Engenol (BioDeep_00000859504)

Main id: BioDeep_00000002269

 

PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1\C10H12O2\c1-3-4-8-5-6-9(11)10(7-8)12-2\h3,5-7,11H,1,4H2,2H

化学式: C10H12O2 (164.0837252)
中文名称: 丁香酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C(C=CC(=C1)CC=C)O
InChI: InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3,5-7,11H,1,4H2,2H3

描述信息

C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent
D000890 - Anti-Infective Agents
D012997 - Solvents
Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.
Eugenol is an essential oil found in cloves with antibacterial, anthelmintic and antioxidant activity. Eugenol is shown to inhibit lipid peroxidation.

同义名列表

86 个代谢物同义名

InChI=1\C10H12O2\c1-3-4-8-5-6-9(11)10(7-8)12-2\h3,5-7,11H,1,4H2,2H; 1-Hydroxy-2-methoxy-4-prop-2-enylbenzene; 4-Hydroxy-3-methoxy-1-allylbenzene; 1-Hydroxy-2-methoxy-4-allylbenzene; EPA Pesticide Chemical Code 102701; 4-Allyl-1-hydroxy-2-methoxybenzene; 2-Methoxy-1-hydroxy-4-allylbenzene; 2-methoxy-4-(prop-2-en-1-yl)phenol; Phenol, 2-methoxy-4-(2-propenyl)-; 2-Methoxy-4-(2-propen-1-yl)phenol; 2-Metoksy-4-allilofenol [Polish]; 4-Hydroxy-3-methoxyallylbenzene; 4-Allylcatechol 2-methyl ether; 2-Methoxy-4-(2-propenyl)phenol; 2-methoxy-4-prop-2-enyl-phenol; 2-Methoxy-4-(3-propenyl)phenol; 4-Allylcatechol-2-methyl ether; 2-Methoxy-4-prop-2-enylphenol; Phenol, 4-allyl-2-methoxy-; 2-Hydroxy-5-allylanisole; 4-allyl-2-methoxy-Phenol; 2-Methoxy-4-allylphenol; 4-Allyl-2-methoxyphenol; SDCCGMLS-0066578.P001; Caswell No. 456BC; Caryophyllic acid; Eugenol (natural); Synthetic eugenol; WLN: 1U2R DQ CO1; Spectrum2_001264; Spectrum3_000646; FEMA Number 2467; EINECS 202-589-1; Spectrum4_001783; Spectrum5_000425; NCGC00091449-05; NCGC00091449-01; NCGC00091449-02; NCGC00091449-03; p-Allylguaiacol; W246700_ALDRICH; 5-Allylguaiacol; SPECTRUM1500296; W246719_ALDRICH; 4-Allylguaiacol; Eugenol [USAN]; E51791_ALDRICH; BSPBio_002251; 1,3,4-Eugenol; FEMA No. 2467; Eugenol (USP); KBioGR_002327; DivK1c_000692; Allylguaiacol; KBio1_000692; 35995_RIEDEL; Eugenic acid; NINDS_000692; SPBio_001228; SMR000059114; ZINC00001411; KBio3_001471; MLS000028901; IDI1_000692; AIDS-002235; BRN 1366759; 46129_FLUKA; 46100_FLUKA; AIDS002235; NSC 209525; NCI-C50453; CHEBI:4917; p-Eugenol; SBB012362; NSC209525; AI3-00086; CCRIS 306; HSDB 210; 97-53-0; Engenol; LS-2027; NSC8895; Eugenol; D04117; FA 100; C10453



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(1)

PlantCyc(3)

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)

318 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

  • Hirotaka Matsuo, Hitomi Kawakami, Naoko Anjiki, Noriaki Kawano, Hiroyuki Fuchino, Nobuo Kawahara, Kayo Yoshimatsu. Screening of growth inhibitors for epithelial-mesenchymal transition-induced cells by TGF-β from plant-based sources identified the active compound hydroxychavicol from Piper bitle. Journal of natural medicines. 2024 Jun; 78(3):774-783. doi: 10.1007/s11418-024-01785-3. [PMID: 38418720]
  • Hawraa Issa, Lionel Loubaki, Abdullah Al Amri, Kazem Zibara, Mikhlid H Almutairi, Mahmoud Rouabhia, Abdelhabib Semlali. Eugenol as a potential adjuvant therapy for gingival squamous cell carcinoma. Scientific reports. 2024 05; 14(1):10958. doi: 10.1038/s41598-024-60754-8. [PMID: 38740853]
  • Stoja Milovanovic, Darka Markovic, Ivona Jankovic-Castvan, Ivana Lukic. Cornstarch aerogels with thymol, citronellol, carvacrol, and eugenol prepared by supercritical CO2- assisted techniques for potential biomedical applications. Carbohydrate polymers. 2024 May; 331(?):121874. doi: 10.1016/j.carbpol.2024.121874. [PMID: 38388060]
  • Yae Rim Choi, Hyun-Jin Na, Jaekwang Lee, Young-Suk Kim, Min Jung Kim. Isoeugenol Inhibits Adipogenesis in 3T3-L1 Preadipocytes with Impaired Mitotic Clonal Expansion. Nutrients. 2024 Apr; 16(9):. doi: 10.3390/nu16091262. [PMID: 38732509]
  • Bhawna Kashyap, Azhar Khan, Deepak N Kapoor. Eugenol-Loaded Transethosomal Gel for Improved Skin Delivery and Treatment of Atopic Dermatitis. AAPS PharmSciTech. 2024 Apr; 25(4):72. doi: 10.1208/s12249-024-02785-y. [PMID: 38575745]
  • Chao Yang, Yongsheng Lin, Xuwen Xiang, Dandan Shao, Ziwen Qiu, Yongyu Li, Shaohua Wu. MbEOMT1 regulates methyleugenol biosynthesis in Melaleuca bracteata F. Muell. Tree physiology. 2024 Apr; 44(4):. doi: 10.1093/treephys/tpae034. [PMID: 38498320]
  • Romério Alves Silva, Benise Ferreira da Silva, Mainara Saraiva Pereira, Paulo Adenes Teixeira Coelho, Renata Albuquerque Costa, Andrey Carvalho Chaves, Isaac Goes Neto Silva, Victor Alves Carneiro. Combinatorial effects between aromatic plant compounds and chlorhexidine digluconate against canine otitis-related Staphylococcus spp. Research in veterinary science. 2024 Apr; 170(?):105182. doi: 10.1016/j.rvsc.2024.105182. [PMID: 38377791]
  • Achraf Abdou, Fatima Ezzahra Maaghloud, Abdelhakim Elmakssoudi, Aziz Aboulmouhajir, Jamal Jamal Eddine, Mohamed Dakir. Synthesis of eugenol derivative by the ring opening of epoxide eugenol and its analysis through chemical reactivity: a DFT approach. Natural product research. 2024 Apr; 38(7):1099-1107. doi: 10.1080/14786419.2022.2132242. [PMID: 36226769]
  • Xiaochong Zhu, Jieyuan Wu, Shizhong Li, La Xiang, Jian-Ming Jin, Chaoning Liang, Shuang-Yan Tang. Artificial Biosynthetic Pathway for Efficient Synthesis of Vanillin, a Feruloyl-CoA-Derived Natural Product from Eugenol. Journal of agricultural and food chemistry. 2024 Mar; 72(12):6463-6470. doi: 10.1021/acs.jafc.3c08723. [PMID: 38501643]
  • Raju Balaji, Madasamy Parani. Development of an allele-specific PCR (AS-PCR) method for identifying high-methyl eugenol-containing purple Tulsi (Ocimum tenuiflorum L.) in market samples. Molecular biology reports. 2024 Mar; 51(1):439. doi: 10.1007/s11033-024-09365-0. [PMID: 38520476]
  • Jihao Zuo, Ruopeng Lan, Ningning Lv, Yitong Lin, Li Hao, Xinhua Zhou, Hongjun Zhou. A Promising Plant-Based Eugenol-Loaded Nano Delivery System (EUG@CMC-PGMA-CS) for Enhanced Antibacterial and Insect Repellent Behavior. ACS applied bio materials. 2024 Mar; 7(3):1643-1655. doi: 10.1021/acsabm.3c01100. [PMID: 38366996]
  • Sudarshan Naidu Chilamakuri, Ankaj Kumar, A Gowri Nath, Anshu Gupta, Sudhagar Selvaraju, Sargun Basrani, Ashwini Jadhav, Arvind Gulbake. Development and In-Vitro Evaluation of Eugenol-Based Nanostructured Lipid Carriers for Effectual Topical Treatment Against C. albicans. Journal of pharmaceutical sciences. 2024 03; 113(3):772-784. doi: 10.1016/j.xphs.2023.11.031. [PMID: 38043682]
  • Seyghah S Alrashedi, Hibah A Almasmoum, Jayda G Eldiasty. The effect of dietary eugenol nano-emulsion supplementation on growth performance, serum metabolites, redox homeostasis, immunity, and pro-inflammatory responses of growing rabbits under heat stress. Open veterinary journal. 2024 Mar; 14(3):830-839. doi: 10.5455/ovj.2024.v14.i3.10. [PMID: 38682150]
  • Negin Tavvabi-Kashani, Maede Hasanpour, Vafa Baradaran Rahimi, Naser Vahdati-Mashhadian, Vahid Reza Askari. Pharmacodynamic, pharmacokinetic, toxicity, and recent advances in Eugenol's potential benefits against natural and chemical noxious agents: A mechanistic review. Toxicon : official journal of the International Society on Toxinology. 2024 Feb; 238(?):107607. doi: 10.1016/j.toxicon.2024.107607. [PMID: 38191032]
  • Linlin Fan, Wei Su, Xiaoqian Zhang, Suqun Yang, Yongsheng Zhu, Xiaoli Liu. Self-assembly of sophorolipid and eugenol into stable nanoemulsions for synergetic antibacterial properties through alerting membrane integrity. Colloids and surfaces. B, Biointerfaces. 2024 Feb; 234(?):113749. doi: 10.1016/j.colsurfb.2024.113749. [PMID: 38241893]
  • Abdullah I Kamel, Ahmed Ramadan El-Rokh, AbelAziz M Dawidar, Mamdouh Abdel-Mogib. Bioactive compounds from Retama raetam (Forssk.) Webb & Berthel. and their insecticidal activity against cotton pests Aphis gosspyii and Amrasca biguttula. Fitoterapia. 2024 Jan; 172(?):105749. doi: 10.1016/j.fitote.2023.105749. [PMID: 37972716]
  • Thomas Fezza, Todd E Shelly, Abbie Fox, Kyle Beucke, Eric Rohrig, Charlotte Aldebron, Nicholas C Manoukis. Less is more: Fewer attract-and-kill sites improve the male annihilation technique against Bactrocera dorsalis (Diptera: Tephritidae). PloS one. 2024; 19(3):e0300866. doi: 10.1371/journal.pone.0300866. [PMID: 38512951]
  • Anuwat Lakyat, Jarongsak Pumnuan, Thanaporn Doungnapa, Sudjai Phutphat, Somsak Kramchote, Kamronwit Thipmanee. Nanoemulsion-based plant essential oil formulations: in vitro evaluation of pesticidal activity against ectoparasites in poultry. Poultry science. 2024 Jan; 103(1):103245. doi: 10.1016/j.psj.2023.103245. [PMID: 38007904]
  • Chi-Chieh Hu, Chin-Yu Wu, Min-Yu Yang, Jian-Zhi Huang, Chih-Wen Wu, Chwan-Yang Hong. Catalase associated with antagonistic changes of abscisic acid and gibberellin response, biosynthesis and catabolism is involved in eugenol-inhibited seed germination in rice. Plant cell reports. 2023 Dec; 43(1):10. doi: 10.1007/s00299-023-03096-5. [PMID: 38135798]
  • Yang Wang, Xiao-Kun Bian, Li Zhang, Wen-Yan Chen, Qiu-Ju Lyu, Shu-Shan Du. The essential oil of Kochia scoparia (L.) Schrad. as a potential repellent against stored-product insects. Environmental science and pollution research international. 2023 Dec; 30(59):124416-124424. doi: 10.1007/s11356-023-31011-8. [PMID: 37996575]
  • Jinshan Dai. Antioxidant Capacity of Eugenol and Its Effect on Intestinal Flora Under in Vitro Simulated Conditions. Studies in health technology and informatics. 2023 Nov; 308(?):715-722. doi: 10.3233/shti230904. [PMID: 38007803]
  • Esmaeel Ghasemi Gojani, Bo Wang, Dong-Ping Li, Olga Kovalchuk, Igor Kovalchuk. Anti-Inflammatory Properties of Eugenol in Lipopolysaccharide-Induced Macrophages and Its Role in Preventing β-Cell Dedifferentiation and Loss Induced by High Glucose-High Lipid Conditions. Molecules (Basel, Switzerland). 2023 Nov; 28(22):. doi: 10.3390/molecules28227619. [PMID: 38005341]
  • Tao Zhang, Hongzhen Sun, Shuai Hu, Shaowu Ding, Peng Zhang, Ling Wang, Weidi Fan, Feng Liu, Wei Mu, Xiuyu Pang. Self-assembly of eugenol-loaded particles to regulate the adhesion of carriers on leaves for efficient foliar applications and ecotoxicological safety. Ecotoxicology and environmental safety. 2023 Nov; 267(?):115602. doi: 10.1016/j.ecoenv.2023.115602. [PMID: 37897976]
  • Céline Franc, Laurent Riquier, Xavier Hastoy, Clémence Monsant, Paul Noiville, Edouard Pelonnier-Magimel, Stéphanie Marchand, Sophie Tempère, Marie-Claude Ségur, Gilles de Revel. Highlighting the varietal origin of eugenol in Armagnac wine spirits from Baco blanc, a hybrid grape variety. Food chemistry. 2023 Nov; 426(?):136405. doi: 10.1016/j.foodchem.2023.136405. [PMID: 37356245]
  • Awais Rasool, Sehar Fatima, Said Hussain Shah, Muhammad Farooq Hussain Munis, Afshan Irshad, Todd E Shelly, Ihsan Ul Haq. Methyl eugenol aromatherapy: a delivery system facilitating the simultaneous application of male annihilation and sterile insect technique against the peach fruit fly. Pest management science. 2023 Nov; ?(?):. doi: 10.1002/ps.7877. [PMID: 37941165]
  • Patrick Opdensteinen, Matthias Knödler, Johannes F Buyel. Production of enzymes for the removal of odorous substances in plant biomass. Protein expression and purification. 2023 Oct; 214(?):106379. doi: 10.1016/j.pep.2023.106379. [PMID: 37816475]
  • Caroline Deweer, Karin Sahmer, Jérôme Muchembled. Anti-oomycete activities from essential oils and their major compounds on Phytophthora infestans. Environmental science and pollution research international. 2023 Oct; ?(?):. doi: 10.1007/s11356-023-29270-6. [PMID: 37779122]
  • Rizal Subahar, Ayleen Huang, Rafaella Shiene Wijaya, Lia Savitri Eka Nur, Lisawati Susanto, Nurhadi Eko Firmansyah, Yulhasri Yulhasri, Gulshan Fahmi El Bayani, Surya Dwira. First report on evaluation of commercial eugenol and piperine against Aedes aegypti L (Diptera: Culicidae) larvae: Mortality, detoxifying enzyme, and histopathological changes in the midgut. Parasitology international. 2023 Oct; ?(?):102813. doi: 10.1016/j.parint.2023.102813. [PMID: 37793471]
  • Zhi-Gang Ding, Yi Shen, Fei Hu, Xiu-Xiu Zhang, Kiran Thakur, Mohammad Rizwan Khan, Zhao-Jun Wei. Preparation and Characterization of Eugenol Incorporated Pullulan-Gelatin Based Edible Film of Pickering Emulsion and Its Application in Chilled Beef Preservation. Molecules (Basel, Switzerland). 2023 Sep; 28(19):. doi: 10.3390/molecules28196833. [PMID: 37836676]
  • Sanne van Gastelen, David Yáñez-Ruiz, Hajer Khelil-Arfa, Alexandra Blanchard, André Bannink. Effect of a blend of cinnamaldehyde, eugenol, and capsicum oleoresin on methane emission and lactation performance of Holstein-Friesian dairy cows. Journal of dairy science. 2023 Sep; ?(?):. doi: 10.3168/jds.2023-23406. [PMID: 37709037]
  • Zhenxing Li, Binxin Yang, Yue Ding, Jiao Meng, Jinhong Hu, Xiang Zhou, Liwei Liu, Zhibing Wu, Song Yang. Insights into a class of natural eugenol and its optimized derivatives as potential tobacco mosaic virus helicase inhibitors by structure-based virtual screening. International journal of biological macromolecules. 2023 Sep; 248(?):125892. doi: 10.1016/j.ijbiomac.2023.125892. [PMID: 37473893]
  • Mukhtar Adeiza Suleiman, Mohammed Aliyu Usman, Samson Olayinka Awogbamila, Umar Adam Idris, Fatima Binta Ibrahim, Halimat-Oyibo Mohammed. Therapeutic activity of eugenol towards mitigation of anaemia and oxidative organ damage caused by Plasmodium berghei. Molecular and biochemical parasitology. 2023 09; 255(?):111577. doi: 10.1016/j.molbiopara.2023.111577. [PMID: 37329986]
  • Nan Jiang, Liuqing Wang, Dongmei Jiang, Meng Wang, Hang Yu, Weirong Yao. Combined metabolome and transcriptome analysis reveal the mechanism of eugenol inhibition of Aspergillus carbonarius growth in table grapes (Vitis vinifera L.). Food research international (Ottawa, Ont.). 2023 08; 170(?):112934. doi: 10.1016/j.foodres.2023.112934. [PMID: 37316002]
  • Prince Chawla, Kandi Sridhar, Anil Kumar, Prakash Kumar Sarangi, Aarti Bains, Minaxi Sharma. Production of nanocellulose from corn husk for the development of antimicrobial biodegradable packaging film. International journal of biological macromolecules. 2023 Jul; 242(Pt 2):124805. doi: 10.1016/j.ijbiomac.2023.124805. [PMID: 37182633]
  • Laure Gilles, Sylvain Antoniotti. Chemical and Olfactory Analysis of the Volatile Fraction of Ocimum gratissimum Concrete from Madagascar. Chemistry & biodiversity. 2023 Jun; ?(?):e202300252. doi: 10.1002/cbdv.202300252. [PMID: 37366263]
  • Shiqin Chen, Yingying Shan, Chunlin Liu, Chungui Du, Jiawei Zhu, Fei Yang, Yuran Shao, Qichao Bao, Yuting Wang, Ying Ran, Wenxiu Yin. Antimildew Effect of Three Phenolic Compounds and the Efficacy of Antimildew Sliced Bamboo Veneer. Molecules (Basel, Switzerland). 2023 Jun; 28(13):. doi: 10.3390/molecules28134941. [PMID: 37446603]
  • Divek V T Nair, Shijinaraj Manjankattil, Claire Peichel, Wayne Martin, Annie M Donoghue, Kumar Venkitanarayanan, Anup Kollanoor Johny. Effect of plant-derived antimicrobials, eugenol, carvacrol, and β-resorcylic acid against Salmonella on organic chicken wings and carcasses. Poultry science. 2023 Jun; 102(10):102886. doi: 10.1016/j.psj.2023.102886. [PMID: 37517363]
  • Xiaohua Chen, Shufeng Shang, Fei Yan, Hai Jiang, Guanjie Zhao, Shan Tian, Rui Chen, Dejing Chen, Yafeng Dang. Antioxidant Activities of Essential Oils and Their Major Components in Scavenging Free Radicals, Inhibiting Lipid Oxidation and Reducing Cellular Oxidative Stress. Molecules (Basel, Switzerland). 2023 Jun; 28(11):. doi: 10.3390/molecules28114559. [PMID: 37299039]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Kristelle Hughes, Thanh Binh Le, Patrick Van Der Smissen, Donatienne Tyteca, Marie-Paule Mingeot-Leclercq, Joëlle Quetin-Leclercq. The Antileishmanial Activity of Eugenol Associated with Lipid Storage Reduction Rather Than Membrane Properties Alterations. Molecules (Basel, Switzerland). 2023 May; 28(9):. doi: 10.3390/molecules28093871. [PMID: 37175277]
  • M M Noel Reynoso, Eduardo N Zerba, Raúl A Alzogaray. Eugenol and menthol synergize the toxicity of permethrin in the blood-sucking bug, Triatoma infestans. Acta tropica. 2023 May; 241(?):106900. doi: 10.1016/j.actatropica.2023.106900. [PMID: 36940855]
  • Amira F Gad, Gaber M Abdelgalil, Mohamed A Radwan. Bio-molluscicidal potential and biochemical mechanisms of clove oil and its main component eugenol against the land snail, Theba pisana. Pesticide biochemistry and physiology. 2023 May; 192(?):105407. doi: 10.1016/j.pestbp.2023.105407. [PMID: 37105634]
  • Zinnat Shahina, Ragothaman M Yennamalli, Tanya E S Dahms. Key essential oil components delocalize Candida albicans Kar3p and impact microtubule structure. Microbiological research. 2023 Apr; 272(?):127373. doi: 10.1016/j.micres.2023.127373. [PMID: 37058783]
  • Hao Zhang, Ren Wang, Chao Wu, Wei Feng, Qixin Zhong, Xianfu Chen, Tao Wang, Chuanbin Mao. Diffusion-mediated carving of interior topologies of all-natural protein nanoparticles to tailor sustained drug release for effective breast cancer therapy. Biomaterials. 2023 04; 295(?):122027. doi: 10.1016/j.biomaterials.2023.122027. [PMID: 36805237]
  • Junfeng Cheng, Hualin Wang. Construction and application of nano ZnO/eugenol@yam starch/microcrystalline cellulose active antibacterial film. International journal of biological macromolecules. 2023 Mar; ?(?):124215. doi: 10.1016/j.ijbiomac.2023.124215. [PMID: 36996962]
  • Heider Carreño, Elena E Stashenko, Patricia Escobar. Essential Oils Distilled from Colombian Aromatic Plants and Their Constituents as Penetration Enhancers for Transdermal Drug Delivery. Molecules (Basel, Switzerland). 2023 Mar; 28(6):. doi: 10.3390/molecules28062872. [PMID: 36985843]
  • Abdou Achraf, Maaghloud Fatima Ezzahra, Moukhfi Fatima Zahra, Bimoussa Abdoullah, Chadli Nour-Eddine, Elmakssoudi Abdelhakim, Jamal Eddine Jamal, Dakir Mohamed. Antibacterial Potent of Acetylated and Non-Acetylated Clove Bud Essential Oils and Their Main Compounds. Chemistry & biodiversity. 2023 Mar; ?(?):e202201034. doi: 10.1002/cbdv.202201034. [PMID: 36892132]
  • Lakshmi Goswami, Lovely Gupta, Sayantan Paul, Pooja Vijayaraghavan, Asish Kumar Bhattacharya. Design and Synthesis of 1,3-Diynes as Potent Antifungal Agents Against Aspergillus fumigatus. ChemMedChem. 2023 Feb; ?(?):e202300013. doi: 10.1002/cmdc.202300013. [PMID: 36852543]
  • Zahra Kokabiyan, Parichehreh Yaghmaei, Seyed Behnamedin Jameie, Zahra Hajebrahimi. Effect of eugenol on lipid profile, oxidative stress, sex hormone, liver injury, ovarian failure, and expression of COX-2 and PPAR-α genes in a rat model of diabetes. Molecular biology reports. 2023 Feb; ?(?):. doi: 10.1007/s11033-022-08108-3. [PMID: 36829079]
  • Xi Yang, Chunzhe Jin, Ziwei Wu, Hui Han, Zhilin Zhang, Yongjian Xie, Dayu Zhang. Toxicity and Physiological Effects of Nine Lamiaceae Essential Oils and Their Major Compounds on Reticulitermes dabieshanensis. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052007. [PMID: 36903258]
  • Bashir Ahmad Lone, Anil Bhushan, Ananta Ganjoo, Meenu Katoch, Sumeet Gairola, Prasoon Gupta, Vikash Babu. Biotransformation of eugenol by an endophytic fungus Daldinia sp. IIIMF4010 isolated from Rosmarinus officinalis. Natural product research. 2023 Feb; 37(4):535-541. doi: 10.1080/14786419.2022.2066101. [PMID: 35468012]
  • Tingting Feng, Xinshuo Wang, Chunli Fan, Xuejiao Wang, Xingwei Wang, Heping Cui, Shuqin Xia, Qingrong Huang. The selective encapsulation and stabilization of cinnamaldehyde and eugenol in high internal phase Pickering emulsions: Regulating the interfacial properties. Food chemistry. 2023 Feb; 401(?):134139. doi: 10.1016/j.foodchem.2022.134139. [PMID: 36096006]
  • Faezeh Karami, Dara Dastan, Mohammad Fallah, Mohammad Matini. In vitro antitrichomonal activity of Satureja khuzestanica and main essential oil components carvacrol, thymol, and eugenol. Journal of infection in developing countries. 2023 Jan; 17(1):80-85. doi: 10.3855/jidc.16360. [PMID: 36795930]
  • Kang Wang, Daiwen Chen, Bing Yu, Jun He, Xiangbing Mao, Zhiqing Huang, Hui Yan, Aimin Wu, Yuheng Luo, Ping Zheng, Jie Yu, Junqiu Luo. Eugenol Alleviates TGEV-Induced Intestinal Injury via Suppressing ROS/NLRP3/GSDMD-Dependent Pyroptosis. Journal of agricultural and food chemistry. 2023 Jan; 71(3):1477-1487. doi: 10.1021/acs.jafc.2c05833. [PMID: 36642968]
  • Mohammad Raghibul Hasan, Bader Saud Alotaibi, Ziyad Mohammed Althafar, Ahmed Hussain Mujamammi, Jafar Jameela. An Update on the Therapeutic Anticancer Potential of Ocimum sanctum L.: "Elixir of Life". Molecules (Basel, Switzerland). 2023 Jan; 28(3):. doi: 10.3390/molecules28031193. [PMID: 36770859]
  • Xin Deng, Hong-Yuan Lei, Yong-Shen Ren, Jiao Ai, Yan-Qiu Li, Shuai Liang, Lin-Lin Chen, Mao-Chuan Liao. A novel strategy for active compound efficacy status identification in multi-tropism Chinese herbal medicine (Scutellaria baicalensis Georgi) based on multi-indexes spectrum-effect gray correlation analysis. Journal of ethnopharmacology. 2023 Jan; 300(?):115677. doi: 10.1016/j.jep.2022.115677. [PMID: 36064148]
  • Zinnat Shahina, Easter Ndlovu, Omkaar Persaud, Taranum Sultana, Tanya E S Dahms. Candida albicans Reactive Oxygen Species (ROS)-Dependent Lethality and ROS-Independent Hyphal and Biofilm Inhibition by Eugenol and Citral. Microbiology spectrum. 2022 12; 10(6):e0318322. doi: 10.1128/spectrum.03183-22. [PMID: 36394350]
  • Xiaoling Zhang, Susan P Felter, Anne Marie Api, Kaushal Joshi, Dan Selechnik. A Cautionary tale for using read-across for cancer hazard classification: Case study of isoeugenol and methyl eugenol. Regulatory toxicology and pharmacology : RTP. 2022 Dec; 136(?):105280. doi: 10.1016/j.yrtph.2022.105280. [PMID: 36367523]
  • Mustafa Ojonuba Jibrin, Qingchun Liu, Timothy J Garrett, Jeffrey B Jones, Shouan Zhang. Potential and Metabolic Pathways of Eugenol in the Management of Xanthomonas perforans, a Pathogen of Bacterial Spot of Tomato. International journal of molecular sciences. 2022 Nov; 23(23):. doi: 10.3390/ijms232314648. [PMID: 36498976]
  • Iriny M Ayoub, Marwa M Abdel-Aziz, Sameh S Elhady, Alaa A Bagalagel, Rania T Malatani, Wafaa M Elkady. Valorization of Pimenta racemosa Essential Oils and Extracts: GC-MS and LC-MS Phytochemical Profiling and Evaluation of Helicobacter pylori Inhibitory Activity. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227965. [PMID: 36432065]
  • Daniela-Simina Stefan, Mariana Popescu, Cristina-Mihaela Luntraru, Alexandru Suciu, Mihai Belcu, Lucia-Elena Ionescu, Mihaela Popescu, Petrica Iancu, Mircea Stefan. Comparative Study of Useful Compounds Extracted from Lophanthus anisatus by Green Extraction. Molecules (Basel, Switzerland). 2022 Nov; 27(22):. doi: 10.3390/molecules27227737. [PMID: 36431837]
  • Moustafa Fathy, Rania Abdel-Latif, Yasmeen M Abdelgwad, Othman Ali Othman, Abdel-Razik H Abdel-Razik, Thomas Dandekar, Eman M Othman. Nephroprotective potential of eugenol in a rat experimental model of chronic kidney injury; targeting NOX, TGF-β, and Akt signaling. Life sciences. 2022 Nov; 308(?):120957. doi: 10.1016/j.lfs.2022.120957. [PMID: 36113730]
  • Giulia Elisa G Gonçalves, Eric Umehara, João Henrique G Lago, Luciano Caseli. Incorporation of dehydrodieugenol, a neolignan isolated from Nectandra leucantha (Lauraceae), in lipid Langmuir monolayers as biomembrane models. Biochimica et biophysica acta. Biomembranes. 2022 11; 1864(11):184035. doi: 10.1016/j.bbamem.2022.184035. [PMID: 35987463]
  • Farah Naz, Mukesh Kumar, Tirthankar Koley, Priyanka Sharma, Muhammad Anzarul Haque, Arti Kapil, Manoj Kumar, Punit Kaur, Abdul Samath Ethayathulla. Screening of plant-based natural compounds as an inhibitor of FtsZ from Salmonella Typhi using the computational, biochemical and in vitro cell-based studies. International journal of biological macromolecules. 2022 Oct; 219(?):428-437. doi: 10.1016/j.ijbiomac.2022.07.241. [PMID: 35932806]
  • Zhao Liu, Qian-Ping Xie, Huai-Wang Guo, Wei Xu, Jin-Jun Wang. An odorant binding protein mediates Bactrocera dorsalis olfactory sensitivity to host plant volatiles and male attractant compounds. International journal of biological macromolecules. 2022 Oct; 219(?):538-544. doi: 10.1016/j.ijbiomac.2022.07.198. [PMID: 35907466]
  • Chunling Jiang, Jiaju Hong, Jing Meng, Jie Ou, Qingchao Xie, Yingjie Pan, Yong Zhao, Haiquan Liu. Antibacterial activity of essential oils extracted from the unique Chinese spices cassia bark, bay fruits and cloves. Archives of microbiology. 2022 Oct; 204(11):674. doi: 10.1007/s00203-022-03205-0. [PMID: 36255521]
  • Claire Gorman, Anne F Murray, Melissa Dein, John P Munafo. Characterization of Key Odorants in Cumberland Rosemary, Conradina verticillata. Journal of agricultural and food chemistry. 2022 Oct; 70(40):12916-12924. doi: 10.1021/acs.jafc.2c04872. [PMID: 36174191]
  • Minna Kivimäenpä, Adedayo Mofikoya, Ahmed M Abd El-Raheem, Johanna Riikonen, Riitta Julkunen-Tiitto, Jarmo K Holopainen. Alteration in Light Spectra Causes Opposite Responses in Volatile Phenylpropanoids and Terpenoids Compared with Phenolic Acids in Sweet Basil (Ocimum basilicum) Leaves. Journal of agricultural and food chemistry. 2022 Oct; 70(39):12287-12296. doi: 10.1021/acs.jafc.2c03309. [PMID: 36126343]
  • Walimuni Prabhashini Kaushalya Mendis Abeysekera, Galbada Arachchige Sirimal Premakumara, Wanigasekera Daya Ratnasooriya, Walimuni Kanchana Subhashini Mendis Abeysekera. Anti-inflammatory, cytotoxicity and antilipidemic properties: novel bioactivities of true cinnamon (Cinnamomum zeylanicum Blume) leaf. BMC complementary medicine and therapies. 2022 Oct; 22(1):259. doi: 10.1186/s12906-022-03728-5. [PMID: 36195907]
  • Yi Hu, Li Liu, Zhuxian Wang, Cui Ping Jiang, Zhaoming Zhu, Hui Li, Quanfu Zeng, Yaqi Xue, Yufan Wu, Yuan Wang, Yankui Yi, Hongxia Zhu, Chunyan Shen, Qiang Liu. Network pharmacology, molecular docking and in vivo and in vitro experiments to explore the molecular mechanism of licorice green tea beverage to scavenge oxygen free radicals. Journal of food biochemistry. 2022 10; 46(10):e14315. doi: 10.1111/jfbc.14315. [PMID: 35855584]
  • Renner Philipe Rodrigues Carvalho, Graziela Domingues de Almeida Lima, Fernanda Carolina Dias Ribeiro, Luiz Otávio Guimarães Ervilha, Elizabeth Lopes Oliveira, Arabela Guedes Azevedo Viana, Mariana Machado-Neves. Eugenol reduces serum testosterone levels and sperm viability in adult Wistar rats. Reproductive toxicology (Elmsford, N.Y.). 2022 10; 113(?):110-119. doi: 10.1016/j.reprotox.2022.08.012. [PMID: 36007673]
  • Robert Renthal, Liao Y Chen. Tunnel connects lipid bilayer to occluded odorant-binding site of insect olfactory receptor. Biophysical chemistry. 2022 10; 289(?):106862. doi: 10.1016/j.bpc.2022.106862. [PMID: 35933834]
  • Evan C Palmer-Young, Lindsey M Markowitz, Kyle Grubbs, Yi Zhang, Miguel Corona, Ryan Schwarz, Yanping Chen, Jay D Evans. Antiparasitic effects of three floral volatiles on trypanosomatid infection in honey bees. Journal of invertebrate pathology. 2022 10; 194(?):107830. doi: 10.1016/j.jip.2022.107830. [PMID: 36174749]
  • Krishnaben Vachhani, Dinesh Rao, Sunil Panwar, Surabhi Gupta. An in vivo comparative clinical and radiographic evaluation of a mixture of zinc oxide-Ocimum sanctum extract, zinc oxide-ozonated oil, and zinc oxide-eugenol as obturating materials in primary molars. Journal of the Indian Society of Pedodontics and Preventive Dentistry. 2022 Oct; 40(4):398-403. doi: 10.4103/jisppd.jisppd_204_22. [PMID: 36861556]
  • Melissa Dein, John P Munafo. Characterization of Odorants in White Leaf Mountain Mint, Pycnanthemum albescens. Journal of agricultural and food chemistry. 2022 Sep; 70(38):12156-12163. doi: 10.1021/acs.jafc.2c04944. [PMID: 36112412]
  • Urmi Vora, Vivek Kumar Vyas, Pranay Wal, Bhagawati Saxena. Effects of eugenol on the behavioral and pathological progression in the MPTP-induced Parkinson's disease mouse model. Drug discoveries & therapeutics. 2022 Sep; 16(4):154-163. doi: 10.5582/ddt.2022.01026. [PMID: 36002316]
  • Shokoh Parham, Anousheh Zargar Kharazi. Cellulosic textile/clove nanocomposite as an antimicrobial wound dressing: In vitro and in vivo study. Colloids and surfaces. B, Biointerfaces. 2022 Sep; 217(?):112659. doi: 10.1016/j.colsurfb.2022.112659. [PMID: 35763896]
  • Renner Philipe Rodrigues Carvalho, Fernanda Carolina Dias Ribeiro, Thainá Iasbik Lima, Luiz Otávio Guimarães Ervilha, Elizabeth Lopes de Oliveira, Alessandra de Oliveira Faustino, Graziela Domingues de Almeida Lima, Mariana Machado-Neves. High doses of eugenol cause structural and functional damage to the rat liver. Life sciences. 2022 Sep; 304(?):120696. doi: 10.1016/j.lfs.2022.120696. [PMID: 35679916]
  • Lakshmi Goswami, Lovely Gupta, Sayantan Paul, Maansi Vermani, Pooja Vijayaraghavan, Asish K Bhattacharya. Design and synthesis of eugenol/isoeugenol glycoconjugates and other analogues as antifungal agents against Aspergillus fumigatus. RSC medicinal chemistry. 2022 Aug; 13(8):955-962. doi: 10.1039/d2md00138a. [PMID: 36092146]
  • Hongzeng Li, Wen Yuan, Yuxin Tian, Feiyue Tian, Yunfei Wang, Xiangrong Sun, Yanling Gong. Eugenol alleviated nonalcoholic fatty liver disease in rat via a gut-brain-liver axis involving glucagon-like Peptide-1. Archives of biochemistry and biophysics. 2022 08; 725(?):109269. doi: 10.1016/j.abb.2022.109269. [PMID: 35508252]
  • Wang Xiujun, Song Zhenqi, Ti Yujing, Ma Kaifeng, Li Qingwei. Comparative transcriptome analysis linked to key volatiles reveals molecular mechanisms of aroma compound biosynthesis in Prunus mume. BMC plant biology. 2022 Aug; 22(1):395. doi: 10.1186/s12870-022-03779-3. [PMID: 35945501]
  • Yao Duan, Xiaojin Huang, Bo Qiao, Rui Ma, Jialin Li. Eugenol Inhibits the Biological Activities of an Oral Squamous Cell Carcinoma Cell Line SCC9 via Targeting MIF. Anti-cancer agents in medicinal chemistry. 2022 08; 22(15):2799-2806. doi: 10.2174/1871520622666220324105435. [PMID: 35331101]
  • Xiaofeng Chen, Hui Yang, Shuangxiong Wu, Wei Zhao, Gefei Hao, JinJun Wang, Hongbo Jiang. BdorOBP69a is involved in the perception of the phenylpropanoid compound methyl eugenol in oriental fruit fly (Bactrocera dorsalis) males. Insect biochemistry and molecular biology. 2022 08; 147(?):103801. doi: 10.1016/j.ibmb.2022.103801. [PMID: 35717009]
  • G Veerapandi, S Meenakshi, S Anitta, C Arul, P Ashokkumar, C Sekar. Precise and quick detection of ascorbic acid and eugenol in fruits, pharmaceuticals and medicinal herbs using hydroxyapatite-titanium dioxide nanocomposite-based electrode. Food chemistry. 2022 Jul; 382(?):132251. doi: 10.1016/j.foodchem.2022.132251. [PMID: 35139464]
  • Sonia Ouadi, Nicolas Sierro, Simon Goepfert, Lucien Bovet, Gaetan Glauser, Armelle Vallat, Manuel C Peitsch, Felix Kessler, Nikolai V Ivanov. The clove (Syzygium aromaticum) genome provides insights into the eugenol biosynthesis pathway. Communications biology. 2022 07; 5(1):684. doi: 10.1038/s42003-022-03618-z. [PMID: 35810198]
  • Mozhgan Shajari, Nahid Ahmadi, Mostafa Zamani, Kobra Rostamizadeh, Reza Shapouri. Hospital wastewater treatment using eco-friendly eugenol nanostructured lipid carriers: Formulation, optimization, and in vitro study for antibacterial and antioxidant properties. Water environment research : a research publication of the Water Environment Federation. 2022 Jul; 94(7):e10751. doi: 10.1002/wer.10751. [PMID: 35765847]
  • Ahmed Zayed, Mansour Sobeh, Mohamed A Farag. Dissecting dietary and semisynthetic volatile phenylpropenes: A compile of their distribution, food properties, health effects, metabolism and toxicities. Critical reviews in food science and nutrition. 2022 Jun; ?(?):1-20. doi: 10.1080/10408398.2022.2087175. [PMID: 35708064]
  • Xiaoni Zhang, Shengnan Lin, Dan Peng, Quanshu Wu, Xuezhu Liao, Kunli Xiang, Zehao Wang, Luke R Tembrock, Mohammed Bendahmane, Manzhu Bao, Zhiqiang Wu, Xiaopeng Fu. Integrated multi-omic data and analyses reveal the pathways underlying key ornamental traits in carnation flowers. Plant biotechnology journal. 2022 06; 20(6):1182-1196. doi: 10.1111/pbi.13801. [PMID: 35247284]
  • Sazzad Hossen Toushik, Jun-Ha Park, Kyeongjun Kim, Md Ashrafudoulla, Mevo Senakpon Isaie Ulrich, Md Furkanur Rahman Mizan, Pantu Kumar Roy, Won-Bo Shim, Young-Mog Kim, Si Hong Park, Sang-Do Ha. Antibiofilm efficacy of Leuconostoc mesenteroides J.27-derived postbiotic and food-grade essential oils against Vibrio parahaemolyticus, Pseudomonas aeruginosa, and Escherichia coli alone and in combination, and their application as a green preservative in the seafood industry. Food research international (Ottawa, Ont.). 2022 06; 156(?):111163. doi: 10.1016/j.foodres.2022.111163. [PMID: 35651029]
  • Zi-Hua Liu, Ze-Zhi Zhang, Yu-Huan Miao, Cheng-Shan Zhu, Da-Hui Liu, Yun-Zhong Chen, Yi-Mei Liu. [Identification, biological characteristics, and screening of effective fungicides of Phoma rhei causing leaf spot on Polygonum cuspidatum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Jun; 47(12):3185-3191. doi: 10.19540/j.cnki.cjcmm.20220316.101. [PMID: 35851110]
  • Matan Birenboim, Daniel Chalupowicz, Dalia Maurer, Shimon Barel, Yaira Chen, Elazar Falik, David Kengisbuch, Jakob A Shimshoni. Optimization of sweet basil harvest time and cultivar characterization using near-infrared spectroscopy, liquid and gas chromatography, and chemometric statistical methods. Journal of the science of food and agriculture. 2022 Jun; 102(8):3325-3335. doi: 10.1002/jsfa.11679. [PMID: 34820846]
  • Francesca Truzzi, Anne Whittaker, Eros D'Amen, Camilla Tibaldi, Antonella Abate, Maria Chiara Valerii, Enzo Spisni, Giovanni Dinelli. Wheat Germ Spermidine and Clove Eugenol in Combination Stimulate Autophagy In Vitro Showing Potential in Supporting the Immune System against Viral Infections. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113425. [PMID: 35684363]
  • Yahya Hasan Hobani, Syam Mohan, Emad Shaheen, Aymen Abdelhaleem, Md Faruque Ahmad, Saurabh Bhatia, Alaa Sayed Abou-Elhamd. Gastroprotective effect of low dose Eugenol in experimental rats against ethanol induced toxicity: Involvement of antiinflammatory and antioxidant mechanism. Journal of ethnopharmacology. 2022 May; 289(?):115055. doi: 10.1016/j.jep.2022.115055. [PMID: 35101571]
  • Yonglei Zhang, Shanshan Gao, Ping Zhang, Haidi Sun, Ruixue Lu, Runnan Yu, Yanxiao Li, Kunpeng Zhang, Bin Li. Response of xenobiotic biodegradation and metabolic genes in Tribolium castaneum following eugenol exposure. Molecular genetics and genomics : MGG. 2022 May; 297(3):801-815. doi: 10.1007/s00438-022-01890-6. [PMID: 35419714]
  • Tyler M Wilson, Brett J Murphy, Adrian Abad, Chris Packer, Ariel Poulson, Richard E Carlson. Essential Oil Composition and Stable Isotope Profile of Cultivated Ocimum campechianum Mill. (Lamiaceae) from Peru. Molecules (Basel, Switzerland). 2022 Apr; 27(9):. doi: 10.3390/molecules27092777. [PMID: 35566129]
  • Elizabeth J Johnson, Jingyue Ellie Duan, Kanokwan Srirattana, Kumar Venkitanarayanan, Edan R Tulman, Xiuchun Cindy Tian. Effects of intramuscularly injected plant-derived antimicrobials in the mouse model. Scientific reports. 2022 04; 12(1):5937. doi: 10.1038/s41598-022-09705-9. [PMID: 35396364]
  • Yunyu Tang, Haixin Zhang, Guangxin Yang, Changling Fang, Cong Kong, Liangliang Tian, Xuanyun Huang. Pharmacokinetics studies of eugenol in Pacific white shrimp (Litopenaeus vannamei) after immersion bath. BMC veterinary research. 2022 Mar; 18(1):122. doi: 10.1186/s12917-022-03145-3. [PMID: 35361203]
  • Paula Cassiana Frohlich, Kátia Andressa Santos, Salah Din Mahmud Hasan, Edson Antônio da Silva. Evaluation of the ethanolic ultrasound-assisted extraction from clove (Syzygium aromaticum) leaves and chemical characterization of the extracts. Food chemistry. 2022 Mar; 373(Pt A):131351. doi: 10.1016/j.foodchem.2021.131351. [PMID: 34710680]
  • Shuaishuai Wang, Mengyun Shi, Yang Zhang, Zhifei Pan, Xingbin Xie, Linzhong Zhang, Peipei Sun, Huan Feng, Hao Xue, Congbing Fang, Jing Zhao. The R2R3-MYB transcription factor FaMYB63 participates in regulation of eugenol production in strawberry. Plant physiology. 2022 03; 188(4):2146-2165. doi: 10.1093/plphys/kiac014. [PMID: 35043961]