Vitispirane (BioDeep_00000026293)
human metabolite Endogenous
代谢物信息卡片
2,10,10-Trimethyl-6-methylidene-1-oxaspiro[4.5]dec-7-ene
化学式: C13H20O (192.151407)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C=C1C=CCC(C)(C)C12CCC(C)O2
InChI: InChI=1S/C13H20O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h5-6,11H,1,7-9H2,2-4H3
描述信息
Constituent of the juice of wine grape (Vitis vinifera). Vitispirane is found in alcoholic beverages, fruits, and common grape.
Vitispirane is found in alcoholic beverages. Vitispirane is a constituent of the juice of wine grape (Vitis vinifera).
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:188366
- PubChem: 6450832
- HMDB: HMDB0036818
- MeSH: Norisoprenoids
- KNApSAcK: C00058171
- foodb: FDB015765
- chemspider: 4953381
- CAS: 65416-59-3
- PMhub: MS000217676
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)
5 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 39334 - Leea guineensis: 10.1002/1099-1026(200005/06)15:3<182::AID-FFJ888>3.0.CO;2-X
- 4400 - Liquidambar styraciflua:
- 204151 - Orthosiphon aristatus: 10.1055/S-2007-969136
- 29760 - Vitis vinifera: 10.1111/J.1365-2621.1994.TB06919.X
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
- Maria Sol Balbuena, Stephen L Buchmann, Daniel R Papaj, Robert A Raguso. Organ-specific volatiles from Sonoran desert Krameria flowers as potential signals for oil-collecting bees.
Phytochemistry.
2024 Feb; 218(?):113937. doi:
10.1016/j.phytochem.2023.113937. [PMID: 38035972] - Cristina Votta, Jian You Wang, Nicola Cavallini, Francesco Savorani, Arianna Capparotto, Kit Xi Liew, Marco Giovannetti, Luisa Lanfranco, Salim Al-Babili, Valentina Fiorilli. Integration of rice apocarotenoid profile and expression pattern of Carotenoid Cleavage Dioxygenases reveals a positive effect of β-ionone on mycorrhization.
Plant physiology and biochemistry : PPB.
2024 Feb; 207(?):108366. doi:
10.1016/j.plaphy.2024.108366. [PMID: 38244387] - Tingting Shi, Man Shi, Yunfang Ye, Yuanzheng Yue, Lianggui Wang, Xiulian Yang. Floral Volatile Organic Compounds Change the Composition and Function of the Endophytic Fungal Community in the Flowers of Osmanthus fragrans.
International journal of molecular sciences.
2024 Jan; 25(2):. doi:
10.3390/ijms25020857. [PMID: 38255929] - Abrar Felemban, Juan C Moreno, Jianing Mi, Shawkat Ali, Arjun Sham, Synan F AbuQamar, Salim Al-Babili. The apocarotenoid β-ionone regulates the transcriptome of Arabidopsis thaliana and increases its resistance against Botrytis cinerea.
The Plant journal : for cell and molecular biology.
2023 Nov; ?(?):. doi:
10.1111/tpj.16510. [PMID: 37932864] - Junming Sun, Kexin Tian, Lu Jing, Yafei Niu, Qian Lou, Hongwu Chen. Identification of characteristic aroma compounds for spicy in Iris lactea var. chinensis.
Physiologia plantarum.
2023 Sep; 175(5):e14016. doi:
10.1111/ppl.14016. [PMID: 37882258] - Yi Wei, Nan Meng, Yachen Wang, Jing Cheng, Changqing Duan, Qiuhong Pan. Transcription factor VvWRKY70 inhibits both norisoprenoid and flavonol biosynthesis in grape.
Plant physiology.
2023 Jul; ?(?):. doi:
10.1093/plphys/kiad423. [PMID: 37471439] - Bin Hu, Haibo Hu, Chuan Pu, Donghui Peng, Zheng Wei, Haixue Kuang, Qiuhong Wang. New Ionone Glycosides from the Aerial Parts of Allium sativum and Their Anti-Platelet Aggregation Activity.
Planta medica.
2023 Jun; 89(7):729-734. doi:
10.1055/a-1997-5692. [PMID: 36513370] - Egli C Georgiadou, Minas Mina, Varnavas Neoptolemou, Stefanos Koundouras, Claudio D'Onofrio, Andrea Bellincontro, Fabio Mencarelli, Vasileios Fotopoulos, George A Manganaris. The beneficial effect of leaf removal during fruit set on physiological, biochemical, and qualitative indices and volatile organic compound profile of the Cypriot reference cultivar 'Xynisteri'.
Journal of the science of food and agriculture.
2023 Jun; 103(8):3776-3786. doi:
10.1002/jsfa.12268. [PMID: 36226589] - A O Whaley, D Y Ivkin, K A Zhaparkulova, I N Olusheva, E B Serebryakov, S N Smirnov, E D Semivelichenko, A Yu Grishina, A A Karpov, E I Eletckaya, K K Kozhanova, L N Ibragimova, K T Tastambek, A M Seitaliyeva, I I Terninko, Z B Sakipova, A N Shikov, M N Povydysh, A K Whaley. Chemical composition and cardiotropic activity of Ziziphora clinopodioides subsp. bungeana (Juz.) Rech.f.
Journal of ethnopharmacology.
2023 May; 315(?):116660. doi:
10.1016/j.jep.2023.116660. [PMID: 37253397] - Yan Huang, Liwei Pan, Yanling Chang, Xiaoqin Liang, Ping Hou, Chenyang Ren, Weifeng Xu, Ruiyun Yang, Jun Li, Buming Liu. Megastigmane glycosides from Streblus ilicifolius (S.Vidal) Corner and their anti-inflammatory activity.
Phytochemistry.
2023 Apr; 208(?):113606. doi:
10.1016/j.phytochem.2023.113606. [PMID: 36736939] - Ruijun Li, Shuang Shan, Xuan Song, Adel Khashaveh, Shanning Wang, Zixuan Yin, Ziyun Lu, Khalid Hussain Dhiloo, Yongjun Zhang. Plant volatile ligands for male-biased MmedOBP14 stimulate orientation behavior of the parasitoid wasp Microplitis mediator.
International journal of biological macromolecules.
2022 Dec; 223(Pt A):1521-1529. doi:
10.1016/j.ijbiomac.2022.11.149. [PMID: 36400212] - Sara Ouissem Bensaid, Marianna Carbone, Letizia Palomba, Sabrina Bicha, Ali Bentamene, Arianna Carannante, Margherita Gavagnin, Maria Letizia Ciavatta. First Occurrence of Megastigmane Glucosides in a Plant of Retama Genus.
Chemistry & biodiversity.
2022 Nov; 19(11):e202200675. doi:
10.1002/cbdv.202200675. [PMID: 36253121] - Xu Chen, Yan-Gang Cao, Ying-Jie Ren, Yan-Ling Liu, Xi-Ling Fan, Chen He, Xiang-da Li, Xin-Yi Ma, Xiao-Ke Zheng, Wei-Sheng Feng. Ionones and lignans from the fresh roots of Rehmannia glutinosa.
Phytochemistry.
2022 Nov; 203(?):113423. doi:
10.1016/j.phytochem.2022.113423. [PMID: 36055423] - Ge-Ge Yuan, Lin-Chao Zhao, Yuan-Wen Du, Huan Yu, Xiao-Bin Shi, Wen-Chao Chen, Gong Chen. Repellence or attraction: secondary metabolites in pepper mediate attraction and defense against Spodoptera litura.
Pest management science.
2022 Nov; 78(11):4859-4870. doi:
10.1002/ps.7107. [PMID: 36181416] - Christoph Kornpointner, Nadine J Hochenegger, Bao-Bao Shi, Andreas Berger, Johannes Theiner, Lothar Brecker, Johann Schinnerl. Phytochemistry Meets Geochemistry—Blumenol C Sulfate: A New Megastigmane Sulfate from Palicourea luxurians (Rubiaceae: Palicoureeae).
Molecules (Basel, Switzerland).
2022 Oct; 27(21):. doi:
10.3390/molecules27217284. [PMID: 36364108] - Fan Li, Xiaowei Gong, Yupeng Liang, Lijuan Peng, Xiulin Han, Mengliang Wen. Characteristics of a new carotenoid cleavage dioxygenase NtCCD10 derived from Nicotiana tabacum.
Planta.
2022 Oct; 256(5):100. doi:
10.1007/s00425-022-04013-y. [PMID: 36251100] - Jie Zhou, Guo-Ru Shi, Wan-Qi Zhang, Ruo-Yun Chen, Yan-Fei Liu, De-Quan Yu. Four ionones and ionone glycosides from the whole plant of Rehmannia piasezkii.
Journal of Asian natural products research.
2022 Oct; 24(10):955-962. doi:
10.1080/10286020.2022.2097079. [PMID: 35852115] - Kazuya Koyama, Atsushi Kono, Yusuke Ban, Sharon Marie Bahena-Garrido, Tomoko Ohama, Kazuhiro Iwashita, Hisashi Fukuda, Nami Goto-Yamamoto. Genetic architecture of berry aroma compounds in a QTL (quantitative trait loci) mapping population of interspecific hybrid grapes (Vitis labruscana × Vitis vinifera).
BMC plant biology.
2022 Sep; 22(1):458. doi:
10.1186/s12870-022-03842-z. [PMID: 36151514] - Siyi Du, Haozhe Xu, Mengdan Yang, Ning Pan, Tiefeng Zheng, Chenyi Xu, Yan Li, Zhaojiang Zuo. Toxic mechanism of two cyanobacterial volatiles β-cyclocitral and β-ionone on the photosynthesis in duckweed by altering gene expression.
Environmental pollution (Barking, Essex : 1987).
2022 Sep; 308(?):119711. doi:
10.1016/j.envpol.2022.119711. [PMID: 35809713] - Weicheng Zhou, Yuming Wang, Jinglong Wang, Chengrong Peng, Zhicong Wang, Hongjie Qin, Genbao Li, Dunhai Li. β-Ionone causes endocrine disruption, hyperpigmentation and hypoactivity in zebrafish early life stages.
The Science of the total environment.
2022 Aug; 834(?):155433. doi:
10.1016/j.scitotenv.2022.155433. [PMID: 35461947] - Mahima Chandel, Prem Kumar, Anu Arora, Sarita Kataria, Sunil Chandra Dubey, Djanaguiraman M, Kamaljit Kaur, Bandana Kumari Sahu, Abir De Sarkar, Vijayakumar Shanmugam. Nanocatalytic Interface to Decode the Phytovolatile Language for Latent Crop Diagnosis in Future Farms.
Analytical chemistry.
2022 08; 94(31):11081-11088. doi:
10.1021/acs.analchem.2c02244. [PMID: 35905143] - Xin-Xin Liang, Qi Li, Hui-Juan Li, Yan-Mei Ning, Rui-Han Zhang, Xing-Jie Zhang, Xiao-Li Li, Wei-Lie Xiao. Centrantheroside F, a new ionone glycoside from Centranthera grandiflora.
Journal of Asian natural products research.
2022 Aug; 24(8):777-783. doi:
10.1080/10286020.2021.1976159. [PMID: 34605341] - Patchanee Charoenying, Chamroon Laosinwattana, Nawasit Chotsaeng. The Allelopathic Activity of Extracts and Isolated from Spirulina platensis.
Molecules (Basel, Switzerland).
2022 Jun; 27(12):. doi:
10.3390/molecules27123852. [PMID: 35744974] - Suleiman Aminu, Mohammed Auwal Ibrahim, Gloria Dada Chechet, Elewechi Onyike. Chemotherapeutic potentials of β-ionone against Trypanosoma congolense infection: Inhibition of parasite proliferation, anemia development, trans-sialidase (TconTS3 and TconTS4) gene expressions, and phospholipase A2.
Chemical biology & drug design.
2022 06; 99(6):908-922. doi:
10.1111/cbdd.14048. [PMID: 35353953] - Dinh Xuan Doan, Sijia Sun, Ashraf M Omar, Dong Thuong Nguyen, Anh Le Tuan Hoang, Hironori Fujiwara, Kinzo Matsumoto, Hang Thi Nguyet Pham, Suresh Awale. Chemical constituents and absolute configuration of megastigmanes' isolated from Sedum sarmentosum Bunge.
Natural product research.
2022 May; 36(9):2341-2348. doi:
10.1080/14786419.2020.1834549. [PMID: 33078638] - Lisa Pisaniello, Flynn Watson, Tracey Siebert, Leigh Francis, Josh L Hixson. The Varietal Influence of Flavour Precursors from Grape Marc on Monoterpene and C13-Norisoprenoid Profiles in Wine as Determined by Membrane-Assisted Solvent Extraction (MASE) GC-MS.
Molecules (Basel, Switzerland).
2022 Mar; 27(7):. doi:
10.3390/molecules27072046. [PMID: 35408445] - Houaria Bendjedou, Filippo Maggi, Malika Bennaceur, Michele Mancinelli, Houari Benamar, Luciano Barboni. A new ionone derivative from Lycium intricatum Boiss. (Solanaceae).
Natural product research.
2022 Feb; 36(3):687-694. doi:
10.1080/14786419.2020.1797729. [PMID: 32705905] - Alessandro Brambilla, Anna Sommer, Andrea Ghirardo, Marion Wenig, Claudia Knappe, Baris Weber, Melissa Amesmaier, Miriam Lenk, Jörg-Peter Schnitzler, A Corina Vlot. Immunity-associated volatile emissions of β-ionone and nonanal propagate defence responses in neighbouring barley plants.
Journal of experimental botany.
2022 01; 73(2):615-630. doi:
10.1093/jxb/erab520. [PMID: 34849759] - Fatma Kübra Ata, Fahriye Ercan, Serap Yalcin Azarkan. In vivo, in vitro and Molecular Modelling Analysis of Isoquercetin, Roseoside, Coreximine, Anonaine, and Arianacin Molecules.
Current computer-aided drug design.
2022; 18(3):168-184. doi:
10.2174/1573409918666220509213313. [PMID: 35538817] - Iva Šikuten, Petra Štambuk, Jasminka Karoglan Kontić, Edi Maletić, Ivana Tomaz, Darko Preiner. Optimization of SPME-Arrow-GC/MS Method for Determination of Free and Bound Volatile Organic Compounds from Grape Skins.
Molecules (Basel, Switzerland).
2021 Dec; 26(23):. doi:
10.3390/molecules26237409. [PMID: 34885990] - Lujain Aloum, Mohammad H Semreen, Taleb H Al-Tel, Hamza Al-Hroub, Muath Mousa, Richard L Jayaraj, Eman Alefishat, Abdu Adem, Georg A Petroianu. Metabolic conversion of β-pinene to β-ionone in rats.
Xenobiotica; the fate of foreign compounds in biological systems.
2021 Dec; 51(12):1427-1435. doi:
10.1080/00498254.2021.2020376. [PMID: 34931580] - Yukihiro Yoshida, Dai Haraguchi, Rie Ukuda-Hosokawa, Tsunaki Andou, Takashi Matsuyama, Tsuguo Kohama, Takashi Eguchi, Satoshi Ohno, Hajime Ono, Ritsuo Nishida. Synthesis and activity of 3-oxo-α-ionone analogs as male attractants for the solanaceous fruit fly, Bactrocera latifrons (Diptera: Tephritidae).
Bioscience, biotechnology, and biochemistry.
2021 Nov; 85(12):2360-2367. doi:
10.1093/bbb/zbab166. [PMID: 34601560] - Nurfida Ablajan, Bo Zhao, Xue Wenjuan, Jiangyu Zhao, Sh Sh Sagdullaev, Zou Guoan, Haji Akber Aisa. Chemical components of Aconitum barbatum var. puberulum and their cytotoxic and antibacterial activities.
Natural product research.
2021 Nov; ?(?):1-4. doi:
10.1080/14786419.2021.2005050. [PMID: 34802347] - Wen Xu, Jiaying Li, Dongli Li, Junfeng Tan, Hang Ma, Yu Mu, Yan Wen, Lishe Gan, Xueshi Huang, Liya Li. Chemical characterization, antiproliferative and antifungal activities of Clinacanthus nutans.
Fitoterapia.
2021 Nov; 155(?):105061. doi:
10.1016/j.fitote.2021.105061. [PMID: 34673146] - Ping Yang, Huanlu Song, Yanping Lin, Tianyang Guo, Lijin Wang, Michael Granvogl, Yongquan Xu. Differences of characteristic aroma compounds in Rougui tea leaves with different roasting temperatures analyzed by switchable GC-O-MS and GC × GC-O-MS and sensory evaluation.
Food & function.
2021 Jun; 12(11):4797-4807. doi:
10.1039/d1fo00165e. [PMID: 33861271] - Deepa Agarwal, Lim Mui, Emma Aldridge, James McKinney, Louise Hewson, Ian Denis Fisk. The progression of lipid oxidation, β-carotenes degradation and sensory perception of batch-fried sliced sweet potato crisps during storage.
Food & function.
2021 May; 12(10):4535-4543. doi:
10.1039/d0fo03100c. [PMID: 33903860] - Gabriela Rabeschini, Pedro Joaquim Bergamo, Carlos E P Nunes. Meaningful Words in Crowd Noise: Searching for Volatiles Relevant to Carpenter Bees among the Diverse Scent Blends of Bee Flowers.
Journal of chemical ecology.
2021 May; 47(4-5):444-454. doi:
10.1007/s10886-021-01257-y. [PMID: 33683547] - Lei He, Nan Meng, Simone D Castellarin, Yu Wang, Qi Sun, Xiang-Yi Li, Zhi-Gang Dong, Xiao-Ping Tang, Chang-Qing Duan, Qiu-Hong Pan. Combined Metabolite and Transcriptome Profiling Reveals the Norisoprenoid Responses in Grape Berries to Abscisic Acid and Synthetic Auxin.
International journal of molecular sciences.
2021 Jan; 22(3):. doi:
10.3390/ijms22031420. [PMID: 33572582] - Taylan B Morcol, Konrad Wysocki, Renuka P Sankaran, Paul D Matthews, Edward J Kennelly. UPLC-QTof-MSE Metabolomics Reveals Changes in Leaf Primary and Secondary Metabolism of Hop (Humulus lupulus L.) Plants under Drought Stress.
Journal of agricultural and food chemistry.
2020 Dec; 68(49):14698-14708. doi:
10.1021/acs.jafc.0c05987. [PMID: 33236890] - Daiane M O Quaresma, Allisson B Justino, Raquel M F Sousa, Rodrigo A A Munoz, Francisco J T de Aquino, Mário M Martins, Luiz R Goulart, Marcos Pivatto, Foued S Espindola, Alberto de Oliveira. Antioxidant compounds from Banisteriopsis argyrophylla leaves as α-amylase, α-glucosidase, lipase, and glycation inhibitors.
Bioorganic chemistry.
2020 12; 105(?):104335. doi:
10.1016/j.bioorg.2020.104335. [PMID: 33074116] - Yohanna Alegre, María-Pilar Sáenz-Navajas, Purificación Hernández-Orte, Vicente Ferreira. Sensory, olfactometric and chemical characterization of the aroma potential of Garnacha and Tempranillo winemaking grapes.
Food chemistry.
2020 Nov; 331(?):127207. doi:
10.1016/j.foodchem.2020.127207. [PMID: 32569964] - Jie Yang, Wen-Wen Mu, Yu-Xin Cao, Guo-Yun Liu. Synthesis and biological evaluation of β-ionone oriented proapoptosis agents by enhancing the ROS generation.
Bioorganic chemistry.
2020 11; 104(?):104273. doi:
10.1016/j.bioorg.2020.104273. [PMID: 32956875] - Jingming Wang, Bin Wu, Na Zhang, Mingyue Zhao, Tingting Jing, Yi Wu, YunQing Hu, Feng Yu, Xiaochun Wan, Wilfried Schwab, Chuankui Song. Dehydration-Induced Carotenoid Cleavage Dioxygenase 1 Reveals a Novel Route for β-Ionone Formation during Tea (Camellia sinensis) Withering.
Journal of agricultural and food chemistry.
2020 Sep; 68(39):10815-10821. doi:
10.1021/acs.jafc.0c04208. [PMID: 32840106] - Yanting Zhong, Xiaoying Pan, Ruifeng Wang, Jiuliang Xu, Jingyu Guo, Tingxue Yang, Jianyu Zhao, Faisal Nadeem, Xiaoting Liu, Hongyan Shan, Yanjun Xu, Xuexian Li. ZmCCD10a Encodes a Distinct Type of Carotenoid Cleavage Dioxygenase and Enhances Plant Tolerance to Low Phosphate.
Plant physiology.
2020 09; 184(1):374-392. doi:
10.1104/pp.20.00378. [PMID: 32586893] - Yang Ying-Ying, Wan Xin-Huan, Liu Ying-Nan, Guo Ling-Yan, Zhou Chang-Zheng. [Research progress on chemical constituents and pharmacological effects of Sedum sarmentosum].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2020 Sep; 45(18):4341-4348. doi:
10.19540/j.cnki.cjcmm.20200623.601. [PMID: 33164361] - Thitiya Luetragoon, Rungnapa Pankla Sranujit, Chanai Noysang, Yordhathai Thongsri, Pachuen Potup, Nungruthai Suphrom, Nitra Nuengchamnong, Kanchana Usuwanthim. Anti-Cancer Effect of 3-Hydroxy-β-Ionone Identified from Moringa oleifera Lam. Leaf on Human Squamous Cell Carcinoma 15 Cell Line.
Molecules (Basel, Switzerland).
2020 Aug; 25(16):. doi:
10.3390/molecules25163563. [PMID: 32764438] - Md Badrul Alam, Yoon-Gyung Kwon, Shakina Yesmin Simu, Sk Abrar Shahriyar, Sang Han Lee. Attenuation of Inflammatory Symptoms by Icariside B2 in Carrageenan and LPS-Induced Inflammation Models via Regulation of MAPK/NF-κB Signaling Cascades.
Biomolecules.
2020 07; 10(7):. doi:
10.3390/biom10071037. [PMID: 32664577] - Xiao-Tong Gao, Ming-Hui Wu, Dan Sun, Hui-Qing Li, Wei-Kai Chen, Hang-Yu Yang, Fan-Qi Liu, Qiu-Chen Wang, Yu-Ya Wang, Jun Wang, Fei He. Effects of gibberellic acid (GA3 ) application before anthesis on rachis elongation and berry quality and aroma and flavour compounds in Vitis vinifera L. 'Cabernet Franc' and 'Cabernet Sauvignon' grapes.
Journal of the science of food and agriculture.
2020 Jul; 100(9):3729-3740. doi:
10.1002/jsfa.10412. [PMID: 32266978] - T H Al-Tel, H Tarazi, L O Aloum, D E Lorke, G A Petroianu. Possible metabolic conversion of pinene to ionone.
Die Pharmazie.
2020 07; 75(7):360-363. doi:
10.1691/ph.2020.9925. [PMID: 32635981] - Mun Seok Jo, Seoyoung Lee, Jae Sik Yu, Su Cheol Baek, Young-Chang Cho, Ki Hyun Kim. Megastigmane Derivatives from the Cladodes of Opuntia humifusa and Their Nitric Oxide Inhibitory Activities in Macrophages.
Journal of natural products.
2020 03; 83(3):684-692. doi:
10.1021/acs.jnatprod.9b01120. [PMID: 32118424] - Andrew J Caffrey, Larry A Lerno, Jerry Zweigenbaum, Susan E Ebeler. Direct Analysis of Glycosidic Aroma Precursors Containing Multiple Aglycone Classes in Vitis vinifera Berries.
Journal of agricultural and food chemistry.
2020 Mar; 68(12):3817-3833. doi:
10.1021/acs.jafc.9b08323. [PMID: 32129620] - Jingming Wang, Na Zhang, Minyue Zhao, Tingting Jing, Jieyang Jin, Bin Wu, Xiaochun Wan, Wilfried Schwab, Chuankui Song. Carotenoid Cleavage Dioxygenase 4 Catalyzes the Formation of Carotenoid-Derived Volatile β-Ionone during Tea (Camellia sinensis) Withering.
Journal of agricultural and food chemistry.
2020 Feb; 68(6):1684-1690. doi:
10.1021/acs.jafc.9b07578. [PMID: 31957431] - Mika Murata, Tetsuya Kobayashi, Shigemi Seo. α-Ionone, an Apocarotenoid, Induces Plant Resistance to Western Flower Thrips, Frankliniella occidentalis, Independently of Jasmonic Acid.
Molecules (Basel, Switzerland).
2019 Dec; 25(1):. doi:
10.3390/molecules25010017. [PMID: 31861560] - Ilya Lukin, Guido Jach, Isabell Wingartz, Peter Welters, Gerhard Schembecker. Recovery of Natural α-Ionone from Fermentation Broth.
Journal of agricultural and food chemistry.
2019 Dec; 67(49):13412-13419. doi:
10.1021/acs.jafc.8b07270. [PMID: 30864443] - Nicole Werner, César A Ramirez-Sarmiento, Eduardo Agosin. Protein engineering of carotenoid cleavage dioxygenases to optimize β-ionone biosynthesis in yeast cell factories.
Food chemistry.
2019 Nov; 299(?):125089. doi:
10.1016/j.foodchem.2019.125089. [PMID: 31319343] - Cencen Yu, Chenfei Shi, Ming Ji, Xiaoguang Xu, Zhongqian Zhang, Jie Ma, Guoxiang Wang. Taste and odor compounds associated with aquatic plants in Taihu Lake: distribution and producing potential.
Environmental science and pollution research international.
2019 Nov; 26(33):34510-34520. doi:
10.1007/s11356-019-06188-6. [PMID: 31643015] - Cencen Yu, Chenfei Shi, Jing Tang, Qiuyi Ji, Xuan Wang, Xiaoguang Xu, Guoxiang Wang. Release of taste and odour compounds during Zizania latifolia decay: A microcosm system study.
Environmental pollution (Barking, Essex : 1987).
2019 Nov; 254(Pt A):112954. doi:
10.1016/j.envpol.2019.07.122. [PMID: 31398637] - Jin-Long Liu, Min Yu, Hai-Bing Liao, Ting Liu, Yan-Hui Tan, Dong Liang, Gui-Jie Zhang. Sesquiterpenes and diterpenes from Euphorbia thymifolia.
Fitoterapia.
2019 Nov; 139(?):104408. doi:
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Biomolecules.
2019 10; 9(10):. doi:
10.3390/biom9100563. [PMID: 31623354] - Shuang-Feng Sun, Fang-Fang Zeng, Shan-Cheng Yi, Man-Qun Wang. Molecular Screening of Behaviorally Active Compounds with CmedOBP14 from the Rice Leaf Folder Cnaphalocrocis medinalis.
Journal of chemical ecology.
2019 Oct; 45(10):849-857. doi:
10.1007/s10886-019-01106-z. [PMID: 31512099] - Jia-Min Xu, Bei-Chen Hu, Lei Yuan, Yan-Li Wu, Shan-Shan Luan, Ting Yuan, Dun Wang, Li-Xia Chen. Labdanes and megastigmanes from Vitex negundo var. heterophylla.
Fitoterapia.
2019 Sep; 137(?):104265. doi:
10.1016/j.fitote.2019.104265. [PMID: 31302252] - Chang Liu, Rong-Rong Cheng, Zhu-Zhen Han, Ying-Bo Yang, Yue Zhou, Li Yang, Zheng-Tao Wang. A new ionone derivative from the leaves of Picrasma quassioides.
Journal of Asian natural products research.
2019 Jul; 21(7):652-658. doi:
10.1080/10286020.2018.1464561. [PMID: 29717884] - Gita Naseri, Jessica Behrend, Lisa Rieper, Bernd Mueller-Roeber. COMPASS for rapid combinatorial optimization of biochemical pathways based on artificial transcription factors.
Nature communications.
2019 06; 10(1):2615. doi:
10.1038/s41467-019-10224-x. [PMID: 31197154] - Xiao-Jing Lv, Yong Li, Shuang-Gang Ma, Jing Qu, Yun-Bao Liu, Yu-Huan Li, Dan Zhang, Li Li, Shi-Shan Yu. Bioactive megastigmane glucosides and monoterpenes from Lyonia ovalifolia.
Journal of Asian natural products research.
2019 Jun; 21(6):559-572. doi:
10.1080/10286020.2018.1509313. [PMID: 30585522] - Meng Bai, Yue Cai, Shou-Yuan Wu, Xiao-Ping Song, Guang-Ying Chen, Cai-Juan Zheng, Chang-Ri Han. A new norisoprenoid from the leaves of Ficus pumila.
Natural product research.
2019 May; 33(9):1292-1297. doi:
10.1080/14786419.2018.1471077. [PMID: 29737877] - Melissa Dein, John P Munafo. Characterization of Key Odorants in Hoary Mountain Mint, Pycnanthemum incanum.
Journal of agricultural and food chemistry.
2019 Mar; 67(9):2589-2597. doi:
10.1021/acs.jafc.8b06803. [PMID: 30789719] - Silvia Revoltella, Bettina Rainer, Birgit Waltenberger, Konrad Pagitz, Stefan Schwaiger, Hermann Stuppner. HPTLC Autography Based Screening and Isolation of Mushroom Tyrosinase Inhibitors of European Plant Species.
Chemistry & biodiversity.
2019 Mar; 16(3):e1800541. doi:
10.1002/cbdv.201800541. [PMID: 30556957] - Quan-Wen Liu, Cai-Hua Chen, Xiao-Feng Wang, Kun Jiang, Shi-Jin Qu, Yi-Ru Dai, Chang-Heng Tan. Triterpenoids, megastigmanes and hydroxycinnamic acid derivatives from Anisomeles indica.
Natural product research.
2019 Jan; 33(1):41-46. doi:
10.1080/14786419.2018.1431638. [PMID: 29382221] - Susumu Kawakami, Erika Miura, Ayaka Nobe, Masanori Inagaki, Motohiro Nishimura, Katsuyoshi Matsunami, Hideaki Otsuka, Mitsunori Aramoto. Ebenamariosides A-D: Triterpene Glucosides and Megastigmanes from the Leaves of Diospyros maritima.
Chemical & pharmaceutical bulletin.
2019; 67(12):1337-1346. doi:
10.1248/cpb.c19-00803. [PMID: 31787660] - Ashraf M El-Sayed, C Rikard Unelius, David M Suckling. Honey Norisoprenoids Attract Bumble Bee, Bombus terrestris, in New Zealand Mountain Beech Forests.
Journal of agricultural and food chemistry.
2018 Dec; 66(50):13065-13072. doi:
10.1021/acs.jafc.8b04175. [PMID: 30415534] - G A Petroianu, A Stegmeier-Petroianu, D E Lorke. Cleopatra: from turpentine and juniper to ionone and irone.
Die Pharmazie.
2018 11; 73(11):676-680. doi:
10.1691/ph.2018.8142. [PMID: 30396389] - Ling Chen, Rong Liang, Yihan Wang, Wallace Yokoyama, Maoshen Chen, Fang Zhong. Characterizations on the Stability and Release Properties of β-ionone Loaded Thermosensitive Liposomes (TSLs).
Journal of agricultural and food chemistry.
2018 Aug; 66(31):8336-8345. doi:
10.1021/acs.jafc.7b06130. [PMID: 29847116] - Jing Tan, Xinmi Song, Xiaobin Fu, Fan Wu, Fuliang Hu, Hongliang Li. Combinatorial multispectral, thermodynamics, docking and site-directed mutagenesis reveal the cognitive characteristics of honey bee chemosensory protein to plant semiochemical.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.
2018 Aug; 201(?):346-353. doi:
10.1016/j.saa.2018.04.074. [PMID: 29763828] - Samson A Abagale, Christine M Woodcock, Antony M Hooper, John C Caulfield, David Withall, Keith Chamberlain, Samuel O Acquaah, Helmut Van Emden, Haruna Braimah, John A Pickett, Michael A Birkett. (2R,5S)-Theaspirane Identified as the Kairomone for the Banana Weevil, Cosmopolites sordidus, from Attractive Senesced Leaves of the Host Banana, Musa spp.
Chemistry (Weinheim an der Bergstrasse, Germany).
2018 Jul; 24(37):9217-9219. doi:
10.1002/chem.201800315. [PMID: 29644772] - Xue-Song Zhang, Jian-Jun Pei, Lin-Guo Zhao, Feng Tang, Xian-Ying Fang. RNA-Seq analysis and comparison of the enzymes involved in ionone synthesis of three cultivars of Osmanthus.
Journal of Asian natural products research.
2018 Jul; 20(7):649-661. doi:
10.1080/10286020.2018.1453503. [PMID: 29629568] - Cong Su, Bowen Qi, Juan Wang, Ning Ding, Yun Wu, Xiao-Ping Shi, Zhi-Xiang Zhu, Xiao Liu, Xiao-Hui Wang, Jiao Zheng, Peng-Fei Tu, She-Po Shi. Megastigmane glycosides from Urena lobata.
Fitoterapia.
2018 Jun; 127(?):123-128. doi:
10.1016/j.fitote.2018.02.017. [PMID: 29447980] - Xuesong Zhang, Shiyong Liao, Fuliang Cao, Linguo Zhao, Jianjun Pei, Feng Tang. Cloning and characterization of enoate reductase with high β-ionone to dihydro-β-ionone bioconversion productivity.
BMC biotechnology.
2018 05; 18(1):26. doi:
10.1186/s12896-018-0438-x. [PMID: 29743047] - Lauren E Kelley, Keith R Cadwallader. Identification and Quantitation of Potent Odorants in Spearmint Oils.
Journal of agricultural and food chemistry.
2018 Mar; 66(10):2414-2421. doi:
10.1021/acs.jafc.6b04852. [PMID: 28058842] - Sebastian Schwindl, Birgit Kraus, Jörg Heilmann. Phytochemical study of Juglans regia L. leaves.
Phytochemistry.
2017 Dec; 144(?):58-70. doi:
10.1016/j.phytochem.2017.08.012. [PMID: 28888783] - Irshad Ali, Zahid Manzoor, Jung-Eun Koo, Jung-Eun Kim, Sang-Hee Byeon, Eun-Sook Yoo, Hee-Kyoung Kang, Jin-Won Hyun, Nam-Ho Lee, Young-Sang Koh. 3-Hydroxy-4,7-megastigmadien-9-one, isolated from Ulva pertusa, attenuates TLR9-mediated inflammatory response by down-regulating mitogen-activated protein kinase and NF-κB pathways.
Pharmaceutical biology.
2017 Dec; 55(1):435-440. doi:
10.1080/13880209.2016.1246574. [PMID: 27937044] - Li-Han Zhu, Tian-Hui Bao, Yue Deng, Hua Li, Li-Xia Chen. Constituents from Apium graveolens and their anti-inflammatory effects.
Journal of Asian natural products research.
2017 Nov; 19(11):1079-1086. doi:
10.1080/10286020.2017.1381687. [PMID: 28971709] - Jiankun Yan, Xuliu Shi, Paul Owusu Donkor, Huajie Zhu, Xiumei Gao, Liqin Ding, Feng Qiu. Nine pairs of megastigmane enantiomers from the leaves of Eucommia ulmoides Oliver.
Journal of natural medicines.
2017 Oct; 71(4):780-790. doi:
10.1007/s11418-017-1102-9. [PMID: 28634927] - Shinsuke Marumoto, Yoshiharu Okuno, Mitsuo Miyazawa. Inhibition of β-Secretase Activity by Monoterpenes, Sesquiterpenes, and C13 Norisoprenoids.
Journal of oleo science.
2017 Aug; 66(8):851-855. doi:
10.5650/jos.ess16188. [PMID: 28381772] - Marinella De Leo, Lorenzo Peruzzi, Carlotta Granchi, Tiziano Tuccinardi, Filippo Minutolo, Nunziatina De Tommasi, Alessandra Braca. Constituents of Polygala flavescens ssp. flavescens and Their Activity as Inhibitors of Human Lactate Dehydrogenase.
Journal of natural products.
2017 07; 80(7):2077-2087. doi:
10.1021/acs.jnatprod.7b00295. [PMID: 28692289] - Mehrnaz Riasat, Ali Ashraf Jafari, Atefeh Bahmanzadegan, Ahmad Hatami, Faraneh Zareiyan. The constituents of essential oil in leaves of Karaj accession of Trigonella foenum graecum.
Natural product research.
2017 Jul; 31(14):1709-1712. doi:
10.1080/14786419.2017.1286484. [PMID: 28278666] - Xinhua Ma, Jie Yang, Shihao Deng, Mi Huang, Sijian Zheng, Shicheng Xu, Jinyan Cai, Xinzhou Yang, Honglian Ai. Two new megastigmanes from Chinese traditional medicinal plant Sedum sarmentosum.
Natural product research.
2017 Jul; 31(13):1473-1477. doi:
10.1080/14786419.2017.1280493. [PMID: 28152607] - Takahiro Matsumoto, Seikou Nakamura, Souichi Nakashima, Tomoe Ohta, Keiko Ogawa, Masashi Fukaya, Junko Tsukioka, Tomohiro Hasei, Tetsushi Watanabe, Hisashi Matsuda. Neolignan and megastigmane glucosides from the aerial parts of Isodon japonicus with cell protective effects on BaP-induced cytotoxicity.
Phytochemistry.
2017 May; 137(?):101-108. doi:
10.1016/j.phytochem.2017.02.007. [PMID: 28209279] - Bo Song, Jin-Guang Si, Meng Yu, Xiao-Hui Tian, Gang Ding, Zhong-Mei Zou. Megastigmane glucosides isolated from Dichrocephala benthamii.
Chinese journal of natural medicines.
2017 Apr; 15(4):288-291. doi:
10.1016/s1875-5364(17)30046-8. [PMID: 28527514] - Xue-Ming Zhou, Cai-Juan Zheng, Yu-Qin Zhang, Xiao-Peng Zhang, Xiao-Ping Song, Wei Xu, Guang-Ying Chen. Guaiane-Type Sesquiterpenoids from Fissistigma oldhamii Inhibit the Proliferation of Synoviocytes.
Planta medica.
2017 Feb; 83(3-04):217-223. doi:
10.1055/s-0042-111440. [PMID: 27405108] - Hui Feng, Patricia A Skinkis, Michael C Qian. Pinot noir wine volatile and anthocyanin composition under different levels of vine fruit zone leaf removal.
Food chemistry.
2017 Jan; 214(?):736-744. doi:
10.1016/j.foodchem.2016.07.110. [PMID: 27507532] - Mamdouh Nabil Samy, John Refaat Fahim, Sachiko Sugimoto, Hideaki Otsuka, Katsuyoshi Matsunami, Mohamed Salah Kamel. Chodatiionosides A and B: two new megastigmane glycosides from Chorisia chodatii leaves.
Journal of natural medicines.
2017 Jan; 71(1):321-328. doi:
10.1007/s11418-016-1052-7. [PMID: 27761694] - Jian-Kun Yan, Li-Qin Ding, Xu-Liu Shi, Paul Owusu Donkor, Li-Xia Chen, Feng Qiu. Megastigmane glycosides from leaves of Eucommia ulmoides Oliver with ACE inhibitory activity.
Fitoterapia.
2017 Jan; 116(?):121-125. doi:
10.1016/j.fitote.2016.12.001. [PMID: 27923676] - Serika Teshima, Susumu Kawakami, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Takakazu Shinzato. Aliphatic Glucoside, Zanthoionic Acid and Megastigmane Glucosides: Zanthoionosides A-E from the Leaves of Zanthoxylum ailanthoides.
Chemical & pharmaceutical bulletin.
2017; 65(8):754-761. doi:
10.1248/cpb.c17-00211. [PMID: 28768929] - Fabrizio Dal Piaz, Mariela Beatriz Vera Saltos, Silvia Franceschelli, Giovanni Forte, Stefania Marzocco, Tiziano Tuccinardi, Giulio Poli, Samad Nejad Ebrahimi, Matthias Hamburger, Nunziatina De Tommasi, Alessandra Braca. Drug Affinity Responsive Target Stability (DARTS) Identifies Laurifolioside as a New Clathrin Heavy Chain Modulator.
Journal of natural products.
2016 10; 79(10):2681-2692. doi:
10.1021/acs.jnatprod.6b00627. [PMID: 27704815] - Lian Gelis, Nikolina Jovancevic, Sophie Veitinger, Bhubaneswar Mandal, Hans-Dieter Arndt, Eva M Neuhaus, Hanns Hatt. Functional Characterization of the Odorant Receptor 51E2 in Human Melanocytes.
The Journal of biological chemistry.
2016 08; 291(34):17772-86. doi:
10.1074/jbc.m116.734517. [PMID: 27226631] - Martin P Horvath, Evan W George, Quang T Tran, Kody Baumgardner, Gabe Zharov, Sarah Lee, Hassan Sharifzadeh, Saeed Shihab, Ty Mattinson, Binxing Li, Paul S Bernstein. Structure of the lutein-binding domain of human StARD3 at 1.74 Å resolution and model of a complex with lutein.
Acta crystallographica. Section F, Structural biology communications.
2016 08; 72(Pt 8):609-18. doi:
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Food chemistry.
2016 Jul; 203(?):67-72. doi:
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Journal of agricultural and food chemistry.
2016 Jul; 64(26):5428-38. doi:
10.1021/acs.jafc.6b00984. [PMID: 27348582] - Thu Huong Tran, Tram Le Huyen, Thi Minh Tran, Tuan Anh Nguyen, Thanh Binh Pham, Dat Nguyen Tien. A new megastigmane sulphoglycoside and polyphenolic constituents from pericarps of Garcinia mangostana.
Natural product research.
2016 Jul; 30(14):1598-604. doi:
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