanu Kumar, Sharad Srivastava, Srikant Ghosh, Rajesh Kumar, Sanis Juliet. Development and Validation of a Reversed Phase High Performance Liquid Chromatography-Photodiode Array Detection Method for Simultaneous Identification and Quantification of Coumarin, Precocene-I, β-Caryophyllene Oxide, α-Humulene, and β-Caryophyllene in Ageratum Conyzoides Extracts and Essential Oils from Plants. Journal of AOAC International. 2020 Jun; 103(3):857-864. doi: 10.1093/jaoacint/qsz038. [PMID: 33241362]
  • Zhi-Hua Li, Yang Wang, Jian-Sheng Sun, Ji-Gang Li, Ke-Xing Zou, Hong Liu, Gui-Xiang Li, Zhi-Zhong Hu, Li-Zheng Nong, Zhen-Xing Ning, Yan Wu, Shu-Shan Du. Repellent activities of essential oils rich in sesquiterpenoids from Saussurea amara (L.) DC. and Sigesbeckia pubescens Makino against two stored-product insects. Environmental science and pollution research international. 2019 Dec; 26(35):36048-36054. doi: 10.1007/s11356-019-06876-3. [PMID: 31745787]
  • A Špičáková, V Bazgier, L Skálová, M Otyepka, P Anzenbacher. beta-caryophyllene oxide and trans-nerolidol affect enzyme activity of CYP3A4 - in vitro and in silico studies. Physiological research. 2019 11; 68(Suppl 1):S51-S58. doi: 10.33549/physiolres.934323. [PMID: 31755290]
  • Michaela Šadibolová, Tomáš Zárybnický, Tomáš Smutný, Petr Pávek, Zdeněk Šubrt, Petra Matoušková, Lenka Skálová, Iva Boušová. Sesquiterpenes Are Agonists of the Pregnane X Receptor but Do Not Induce the Expression of Phase I Drug-Metabolizing Enzymes in the Human Liver. International journal of molecular sciences. 2019 Sep; 20(18):. doi: 10.3390/ijms20184562. [PMID: 31540101]
  • Alline L B Dias, Hellen R F Batista, Elisângela B B Estevam, Cassia C F Alves, Moacir R Forim, Heloiza D Nicolella, Ricardo A Furtado, Denise C Tavares, Thayna S Silva, Carlos H G Martins, Mayker L D Miranda. Chemical composition and in vitro antibacterial and antiproliferative activities of the essential oil from the leaves of Psidium myrtoides O. Berg (Myrtaceae). Natural product research. 2019 Sep; 33(17):2566-2570. doi: 10.1080/14786419.2018.1457664. [PMID: 29611435]
  • Emmanuel E Essien, Paul S Thomas, Roberta Ascrizzi, William N Setzer, Guido Flamini. Senna occidentalis (L.) Link and Senna hirsuta (L.) H. S. Irwin & Barneby: constituents of fruit essential oils and antimicrobial activity. Natural product research. 2019 Jun; 33(11):1637-1640. doi: 10.1080/14786419.2018.1425842. [PMID: 29347835]
  • Kateřina Lněničková, Hana Svobodová, Lenka Skálová, Martin Ambrož, Filip Novák, Petra Matoušková. The impact of sesquiterpenes β-caryophyllene oxide and trans-nerolidol on xenobiotic-metabolizing enzymes in mice in vivo. Xenobiotica; the fate of foreign compounds in biological systems. 2018 Nov; 48(11):1089-1097. doi: 10.1080/00498254.2017.1398359. [PMID: 29098926]
  • Yee Ching Ng, Ye Won Kim, Jeong-Su Lee, Sung Joon Lee, Moon Jung Song. Antiviral activity of Schizonepeta tenuifolia Briquet against noroviruses via induction of antiviral interferons. Journal of microbiology (Seoul, Korea). 2018 Sep; 56(9):683-689. doi: 10.1007/s12275-018-8228-7. [PMID: 30141161]
  • 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]
  • Efat Jafari, Gholamabbas Ghanbarian, Atefeh Bahmanzadegan. Essential oil composition of aerial parts of Micromeria persica Boiss. from Western of Shiraz, Iran. Natural product research. 2018 Apr; 32(8):991-996. doi: 10.1080/14786419.2017.1374270. [PMID: 28893105]
  • Giovanni Benelli, Mohan Rajeswary, Marimuthu Govindarajan. Towards green oviposition deterrents? Effectiveness of Syzygium lanceolatum (Myrtaceae) essential oil against six mosquito vectors and impact on four aquatic biological control agents. Environmental science and pollution research international. 2018 Apr; 25(11):10218-10227. doi: 10.1007/s11356-016-8146-3. [PMID: 27921244]
  • Linh Thuy Nguyen, Zuzana Myslivečková, Barbora Szotáková, Alena Špičáková, Kateřina Lněničková, Martin Ambrož, Vladimír Kubíček, Kristýna Krasulová, Pavel Anzenbacher, Lenka Skálová. The inhibitory effects of β-caryophyllene, β-caryophyllene oxide and α-humulene on the activities of the main drug-metabolizing enzymes in rat and human liver in vitro. Chemico-biological interactions. 2017 Dec; 278(?):123-128. doi: 10.1016/j.cbi.2017.10.021. [PMID: 29074051]
  • Veronika Hanušová, Kateřina Caltová, Hana Svobodová, Martin Ambrož, Adam Skarka, Natálie Murínová, Věra Králová, Pavel Tomšík, Lenka Skálová. The effects of β-caryophyllene oxide and trans-nerolidol on the efficacy of doxorubicin in breast cancer cells and breast tumor-bearing mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Nov; 95(?):828-836. doi: 10.1016/j.biopha.2017.09.008. [PMID: 28903178]
  • Elina Karhu, Janne Isojärvi, Pia Vuorela, Leena Hanski, Adyary Fallarero. Identification of Privileged Antichlamydial Natural Products by a Ligand-Based Strategy. Journal of natural products. 2017 10; 80(10):2602-2608. doi: 10.1021/acs.jnatprod.6b01052. [PMID: 29043803]
  • Zineb Djerrad, Abderrahmane Djouahri, Leila Kadik. Variability of Pinus halepensis Mill. Essential Oils and Their Antioxidant Activities Depending on the Stage of Growth During Vegetative Cycle. Chemistry & biodiversity. 2017 Apr; 14(4):. doi: 10.1002/cbdv.201600340. [PMID: 27936295]
  • Bruna R de Lima, Felipe M A da Silva, Elzalina R Soares, Richardson A de Almeida, Francinaldo A da Silva Filho, Raimundo C Pereira Junior, Álvaro J Hernandez Tasco, Marcos J Salvador, Hector H F Koolen, Afonso D L de Souza, Maria L B Pinheiro. Chemical composition and antimicrobial activity of the essential oils of Onychopetalum amazonicum R.E.Fr. Natural product research. 2016 Oct; 30(20):2356-9. doi: 10.1080/14786419.2016.1163691. [PMID: 27033169]
  • Saoussen Hammami, Ridha El Mokni, Khaled Faidi, Mohamed Hédi El Aouni, Zine Mighri, Rajesh K Joshi. Volatile Profile of Herniaria fontanesii Growing Spontaneously in Tunisia. Journal of chromatographic science. 2016 Mar; 54(3):291-4. doi: 10.1093/chromsci/bmv158. [PMID: 26538491]
  • Yin-Hua Cheng, Ih-Sheng Chen, Ying-Chi Lin, Chun-Wei Tung, Hsun-Shuo Chang, Chia-Chi Wang. Attenuation of antigen-specific T helper 1 immunity by Neolitsea hiiranensis and its derived terpenoids. PeerJ. 2016; 4(?):e2758. doi: 10.7717/peerj.2758. [PMID: 28344896]
  • Danielle Cardoso de Alencar, Maria Lúcia Belém Pinheiro, José Lamak da Silva Pereira, João Ernesto de Carvalho, Francinete Ramos Campos, Alessandra Freitas Serain, Ricardo Brunelli Tirico, Alvaro José Hernández-Tasco, Emmanoel Vilaça Costa, Marcos José Salvador. Chemical composition of the essential oil from the leaves of Anaxagorea brevipes (Annonaceae) and evaluation of its bioactivity. Natural product research. 2016; 30(9):1088-92. doi: 10.1080/14786419.2015.1101103. [PMID: 26586465]
  • Rianasoambolanoro Rakotosaona, Marcello Nicoletti, Fabrizio Papa, Emmanuel Randrianarivo, Philippe Rasoanaivo, Filippo Maggi. Chemical composition of the essential oil of Kaliphora madagascariensis Hook. f. Natural product research. 2016; 30(8):960-6. doi: 10.1080/14786419.2015.1085865. [PMID: 26360928]
  • Sawsan Abuhamdah, Rushdie Abuhamdah, Melanie-Jayne R Howes, Suleiman Al-Olimat, Abdel Ennaceur, Paul L Chazot. Pharmacological and neuroprotective profile of an essential oil derived from leaves of Aloysia citrodora Palau. The Journal of pharmacy and pharmacology. 2015 Sep; 67(9):1306-15. doi: 10.1111/jphp.12424. [PMID: 25877296]
  • Cheng-Fang Wang, Kai Yang, Chun-Xue You, Wen-Juan Zhang, Shan-Shan Guo, Zhu-Feng Geng, Shu-Shan Du, Yong-Yan Wang. Chemical Composition and Insecticidal Activity of Essential Oils from Zanthoxylum dissitum Leaves and Roots against Three Species of Storage Pests. Molecules (Basel, Switzerland). 2015 May; 20(5):7990-9. doi: 10.3390/molecules20057990. [PMID: 25946557]
  • Jacinta Pastor, Marley García, Silvia Steinbauer, William N Setzer, Ramón Scull, Lars Gille, Lianet Monzote. Combinations of ascaridole, carvacrol, and caryophyllene oxide against Leishmania. Acta tropica. 2015 May; 145(?):31-8. doi: 10.1016/j.actatropica.2015.02.002. [PMID: 25697866]
  • Durre Shahwar, Sami Ullah, Mohammad Akmal Khan, Naeem Ahmad, Afifa Saeed, Saif Ullah. Anticancer activity of Cinnamon tamala leaf constituents towards human ovarian cancer cells. Pakistan journal of pharmaceutical sciences. 2015 May; 28(3):969-72. doi: . [PMID: 26004731]
  • Kazuya Murata, Shinichi Matsumura, Yuri Yoshioka, Yoshihiro Ueno, Hideaki Matsuda. Screening of β-secretase and acetylcholinesterase inhibitors from plant resources. Journal of natural medicines. 2015 Jan; 69(1):123-9. doi: 10.1007/s11418-014-0859-3. [PMID: 25119528]
  • Antonella Maggio, Alessandro Venditti, Felice Senatore, Maurizio Bruno, Carmen Formisano. Chemical composition of the essential oil of Jacobaea maritima (L.) Pelser & Meijden and Jacobaea maritima subsp. bicolor (Willd.) B. Nord. & Greuter (Asteraceae) collected wild in Croatia and Sicily, respectively. Natural product research. 2015; 29(9):857-63. doi: 10.1080/14786419.2014.991928. [PMID: 25533422]
  • Roberto de Oliveira Portella, Roselaine Facanali, Márcia Ortiz Mayo Marques, Luiz Fernando Rolim de Almeida. Chemical composition of essential oils from the vegetative and reproductive structures of Copaifera langsdorffii Desf. Natural product research. 2015; 29(9):874-8. doi: 10.1080/14786419.2014.987145. [PMID: 25588080]
  • Jessica L Gilbert, Matthew J Guthart, Salvador A Gezan, Melissa Pisaroglo de Carvalho, Michael L Schwieterman, Thomas A Colquhoun, Linda M Bartoshuk, Charles A Sims, David G Clark, James W Olmstead. Identifying Breeding Priorities for Blueberry Flavor Using Biochemical, Sensory, and Genotype by Environment Analyses. PloS one. 2015; 10(9):e0138494. doi: 10.1371/journal.pone.0138494. [PMID: 26378911]
  • Simona Casiglia, Mariem Ben Jemia, Luana Riccobono, Maurizio Bruno, Elia Scandolera, Felice Senatore. Chemical composition of the essential oil of Moluccella spinosa L. (Lamiaceae) collected wild in Sicily and its activity on microorganisms affecting historical textiles. Natural product research. 2015; 29(13):1201-6. doi: 10.1080/14786419.2014.995654. [PMID: 25554361]
  • Akbar Karami, Nematollah Dehghan-Mashtani. Composition of the essential oil of Stachys benthamiana Boiss. from the south of Iran. Natural product research. 2015; 29(15):1473-6. doi: 10.1080/14786419.2014.1003185. [PMID: 25605295]
  • L Ait Said, K Zahlane, I Ghalbane, S El Messoussi, A Romane, C Cavaleiro, L Salgueiro. Chemical composition and antibacterial activity of Lavandula coronopifolia essential oil against antibiotic-resistant bacteria. Natural product research. 2015; 29(6):582-5. doi: 10.1080/14786419.2014.954246. [PMID: 25174508]
  • Marzieh Piryaei, Mir Mahdi Abolghasemi, Hossein Nazemiyeh. Fast determination of Ziziphora tenuior L. essential oil by inorganic-organic hybrid material based on ZnO nanoparticles anchored to a composite made from polythiophene and hexagonally ordered silica. Natural product research. 2015; 29(9):833-7. doi: 10.1080/14786419.2014.989394. [PMID: 25496469]
  • Pankaj Sharma, G C Shah. Composition and antioxidant activity of Senecio nudicaulis Wall. ex DC. (Asteraceae): a medicinal plant growing wild in Himachal Pradesh, India. Natural product research. 2015; 29(9):883-6. doi: 10.1080/14786419.2014.990904. [PMID: 25515495]
  • Oladipupo A Lawal, Isiaka A Ogunwande, Andy R Opoku. Constituents of essential oils from the leaf and flower of Plumeria alba grown in Nigeria. Natural product communications. 2014 Nov; 9(11):1613-4. doi: . [PMID: 25532294]
  • L Monzote, J Pastor, R Scull, L Gille. Antileishmanial activity of essential oil from Chenopodium ambrosioides and its main components against experimental cutaneous leishmaniasis in BALB/c mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Jul; 21(8-9):1048-52. doi: 10.1016/j.phymed.2014.03.002. [PMID: 24768411]
  • N Shashiashvili, M Jokhadze, P Tushurashvili, A Bakuridze, D Berashvili. Analysis of Perilla nankinensis decne essential oil using gas chromatography coupled with time-of-flight mass spectrometry. Georgian medical news. 2014 Apr; ?(229):92-6. doi: ". [PMID: 24850613]
  • Soumyadeep Sain, Pravin K Naoghare, S Saravana Devi, Atul Daiwile, K Krishnamurthi, P Arrigo, T Chakrabarti. Beta caryophyllene and caryophyllene oxide, isolated from Aegle marmelos, as the potent anti-inflammatory agents against lymphoma and neuroblastoma cells. Anti-inflammatory & anti-allergy agents in medicinal chemistry. 2014 Mar; 13(1):45-55. doi: 10.2174/18715230113129990016. [PMID: 24484210]
  • Yusei Kashima, Satoshi Nakaya, Mitsuo Miyazawa. Volatile composition and sensory properties of Indian herbal medicine-Pavonia odorata-used in Ayurveda. Journal of oleo science. 2014; 63(2):149-58. doi: 10.5650/jos.ess13125. [PMID: 24441709]
  • Aleksandra Dorđević, Jelena Lazarević, Andrija Smelcerović, Gordana Stojanović. The case of Hypericum rochelii Griseb. & Schenk and Hypericum umbellatum A. Kern. essential oils: chemical composition and antimicrobial activity. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):145-8. doi: 10.1016/j.jpba.2013.01.024. [PMID: 23416368]
  • Inès Ellouze, Manef Abderrabba, Nassereddine Sabaou, Florence Mathieu, Ahmed Lebrihi, Jalloul Bouajila. Season's variation impact on Citrus aurantium leaves essential oil: chemical composition and biological activities. Journal of food science. 2012 Sep; 77(9):T173-80. doi: 10.1111/j.1750-3841.2012.02846.x. [PMID: 22897411]
  • Effie Hanlidou, Regina Karousou, Diamanto Lazari. Essential oils of three taxa of the Nepeta argolica aggregate from Greece. Chemistry & biodiversity. 2012 Aug; 9(8):1559-66. doi: 10.1002/cbdv.201100346. [PMID: 22899616]
  • Da-Shuai Zhang, Qiong-Xin Zhong, Xin-Ming Song, Wen-Jie Liu, Jing Wang, Qiong-Yu Zhang. [Study on the chemical components, antimicrobial and antitumor activities of the essential oil from the leaves of Zanthoxylum avicennae]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Aug; 35(8):1263-7. doi: ". [PMID: 23320360]
  • Nae Hyung Ryu, Kyung-Ran Park, Sung-Moo Kim, Hyung-Mun Yun, Dongwoo Nam, Seok-Geun Lee, Hyeung-Jin Jang, Kyoo Seok Ahn, Sung-Hoon Kim, Bum Sang Shim, Seung-Hoon Choi, Ashik Mosaddik, Somi K Cho, Kwang Seok Ahn. A hexane fraction of guava Leaves (Psidium guajava L.) induces anticancer activity by suppressing AKT/mammalian target of rapamycin/ribosomal p70 S6 kinase in human prostate cancer cells. Journal of medicinal food. 2012 Mar; 15(3):231-41. doi: 10.1089/jmf.2011.1701. [PMID: 22280146]
  • G Tewari, C Pande, G Kharkwal, S Singh, C Singh. Phytochemical study of essential oil from the aerial parts of Coleus aromaticus Benth. Natural product research. 2012; 26(2):182-5. doi: 10.1080/14786419.2011.574135. [PMID: 22060194]
  • Dinesh S Bisht, Subhash C Joshi, Rajendra C Padalia, Chandra S Mathela. Isoiridomyrmecin rich essential oil from Nepeta erecta Benth. and its antioxidant activity. Natural product research. 2012; 26(1):29-35. doi: 10.1080/14786419.2010.531393. [PMID: 21756190]
  • 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]
  • Jun Han, Soon-Il Kim, Byeoung-Ryeol Choi, Sang-Guei Lee, Young-Joon Ahn. Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae. Pest management science. 2011 Dec; 67(12):1583-8. doi: 10.1002/ps.2216. [PMID: 21674753]
  • Zakaria Cheikh-Ali, Marcelline Adiko, Sylvie Bouttier, Christian Bories, Timothée Okpekon, Erwan Poupon, Pierre Champy. Composition, and antimicrobial and remarkable antiprotozoal activities of the essential oil of rhizomes of Aframomum sceptrum K. Schum. (Zingiberaceae). Chemistry & biodiversity. 2011 Apr; 8(4):658-67. doi: 10.1002/cbdv.201000216. [PMID: 21480511]
  • Isabel Rivero-Cruz, Georgina Duarte, Andrés Navarrete, Robert Bye, Edelmira Linares, Rachel Mata. Chemical composition and antimicrobial and spasmolytic properties of Poliomintha longiflora and Lippia graveolens essential oils. Journal of food science. 2011 Mar; 76(2):C309-17. doi: 10.1111/j.1750-3841.2010.02022.x. [PMID: 21535751]
  • S Mabrouk, A Elaissi, H Ben Jannet, F Harzallah-Skhiri. Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia. Natural product research. 2011 Jan; 25(1):77-84. doi: 10.1080/14786419.2010.513685. [PMID: 21240765]
  • Sylvia Tiana Ralambonirina Rasoarivelo, Raphaël Grougnet, Philippe Vérité, Marylin Lecsö, Marie-José Butel, François Tillequin, Christiane Rakotobe Guillou, Brigitte Deguin. Chemical composition and antimicrobial activity of the essential oils of Anthospermum emirnense and Anthospermum perrieri (Rubiaceae). Chemistry & biodiversity. 2011 Jan; 8(1):145-54. doi: 10.1002/cbdv.201000208. [PMID: 21259425]
  • M J Chavan, P S Wakte, D B Shinde. Analgesic and anti-inflammatory activity of Caryophyllene oxide from Annona squamosa L. bark. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2010 Feb; 17(2):149-51. doi: 10.1016/j.phymed.2009.05.016. [PMID: 19576741]
  • Lianet Monzote, Werner Stamberg, Katrin Staniek, Lars Gille. Toxic effects of carvacrol, caryophyllene oxide, and ascaridole from essential oil of Chenopodium ambrosioides on mitochondria. Toxicology and applied pharmacology. 2009 Nov; 240(3):337-47. doi: 10.1016/j.taap.2009.08.001. [PMID: 19666043]
  • Lawal A Oladipupo, Oyedeji O Adebola. Chemical composition of the essential oils of the flowers, leaves and stems of two senecio polyanthemoides Sch. Bip. samples from South Africa. Molecules (Basel, Switzerland). 2009 Jun; 14(6):2077-86. doi: 10.3390/molecules14062077. [PMID: 19513007]
  • Naira Quintana, Elie G El Kassis, Frank R Stermitz, Jorge M Vivanco. Phytotoxic compounds from roots of Centaurea diffusa Lam. Plant signaling & behavior. 2009 Jan; 4(1):9-14. doi: 10.4161/psb.4.1.7487. [PMID: 19568334]
  • Felice Senatore, Carmen Formisano, Aida Raio, Gabriella Bellone, Maurizio Bruno. Volatile components from flower-heads of Centaurea nicaeensis All., C. parlatoris Helder and C. solstitialis L. ssp. schouwii (DC.) Dostál growing wild in southern Italy and their biological activity. Natural product research. 2008; 22(10):825-32. doi: 10.1080/14786410500410719. [PMID: 18626815]
  • Katayoun Morteza-Semnani, Majid Saeedi, Mohammad Akbarzadeh. Essential oil composition of Teucrium scordium L. Acta pharmaceutica (Zagreb, Croatia). 2007 Dec; 57(4):499-504. doi: 10.2478/v10007-007-0040-6. [PMID: 18165193]
  • Naoki Sugimoto, Atsuko Tada, Takashi Yamazaki, Kenichi Tanamoto. [Antimicrobial activity and constituents in rumput roman extract as a natural food preservative]. Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan. 2007 Aug; 48(4):106-11. doi: 10.3358/shokueishi.48.106. [PMID: 17892004]
  • Alessandro Musenga, Anna Ferranti, Maria Addolorata Saracino, Salvatore Fanali, Maria Augusta Raggi. Simultaneous determination of aromatic and terpenic constituents of cloves by means of HPLC with diode array detection. Journal of separation science. 2006 Jun; 29(9):1251-8. doi: 10.1002/jssc.200600023. [PMID: 16833083]
  • D Yang, F Wang, J Peng, S Ren. [GC-MS analysis and inhibitory activity of the essential oil extracted from the leaves of Lindera communis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 1999 Mar; 22(3):128-31. doi: ". [PMID: 12575094]
  • C Werner, E Ramirez, C Gervasoni, M Jeannet. Mitigation of graft-versus-host disease in rats treated with allogeneic and xenogeneic antilymphocytic sera. Experientia. 1976 Feb; 32(2):241-2. doi: 10.1007/bf01937788. [PMID: 5281]