Abietic_acid (BioDeep_00000000019)

 

Secondary id: BioDeep_00000264838, BioDeep_00000398545

PANOMIX_OTCML-2023


代谢物信息卡片


InChI=1/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1

化学式: C20H30O2 (302.224568)
中文名称: 松香, 妥尔油松香, 松香酸
谱图信息: 最多检出来源 Viridiplantae(plant) 25.47%

分子结构信息

SMILES: CC(C)C1=CC2=CCC3C(C)(C(=O)O)CCCC3(C)C2CC1
InChI: InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)

描述信息

Yellowish resinous powder. (NTP, 1992)
Abietic acid is an abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18. It has a role as a plant metabolite. It is an abietane diterpenoid and a monocarboxylic acid. It is a conjugate acid of an abietate.
Abietic acid is a natural product found in Ceroplastes pseudoceriferus, Pinus brutia var. eldarica, and other organisms with data available.
An abietane diterpenoid that is abieta-7,13-diene substituted by a carboxy group at position 18.
D006401 - Hematologic Agents > D005343 - Fibrinolytic Agents
D000975 - Antioxidants > D016166 - Free Radical Scavengers
D020011 - Protective Agents > D000975 - Antioxidants
D050299 - Fibrin Modulating Agents
D002317 - Cardiovascular Agents
CONFIDENCE standard compound; INTERNAL_ID 8337
Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2].
Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2].

同义名列表

77 个代谢物同义名

InChI=1/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20+/m0/s1; 1-Phenanthrenecarboxylic acid,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-; 1-PHENANTHRENECARBOXYLIC ACID, 1,2,3,4,4A,4B,5,6,10,10A-DECAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-, (1R-(1ALPHA,4ABETA,4BALPHA,10A.ALPHA)).-; 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aR,4bR,10aR)-; (1R,4AR,4BR,10AR)-1,2,3,4,4A,4B,5,6,10,10A-DECAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-1-PHENANTHRENECARBOXYLIC ACID; (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid; (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid; (1R,4aR,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid; 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl- )-; 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,6,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl-)-; Podocarpa-7,13-dien-15-oic acid, 13-isopropyl-; 13-Isopropylpodocarpa-7,13-dien-15-oic acid; 13-isopropyl-podocarpa-13-dien-15-oicacid; C32BF2BB-9F97-4AF5-8F5E-06BC0EA97E83; (5beta)-abieta-7,13-dien-18-oic acid; Abietic acid, technical, ~75\\% (GC); Podocarpa-7, 13-isopropyl-, dimer; abietic acid, palladium (+2) salt; abietic acid, 2-aminoethanol; Abieta-7,13-dien-18-oic acid; abietic acid, strontium salt; abietic acid, potassium salt; RSWGJHLUYNHPMX-ONCXSQPRSA-N; abietic acid, ammonium salt; 7,13-Abietadien-18-oic acid; Podocarpa-7, 13-isopropyl-; abietic acid, calcium salt; RSWGJHLUYNHPMX-ONCXSQPRSA-; abietic acid, sodium salt; abietic acid, copper salt; Kyselina abietova [Czech]; abietic acid, barium salt; abietic acid, cobalt salt; abieta-7,13-dien-18-oate; Abietic acid, technical; abietic acid, zinc salt; AbietinsA currencyure; Levamisole resinate; ABIETIC ACID [INCI]; Abietic acid, 90\\%; Abietic acid dimer; ABIETIC ACID [MI]; Hongkong rosin WW; Kyselina abietova; (-)-Abietic acid; Shiragiku rosin; UNII-88S87KL877; UNII-V3DHX33184; l-Abietic acid; Abietinic acid; WW Wood rosin; NCI60_002007; Tox21_112386; Abietic acid; Yellow resin; sylvic acid; Colophonium; Rosin [USP]; Kolophonium; Rosin Acid; 88S87KL877; V3DHX33184; Highrosin; AI3-17273; Rondis R; Abietate; Rosin WW; BALS 3A; Abietic; Rosin; EM 3; A9H; (1R,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10, 10a-octahydrophenanthrene-1-carboxylic acid; 1,4a-Dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid; Tall oil rosins; Resin acid; Abietate



数据库引用编号

30 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)

90 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

  • Monika Dzięgielewska, Marzenna Bartoszewicz, Marta Książczyk, Bartłomiej Dudek, Malwina Brożyna, Patrycja Szymczyk-Ziółkowska, Piotr Gruber, Jacek Pawlak, Weronika Kozłowska, Sylwia Zielińska, Jędrzej Fischer, Aleksandra Woytoń, Adam Junka. Abietic Acid as a Novel Agent against Ocular Biofilms: An In Vitro and Preliminary In Vivo Investigation. International journal of molecular sciences. 2024 Jan; 25(3):. doi: 10.3390/ijms25031528. [PMID: 38338807]
  • Maria Gabriely de Lima Silva, Lucas Yure Santos da Silva, Renata Torres Pessoa, Maria Rayane Correia de Oliveira, Francisco Lucas Alves Batista, Isabel Sousa Alcantara, Anita Oliveira Brito Pereira Bezerra Martins, Jaime Ribeiro-Filho, Henrique Coutinho, Irwin Rose Alencar de Menezes. Antiedematogenic and analgesic activities of abietic acid in mice. Chemistry & biodiversity. 2023 Oct; ?(?):e202300906. doi: 10.1002/cbdv.202300906. [PMID: 37795905]
  • Pu-Ying Qi, Tai-Hong Zhang, Na Wang, Yu-Mei Feng, Dan Zeng, Wu-Bin Shao, Jiao Meng, Li-Wei Liu, Lin-Hong Jin, Heng Zhang, Xiang Zhou, Song Yang. Natural Products-Based Botanical Bactericides Discovery: Novel Abietic Acid Derivatives as Anti-Virulence Agents for Plant Disease Management. Journal of agricultural and food chemistry. 2023 Apr; 71(14):5463-5475. doi: 10.1021/acs.jafc.2c08392. [PMID: 37012216]
  • Tsuyoshi Kawakami, Maiko Tahara, Yoshiaki Ikarashi. Rosin-Related Compounds (Abietic Acid Derivatives) Concentrations in Chloroprene Rubber Products and the Amounts Eluted Into Artificial Sweat. Dermatitis : contact, atopic, occupational, drug. 2022 Jul; 33(4):e47-e48. doi: 10.1097/der.0000000000000704. [PMID: 33654019]
  • Tae Woo Jung, Ju-Cheol Jeong, Seung Yeon Park, Wonjun Cho, Heeseung Oh, Hyun Jung Lee, Ahmet Hacimuftuoglu, A M Abd El-Aty, Joon Seok Bang, Ji Hoon Jeong. Abietic acid alleviates endoplasmic reticulum stress and lipid accumulation in human primary hepatocytes through the AMPK/ORP150 signaling. Biochemical and biophysical research communications. 2022 06; 608(?):142-148. doi: 10.1016/j.bbrc.2022.04.010. [PMID: 35398611]
  • Hesham Haffez, Shimaa Osman, Hassan Y Ebrahim, Zeinab A Hassan. Growth Inhibition and Apoptotic Effect of Pine Extract and Abietic Acid on MCF-7 Breast Cancer Cells via Alteration of Multiple Gene Expressions Using In Vitro Approach. Molecules (Basel, Switzerland). 2022 Jan; 27(1):. doi: 10.3390/molecules27010293. [PMID: 35011526]
  • Snezana Agatonovic-Kustrin, Ksenia S Balyklova, Vladimir Gegechkori, David W Morton. HPTLC and ATR/FTIR Characterization of Antioxidants in Different Rosemary Extracts. Molecules (Basel, Switzerland). 2021 Oct; 26(19):. doi: 10.3390/molecules26196064. [PMID: 34641608]
  • Mario Ferreira Conceição Santos, Larissa Costa Oliveira, Victor Pena Ribeiro, Marisi Gomes Soares, Gabriel de Oliveira Isac Morae, Alan Giovanini de Oliveira Sartori, Pedro Luiz Rosalen, Jairo Kenupp Bastos, Severino Matias de Alencar, Rodrigo Cassio Sola Veneziani, Sérgio Ricardo Ambrósio. Isolation of diterpenes from Araucaria sp Brazilian brown propolis and development of a validated high-performance liquid chromatography method for its analysis. Journal of separation science. 2021 Aug; 44(16):3089-3097. doi: 10.1002/jssc.202100374. [PMID: 34169651]
  • Xiao Qiang Li, Yong Chen, Guan Cheng Dai, Bei Bei Zhou, Xiao Ning Yan, Ren Xiang Tan. Abietic acid ameliorates psoriasis-like inflammation and modulates gut microbiota in mice. Journal of ethnopharmacology. 2021 May; 272(?):113934. doi: 10.1016/j.jep.2021.113934. [PMID: 33607198]
  • Sreejon Das, Martha Dagnew, Madhumita B Ray. Anaerobic digestibility of resin acids in primary sludge: Effect of ozone pretreatment. Chemosphere. 2021 Jan; 262(?):128316. doi: 10.1016/j.chemosphere.2020.128316. [PMID: 33182136]
  • Reina Omura, Junko Sowa-Osako, Chiharu Tateishi, Ayaka Okazaki, Kazuyoshi Fukai, Tsuyoshi Kawakami, Maiko Tahara, Daisuke Tsuruta. Allergic contact dermatitis to abietic acid derivatives in an over-the-counter hydrocolloid dressing. Contact dermatitis. 2020 May; 82(5):309-310. doi: 10.1111/cod.13461. [PMID: 31891190]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Xiao Qiang Li, Yong Chen, Hong Mei Zhou, Hui Li Shi, Xiao Ning Yan, Li Ping Lin, Ren Xiang Tan. Anti-psoriasis effect of water-processed rosin in mice. Journal of ethnopharmacology. 2019 Oct; 242(?):112073. doi: 10.1016/j.jep.2019.112073. [PMID: 31288049]
  • Araceli Sánchez-Gilo, Enrique Gómez-de la Fuente, Francisco J Vicente-Martín. Allergic contact dermatitis caused by Finn Chambers AQUA in two patients. Contact dermatitis. 2019 Apr; 80(4):246-247. doi: 10.1111/cod.13183. [PMID: 30443982]
  • Rasmus O Bach, Evy Paulsen, Louise Vestergaard, Flemming Andersen. A tale of 2 poles. Contact dermatitis. 2019 Feb; 80(2):131-132. doi: 10.1111/cod.13141. [PMID: 30411356]
  • Maria Pesonen, Katri Suuronen, Sari Suomela, Kristiina Aalto-Korte. Occupational allergic contact dermatitis caused by colophonium. Contact dermatitis. 2019 Jan; 80(1):9-17. doi: 10.1111/cod.13114. [PMID: 30229960]
  • Madhusudhanan Gogul Ramnath, Ramaraj Thirugnanasampandan, Nagarajan NagaSundaram, Gunasekaran Bhuvaneswari. Molecular Docking and Dynamic Simulation Studies of Terpenoids of I. wightii (Bentham) H. Hara against Acetylcholinesterase and Histone Deacetylase3 Receptors. Current computer-aided drug design. 2018; 14(3):234-245. doi: 10.2174/1573409914666180321111925. [PMID: 29564983]
  • Dinesh Thummuri, Lalita Guntuku, Veerabhadra Swamy Challa, Ravinder Naik Ramavat, Vegi Ganga Modi Naidu. Abietic acid attenuates RANKL induced osteoclastogenesis and inflammation associated osteolysis by inhibiting the NF-KB and MAPK signaling. Journal of cellular physiology. 2018 01; 234(1):443-453. doi: 10.1002/jcp.26575. [PMID: 29932225]
  • Jun Yeon Park, Yun Kyung Lee, Dong-Soo Lee, Jeong-Eun Yoo, Myoung-Sook Shin, Noriko Yamabe, Su-Nam Kim, Seulah Lee, Ki Hyun Kim, Hae-Jeung Lee, Seok Sun Roh, Ki Sung Kang. Abietic acid isolated from pine resin (Resina Pini) enhances angiogenesis in HUVECs and accelerates cutaneous wound healing in mice. Journal of ethnopharmacology. 2017 May; 203(?):279-287. doi: 10.1016/j.jep.2017.03.055. [PMID: 28389357]
  • Vivien Jagalski, Robert Barker, Daniel Topgaard, Thomas Günther-Pomorski, Björn Hamberger, Marité Cárdenas. Biophysical study of resin acid effects on phospholipid membrane structure and properties. Biochimica et biophysica acta. 2016 11; 1858(11):2827-2838. doi: 10.1016/j.bbamem.2016.08.008. [PMID: 27544924]
  • Katrin Geisler, Niels Berg Jensen, Macaire M S Yuen, Lina Madilao, Jörg Bohlmann. Modularity of Conifer Diterpene Resin Acid Biosynthesis: P450 Enzymes of Different CYP720B Clades Use Alternative Substrates and Converge on the Same Products. Plant physiology. 2016 05; 171(1):152-64. doi: 10.1104/pp.16.00180. [PMID: 26936895]
  • Maria Sofia Costa, Adriana Rego, Vitor Ramos, Tiago B Afonso, Sara Freitas, Marco Preto, Viviana Lopes, Vitor Vasconcelos, Catarina Magalhães, Pedro N Leão. The conifer biomarkers dehydroabietic and abietic acids are widespread in Cyanobacteria. Scientific reports. 2016 Mar; 6(?):23436. doi: 10.1038/srep23436. [PMID: 26996104]
  • Abir Nachar, Ammar Saleem, John T Arnason, Pierre S Haddad. Regulation of liver cell glucose homeostasis by dehydroabietic acid, abietic acid and squalene isolated from balsam fir (Abies balsamea (L.) Mill.) a plant of the Eastern James Bay Cree traditional pharmacopeia. Phytochemistry. 2015 Sep; 117(?):373-379. doi: 10.1016/j.phytochem.2015.07.001. [PMID: 26164238]
  • Chihang Cheng, Fangyuan Zhou, Min Lu, Jianghua Sun. Inducible pine rosin defense mediates interactions between an invasive insect-fungal complex and newly acquired sympatric fungal associates. Integrative zoology. 2015 Sep; 10(5):453-64. doi: 10.1111/1749-4877.12138. [PMID: 25939920]
  • Hui Wang, Thi Thanh Hien Nguyen, Shujun Li, Tao Liang, Yuanyuan Zhang, Jian Li. Quantitative structure-activity relationship of antifungal activity of rosin derivatives. Bioorganic & medicinal chemistry letters. 2015 Jan; 25(2):347-54. doi: 10.1016/j.bmcl.2014.11.034. [PMID: 25466709]
  • Diana C Rueda, Melanie Raith, Maria De Mieri, Angela Schöffmann, Steffen Hering, Matthias Hamburger. Identification of dehydroabietc acid from Boswellia thurifera resin as a positive GABAA receptor modulator. Fitoterapia. 2014 Dec; 99(?):28-34. doi: 10.1016/j.fitote.2014.09.002. [PMID: 25200370]
  • Hiroki Tanabe, Tomohiro Yasui, Hitoshi Kotani, Akito Nagatsu, Makoto Makishima, Sakae Amagaya, Makoto Inoue. Retinoic acid receptor agonist activity of naturally occurring diterpenes. Bioorganic & medicinal chemistry. 2014 Jun; 22(12):3204-12. doi: 10.1016/j.bmc.2014.03.047. [PMID: 24799257]
  • Alexander V Shpatov, Sergey A Popov, Olga I Salnikova, Emma N Shmidt, Suk Woo Kang, Sang Min Kim, Byung Hun Um. Lipophilic extracts from needles and defoliated twigs of Pinus pumila from two different populations. Chemistry & biodiversity. 2013 Feb; 10(2):198-208. doi: 10.1002/cbdv.201200009. [PMID: 23418167]
  • Cong Xiao, Wei-Wen Rao, Ming-Cheng Zhong. [Study on determination methods for abietic acid in fake Myrrha]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Aug; 35(8):1237-41. doi: ". [PMID: 23320354]
  • Yi He, Yumei Zhang, Jing Lu, Ruichao Lin. Isolation and structural elucidation of abietic acid as the main adulterant in an herbal drug for the treatment of psoriasis. Journal of pharmaceutical and biomedical analysis. 2012 Jul; 66(?):345-8. doi: 10.1016/j.jpba.2012.03.007. [PMID: 22482903]
  • Axel Schmidt, Raimund Nagel, Trygve Krekling, Erik Christiansen, Jonathan Gershenzon, Paal Krokene. Induction of isoprenyl diphosphate synthases, plant hormones and defense signalling genes correlates with traumatic resin duct formation in Norway spruce (Picea abies). Plant molecular biology. 2011 Dec; 77(6):577-90. doi: 10.1007/s11103-011-9832-7. [PMID: 22002747]
  • Kwang-Hyun Hwang, Ji-Yun Ahn, Suna Kim, Jae-Ho Park, Tae-Youl Ha. Abietic acid has an anti-obesity effect in mice fed a high-fat diet. Journal of medicinal food. 2011 Sep; 14(9):1052-6. doi: 10.1089/jmf.2010.1471. [PMID: 21812648]
  • Matthew R Siebert, Jiaxu Zhang, Srirangam V Addepalli, Dean J Tantillo, William L Hase. The need for enzymatic steering in abietic acid biosynthesis: gas-phase chemical dynamics simulations of carbocation rearrangements on a bifurcating potential energy surface. Journal of the American Chemical Society. 2011 Jun; 133(21):8335-43. doi: 10.1021/ja201730y. [PMID: 21548620]
  • Anne-Marie Nam, Mathieu Paoli, Vincent Castola, Joseph Casanova, Ange Bighelli. Identification and quantitative determination of lignans in Cedrus atlantica resins using 13C NMR spectroscopy. Natural product communications. 2011 Mar; 6(3):379-85. doi: . [PMID: 21485279]
  • Juan Carlos Souto, Pedro Yustos, Miguel Ladero, Felix Garcia-Ochoa. Disproportionation of rosin on an industrial Pd/C catalyst: reaction pathway and kinetic model discrimination. Bioresource technology. 2011 Feb; 102(3):3504-11. doi: 10.1016/j.biortech.2010.11.022. [PMID: 21146981]
  • Andreas Lardos, José Prieto-Garcia, Michael Heinrich. Resins and Gums in Historical Iatrosophia Texts from Cyprus - A Botanical and Medico-pharmacological Approach. Frontiers in pharmacology. 2011; 2(?):32. doi: 10.3389/fphar.2011.00032. [PMID: 21772820]
  • Young Bae Ryu, Hyung Jae Jeong, Jang Hoon Kim, Young Min Kim, Ji-Young Park, Doman Kim, Thi Thanh Hanh Nguyen, Su-Jin Park, Jong Sun Chang, Ki Hun Park, Mun-Chual Rho, Woo Song Lee. Biflavonoids from Torreya nucifera displaying SARS-CoV 3CL(pro) inhibition. Bioorganic & medicinal chemistry. 2010 Nov; 18(22):7940-7. doi: 10.1016/j.bmc.2010.09.035. [PMID: 20934345]
  • Ahmet C Gören, Gökhan Bilsel, Alp Hakan Oztürk, Gülaçti Topçu. Chemical composition of natural colophony from Pinus brutia and comparison with synthetic colophony. Natural product communications. 2010 Nov; 5(11):1729-32. doi: . [PMID: 21213968]
  • Eric Abbott, Dawn Hall, Björn Hamberger, Jörg Bohlmann. Laser microdissection of conifer stem tissues: isolation and analysis of high quality RNA, terpene synthase enzyme activity and terpenoid metabolites from resin ducts and cambial zone tissue of white spruce (Picea glauca). BMC plant biology. 2010 Jun; 10(?):106. doi: 10.1186/1471-2229-10-106. [PMID: 20540781]
  • Christopher I Keeling, Harpreet K Dullat, Mack Yuen, Steven G Ralph, Sharon Jancsik, Jörg Bohlmann. Identification and functional characterization of monofunctional ent-copalyl diphosphate and ent-kaurene synthases in white spruce reveal different patterns for diterpene synthase evolution for primary and secondary metabolism in gymnosperms. Plant physiology. 2010 Mar; 152(3):1197-208. doi: 10.1104/pp.109.151456. [PMID: 20044448]
  • Tsuyoshi Goto, Nobuyuki Takahashi, Shizuka Hirai, Teruo Kawada. Various Terpenoids Derived from Herbal and Dietary Plants Function as PPAR Modulators and Regulate Carbohydrate and Lipid Metabolism. PPAR research. 2010; 2010(?):483958. doi: 10.1155/2010/483958. [PMID: 20613991]
  • Shizuka Hirai, Nobuyuki Takahashi, Tsuyoshi Goto, Shan Lin, Taku Uemura, Rina Yu, Teruo Kawada. Functional food targeting the regulation of obesity-induced inflammatory responses and pathologies. Mediators of inflammation. 2010; 2010(?):367838. doi: 10.1155/2010/367838. [PMID: 20508825]
  • Mee Jung Jung, Hyun Ah Jung, Sam Sik Kang, Geum-Sook Hwang, Jae Sue Choi. A new abietic acid-type diterpene glucoside from the needles of Pinus densiflora. Archives of pharmacal research. 2009 Dec; 32(12):1699-704. doi: 10.1007/s12272-009-2206-x. [PMID: 20162397]
  • Shu-Lan Su, Jin-Ao Duan, Yu-Ping Tang, Xu Zhang, Li Yu, Feng-Rong Jiang, Wei Zhou, Dan Luo, An-Wei Ding. Isolation and biological activities of neomyrrhaol and other terpenes from the resin of Commiphora myrrha. Planta medica. 2009 Mar; 75(4):351-5. doi: 10.1055/s-0028-1112214. [PMID: 19101885]
  • Volodymyr Samoylenko, D Chuck Dunbar, Md Abdul Gafur, Shabana I Khan, Samir A Ross, Jaber S Mossa, Farouk S El-Feraly, Babu L Tekwani, Jan Bosselaers, Ilias Muhammad. Antiparasitic, nematicidal and antifouling constituents from Juniperus berries. Phytotherapy research : PTR. 2008 Dec; 22(12):1570-6. doi: 10.1002/ptr.2460. [PMID: 19067375]
  • Ulrika Nilsson, Naghmeh Berglund, Fredrik Lindahl, Sara Axelsson, Theres Redeby, Pia Lassen, Ann-Therese Karlberg. SPE and HPLC/UV of resin acids in colophonium-containing products. Journal of separation science. 2008 Aug; 31(15):2784-90. doi: 10.1002/jssc.200800210. [PMID: 18666177]
  • Naoko Yoshida, Tappei Takada, Yoshikazu Yamamura, Isao Adachi, Hiroshi Suzuki, Junichi Kawakami. Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1206-11. doi: 10.1124/dmd.107.019513. [PMID: 18436619]
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