Hederagenin (BioDeep_00000230310)

   

natural product PANOMIX_OTCML-2023


代谢物信息卡片


(4AS,6AS,6BR,8AR,9R,10S,12AR,12BR,14BS)-10-HYDROXY-9-(HYDROXYMETHYL)-2,2,6A,6B,9,12A-HEXAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID

化学式: C30H48O4 (472.3552408)
中文名称: 常春藤皂苷元
谱图信息: 最多检出来源 Viridiplantae(plant) 0.24%

分子结构信息

SMILES: C(=C53)CC([H])(C(C3(C)CCC(C5([H])4)(CCC(C4)(C)C)C(O)=O)(C)2)C(C)(C(CC2)([H])1)CCC(C(CO)1C)O
InChI: InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1

描述信息

Hederagenin is a sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a dihydroxy monocarboxylic acid and a sapogenin. It is functionally related to an oleanolic acid. It is a conjugate acid of a hederagenin(1-). It derives from a hydride of an oleanane.
Hederagenin is a natural product found in Zygophyllum obliquum, Sapindus emarginatus, and other organisms with data available.
See also: Paeonia lactiflora root (part of); Caulophyllum robustum Root (part of); Medicago sativa whole (part of).
A sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer).
Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation.
Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation.

同义名列表

32 个代谢物同义名

(4AS,6AS,6BR,8AR,9R,10S,12AR,12BR,14BS)-10-HYDROXY-9-(HYDROXYMETHYL)-2,2,6A,6B,9,12A-HEXAMETHYL-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-4A-CARBOXYLIC ACID; (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid; (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylicacid; Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3.beta.,4.alpha.)-; Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3-beta,4-alpha)-; Olean-12-en-28-oic acid, 3-beta,23-dihydroxy-(6CI,7CI,8CI); Olean-12-en-28-oic acid,23-dihydroxy-, (3.beta.,4.alpha.)-; Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3beta,4alpha)-; (3-beta,4-alpha)-3,23-Dihydroxyolean-12-en-28-oic acid; (3beta,4alpha)-3,23-Dihydroxyolean-12-en-28-oic acid; 3beta,4alpha-3,23-Dihydroxyolean-12-en-28-oic Acid; Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3b,4a)-; Olean-12-en-28-oic acid, 3.beta.,23-dihydroxy-; (3beta)-3,23-dihydroxyolean-12-en-28-oic acid; Olean-12-en-28-oic acid, 3-beta,23-dihydroxy-; Olean-12-en-28-oic acid, 3beta,23-dihydroxy-; 3ss,4a-3,23-Dihydroxyolean-12-en-28-oicAcid; Olean-12-en-28-oic acid,23-dihydroxy-; Hederagenin, >=97\\% (HPLC); 4-epi-hederagenin; HEDERAGENIN, (+)-; cyclocaric acid A; Astrantiagenin E; Hederagenic acid; HEDERAGENIN [MI]; Hederagenin,(S); UNII-RQF57J8212; Caulosapogenin; Hederagenine; Hederagenol; Hederagenin; RQF57J8212



数据库引用编号

25 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)

294 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

  • Yinting Chen, Christine Lafleur, Ryan J Smith, Diljot Kaur, Brian T Driscoll, Jacqueline C Bede. Trichoplusia ni Transcriptomic Responses to the Phytosaponin Aglycone Hederagenin: Sex-Related Differences. Journal of chemical ecology. 2024 Apr; 50(3-4):168-184. doi: 10.1007/s10886-024-01482-1. [PMID: 38443712]
  • Zixuan Han, Weiwei Ren, Xiaojuan Liu, Nan Lin, Jialin Qu, Xuchang Duan, Bin Liu. Hypoglycemic activity of immature persimmon (Diospyros kaki Thunb.) extracts and its inhibition mechanism for α-amylase and α-glucosidase. International journal of biological macromolecules. 2024 Feb; 257(Pt 2):128616. doi: 10.1016/j.ijbiomac.2023.128616. [PMID: 38070815]
  • Fang Su, Xin Sui, Jiabao Xu, Qingling Liu, Junfeng Li, Wenhong Liu, Ye Xu, Zhiqian Zhang, Fangfang Tao. Hederagenin suppresses ovarian cancer via targeting mitochondrial fission through dynamin-related protein 1. European journal of pharmacology. 2024 Jan; 963(?):176188. doi: 10.1016/j.ejphar.2023.176188. [PMID: 37951490]
  • Xiaojian Yin, Yaping Xiang, Feng-Qing Huang, Yahui Chen, Hengwu Ding, Jinfa Du, Xiaojie Chen, Xiaoxiao Wang, Xinru Wei, Yuan-Yuan Cai, Wen Gao, Dongshu Guo, Raphael N Alolga, Xianzhao Kan, Baolong Zhang, Gerardo Alejo-Jacuinde, Ping Li, Lam-Son Phan Tran, Luis Herrera-Estrella, Xu Lu, Lian-Wen Qi. Comparative genomics of the medicinal plants Lonicera macranthoides and L. japonica provides insight into genus genome evolution and hederagenin-based saponin biosynthesis. Plant biotechnology journal. 2023 Jul; ?(?):. doi: 10.1111/pbi.14123. [PMID: 37449344]
  • Jian Jia, Ling-Hui Xu, Chong Deng, Xia Zhong, Ke-Huan Xie, Rang-Yue Han, Hong-Wei Su, Rui-Zhi Tan, Li Wang. Hederagenin ameliorates renal fibrosis in chronic kidney disease through blocking ISG15 regulated JAK/STAT signaling. International immunopharmacology. 2023 May; 118(?):110122. doi: 10.1016/j.intimp.2023.110122. [PMID: 37023701]
  • Yue Shen, Li Teng, Yuhan Qu, Yuehui Huang, Yi Peng, Min Tang, Qiang Fu. Hederagenin Suppresses Inflammation and Cartilage Degradation to Ameliorate the Progression of Osteoarthritis: An In vivo and In vitro Study. Inflammation. 2023 Apr; 46(2):655-678. doi: 10.1007/s10753-022-01763-5. [PMID: 36348189]
  • Ke-Huan Xie, Xiao-Heng Liu, Jian Jia, Xia Zhong, Rang-Yue Han, Rui-Zhi Tan, Li Wang. Hederagenin ameliorates cisplatin-induced acute kidney injury via inhibiting long non-coding RNA A330074k22Rik/Axin2/β-catenin signalling pathway. International immunopharmacology. 2022 Nov; 112(?):109247. doi: 10.1016/j.intimp.2022.109247. [PMID: 36155281]
  • S P Piragauta, J L Higuita-Castro, N Arbeláez, A M Restrepo, R Archbold, W Quiñones, F Torres, F Echeverri, G Escobar, I D Vélez, A Montoya, S M Robledo. Utility of the combination of hederagenin glucoside saponins and chromane hydrazone in the topical treatment of canine cutaneous leishmaniasis. An observational study. Parasitology research. 2022 May; 121(5):1419-1428. doi: 10.1007/s00436-022-07467-x. [PMID: 35179617]
  • Wei Yang, Lijuan He. The protective effect of hederagenin on renal fibrosis by targeting muscarinic acetylcholine receptor. Bioengineered. 2022 04; 13(4):8689-8698. doi: 10.1080/21655979.2022.2054596. [PMID: 35322725]
  • Su-Jin Baek, Haeseung Lee, Sang-Min Park, Musun Park, Jin-Mu Yi, No Soo Kim, Aeyung Kim, Seongwon Cha. Identification of a novel anticancer mechanism of Paeoniae Radix extracts based on systematic transcriptome analysis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Apr; 148(?):112748. doi: 10.1016/j.biopha.2022.112748. [PMID: 35219117]
  • Hao Sun, Dan Wang, Mengjin Xu, Yi Gao, Fan Li. Methodological Verification-based Screening of the Representative Ingredients for Traditional Chinese Medicine: Taking Astragalus as an Example for Interfering with Cervical Cancer. Current computer-aided drug design. 2022; 18(5):347-362. doi: 10.2174/1573409918666220823120304. [PMID: 36017857]
  • Meng Yang, Jing Wang, Qiaoling Wang. Hederagenin Exerts Potential Antilipemic Effect via p38MAPK Pathway in Oleic Acid-induced HepG2 cells and in Hyperlipidemic Rats. Anais da Academia Brasileira de Ciencias. 2022; 94(4):e20201909. doi: 10.1590/0001-3765202220201909. [PMID: 36102390]
  • Armand Emmanuel Moffi Biang, Lin Marcellin Messi, Eutrophe Le Doux Kamto, Line Made Simo, Pierre Lavedan, Marc Vedrenne, Josephine Ngo Mbing, Dieudonné Emmanuel Pegnyemb, Mohamed Haddad, Olivier Placide Noté. Triterpenoid saponins and others glycosides from the stem barks of Pancovia turbinata Radlk. Carbohydrate research. 2021 Oct; 508(?):108393. doi: 10.1016/j.carres.2021.108393. [PMID: 34273843]
  • Liu Liu, Haobin Li, Kaiwen Hu, Qinglong Xu, Xiaoan Wen, Keguang Cheng, Caiping Chen, Haoliang Yuan, Liang Dai, Hongbin Sun. Synthesis and anti-inflammatory activity of saponin derivatives of δ-oleanolic acid. European journal of medicinal chemistry. 2021 Jan; 209(?):112932. doi: 10.1016/j.ejmech.2020.112932. [PMID: 33131725]
  • Wenjing Ma, Qingsong Huang, Guofu Xiong, Lijun Deng, Yan He. The protective effect of Hederagenin on pulmonary fibrosis by regulating the Ras/JNK/NFAT4 axis in rats. Bioscience, biotechnology, and biochemistry. 2020 Jun; 84(6):1131-1138. doi: 10.1080/09168451.2020.1721263. [PMID: 32024440]
  • Khadija El Hazzam, Jawhar Hafsa, Mansour Sobeh, Manal Mhada, Moha Taourirte, Kamal El Kacimi, Abdelaziz Yasri. An Insight into Saponins from Quinoa (Chenopodium quinoa Willd): A Review. Molecules (Basel, Switzerland). 2020 Feb; 25(5):. doi: 10.3390/molecules25051059. [PMID: 32120971]
  • Muhammad Akhtar, Aftab Shaukat, Arshad Zahoor, Yu Chen, Ying Wang, Mei Yang, Talha Umar, Mengyao Guo, Ganzhen Deng. Anti-inflammatory effects of Hederacoside-C on Staphylococcus aureus induced inflammation via TLRs and their downstream signal pathway in vivo and in vitro. Microbial pathogenesis. 2019 Dec; 137(?):103767. doi: 10.1016/j.micpath.2019.103767. [PMID: 31580956]
  • Qing Liu, Bekzod Khakimov, Pablo D Cárdenas, Federico Cozzi, Carl Erik Olsen, Karen Rysbjerg Jensen, Thure Pavlo Hauser, Søren Bak. The cytochrome P450 CYP72A552 is key to production of hederagenin-based saponins that mediate plant defense against herbivores. The New phytologist. 2019 05; 222(3):1599-1609. doi: 10.1111/nph.15689. [PMID: 30661245]
  • Wojciech Karlik, Magdalena Chłopecka, Magdalena Bamburowicz-Klimkowska, Marta Mendel. Modulations of bovine hepatic microsomal metabolism of benzimidazoles by secondary plant metabolites. Journal of veterinary pharmacology and therapeutics. 2019 Mar; 42(2):222-229. doi: 10.1111/jvp.12727. [PMID: 30474118]
  • Xiao-Lin Ma, Wei-Xian Li, Dong Wang, Fu-Ping Lu, Zhu-Bo Dai, Xue-Li Zhang. [Biosynthesis analysis of hederagenin pathway and its construction in yeast cells]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2018 May; 43(9):1844-1850. doi: 10.19540/j.cnki.cjcmm.20180307.008. [PMID: 29902895]
  • Pernille Østerbye Erthmann, Niels Agerbirk, Søren Bak. A tandem array of UDP-glycosyltransferases from the UGT73C subfamily glycosylate sapogenins, forming a spectrum of mono- and bisdesmosidic saponins. Plant molecular biology. 2018 May; 97(1-2):37-55. doi: 10.1007/s11103-018-0723-z. [PMID: 29603041]
  • M Mendel, M Chłopecka, N Dziekan, W Karlik. Interactions between erythromycin, flunixin meglumine, levamisole and plant secondary metabolites towards bovine gastrointestinal motility-in vitro study. Journal of veterinary pharmacology and therapeutics. 2018 Apr; 41(2):281-291. doi: 10.1111/jvp.12455. [PMID: 28913883]
  • Jung Yeon Han, Ju-Hyeon Chun, Se Ah Oh, Seong-Bum Park, Hwan-Su Hwang, Hyoshin Lee, Yong Eui Choi. Transcriptomic Analysis of Kalopanax septemlobus and Characterization of KsBAS, CYP716A94 and CYP72A397 Genes Involved in Hederagenin Saponin Biosynthesis. Plant & cell physiology. 2018 Feb; 59(2):319-330. doi: 10.1093/pcp/pcx188. [PMID: 29186583]
  • Diego Rodríguez-Hernández, Luiz C A Barbosa, Antonio J Demuner, Amalyn Nain-Perez, Sebastião R Ferreira, Ricardo T Fujiwara, Raquel M de Almeida, Lucie Heller, René Csuk. Leishmanicidal and cytotoxic activity of hederagenin-bistriazolyl derivatives. European journal of medicinal chemistry. 2017 Nov; 140(?):624-635. doi: 10.1016/j.ejmech.2017.09.045. [PMID: 29024910]
  • Xiaohang Tong, Li Han, Huaqing Duan, Yaru Cui, Yulin Feng, Yongming Zhu, Zhong Chen, Shilin Yang. The derivatives of Pulsatilla saponin A, a bioactive compound from Pulsatilla chinensis: Their synthesis, cytotoxicity, haemolytic toxicity and mechanism of action. European journal of medicinal chemistry. 2017 Mar; 129(?):325-336. doi: 10.1016/j.ejmech.2017.02.025. [PMID: 28237662]
  • Heng Zhang, Fanbo Jing, Zonglin Zhang. Development and validation of a quantification method for oleanolic acid and hederagenin in rat plasma: application to the pharmacokinetic study. Biomedical chromatography : BMC. 2017 Feb; 31(2):. doi: 10.1002/bmc.3801. [PMID: 27465077]
  • An-Guo Wu, Wu Zeng, Vincent Kam-Wai Wong, Yi-Zhun Zhu, Amy C Y Lo, Liang Liu, Betty Yuen-Kwan Law. Hederagenin and α-hederin promote degradation of proteins in neurodegenerative diseases and improve motor deficits in MPTP-mice. Pharmacological research. 2017 01; 115(?):25-44. doi: 10.1016/j.phrs.2016.11.002. [PMID: 27838509]
  • Bekzod Khakimov, Li Hong Tseng, Markus Godejohann, Søren Bak, Søren Balling Engelsen. Screening for Triterpenoid Saponins in Plants Using Hyphenated Analytical Platforms. Molecules (Basel, Switzerland). 2016 Nov; 21(12):. doi: 10.3390/molecules21121614. [PMID: 27886152]
  • Abdelmalek Rezgui, Anne-Claire Mitaine-Offer, Tomofumi Miyamoto, Chiaki Tanaka, Stéphanie Delemasure, Patrick Dutartre, Marie-Aleth Lacaille-Dubois. Oleanolic acid and hederagenin glycosides from Weigela stelzneri. Phytochemistry. 2016 Mar; 123(?):40-7. doi: 10.1016/j.phytochem.2015.12.016. [PMID: 26805449]
  • Ying Gao, Chunnian He, Wu Bi, Guofan Wu, Elliot Altman. Bioassay Guided Fractionation Identified Hederagenin as a Major Cytotoxic Agent from Cyclocarya paliurus Leaves. Planta medica. 2016 Jan; 82(1-2):171-9. doi: 10.1055/s-0035-1557900. [PMID: 26393939]
  • Chul Won Lee, Sang Mi Park, Rongjie Zhao, Chu Lee, Wonjoo Chun, Yonghae Son, Sung Hun Kim, Ji Yun Jung, Kyung Hwan Jegal, Il Je Cho, Sae Kwang Ku, Young Woo Kim, Seong A Ju, Sang Chan Kim, Won G An. Hederagenin, a major component of Clematis mandshurica Ruprecht root, attenuates inflammatory responses in RAW 264.7 cells and in mice. International immunopharmacology. 2015 Dec; 29(2):528-537. doi: 10.1016/j.intimp.2015.10.002. [PMID: 26481049]
  • Yuan-zhi Yao, Sheng-hua Li. [Chemical Constituents from Angelica keiskei]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Aug; 38(8):1656-60. doi: . [PMID: 26983239]
  • Qiang Wei, Zhen Qiu, Fei Xu, Qian-rong Li, Hao Yin. [Chemical Components from Leaves of Fatsia japonica and Their Antitumor Activities in vitro]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Apr; 38(4):745-50. doi: . [PMID: 26672339]
  • Guy Sedar Singor Njateng, Zhizhi Du, Donatien Gatsing, Arno Rusel Nanfack Donfack, Michel Feussi Talla, Hippolyte Kamdem Wabo, Pierre Tane, Raymond Simplice Mouokeu, Xiaodong Luo, Jules-Roger Kuiate. Antifungal properties of a new terpernoid saponin and other compounds from the stem bark of Polyscias fulva Hiern (Araliaceae). BMC complementary and alternative medicine. 2015 Feb; 15(?):25. doi: 10.1186/s12906-015-0541-7. [PMID: 25880310]
  • Matthew E Wright, Jonathan Byrd, Chunnian He, Norma Dunlap. Synthesis of cyclocaric acid A and comparison to material from Cyclocarya paliurus. Journal of natural products. 2014 Nov; 77(11):2566-9. doi: 10.1021/np500575q. [PMID: 25340252]
  • Liang Yan, Xiaolin Yang, Zhaoqing Meng, Yongliang Yuan, Wei Xiao, Zhenzhong Wang, Wenze Huang, Zhonglin Yang, Chunfeng Zhang. Simultaneous quantification of Akebia saponin D and its five metabolites in human intestinal bacteria using ultra-performance liquid chromatography triple quadrupole mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Nov; 971(?):81-8. doi: 10.1016/j.jchromb.2014.09.013. [PMID: 25264916]
  • Bao-Xin-Zi Liu, Jin-Yong Zhou, Yu Li, Xi Zou, Jian Wu, Jun-Fei Gu, Jia-Rui Yuan, Bing-Jie Zhao, Liang Feng, Xiao-Bin Jia, Rui-Ping Wang. Hederagenin from the leaves of ivy (Hedera helix L.) induces apoptosis in human LoVo colon cells through the mitochondrial pathway. BMC complementary and alternative medicine. 2014 Oct; 14(?):412. doi: 10.1186/1472-6882-14-412. [PMID: 25342273]
  • Er-Wei Liu, Jia-Long Wang, Li-Feng Han, Yan-Xu Chang, Tao Wang, Yan Huo, Lei Wang, Xiu-Mei Gao. Pharmacokinetics study of asperosaponin VI and its metabolites cauloside A, HN saponin F and hederagenin. Journal of natural medicines. 2014 Jul; 68(3):488-97. doi: 10.1007/s11418-014-0821-4. [PMID: 24615060]
  • Giuseppina Negri, Rita Mattei, Fúlvio Rieli Mendes. Antinociceptive activity of the HPLC- and MS-standardized hydroethanolic extract of Pterodon emarginatus Vogel leaves. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Jul; 21(8-9):1062-9. doi: 10.1016/j.phymed.2014.04.009. [PMID: 24854569]
  • Zheng Zhang, Hang Feng, Zhe-Zhi Wang. [Accumulation dynamic of triterpenoid saponins in Akebia trifoliata stem]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Jul; 37(7):1130-3. doi: ". [PMID: 25566644]
  • Joseph Lorent, Laurence Lins, Òscar Domenech, Joelle Quetin-Leclercq, Robert Brasseur, Marie-Paule Mingeot-Leclercq. Domain formation and permeabilization induced by the saponin α-hederin and its aglycone hederagenin in a cholesterol-containing bilayer. Langmuir : the ACS journal of surfaces and colloids. 2014 Apr; 30(16):4556-69. doi: 10.1021/la4049902. [PMID: 24690040]
  • Joseph Lorent, Cécile S Le Duff, Joelle Quetin-Leclercq, Marie-Paule Mingeot-Leclercq. Induction of highly curved structures in relation to membrane permeabilization and budding by the triterpenoid saponins, α- and δ-Hederin. The Journal of biological chemistry. 2013 May; 288(20):14000-14017. doi: 10.1074/jbc.m112.407635. [PMID: 23530040]
  • Ery O Fukushima, Hikaru Seki, Satoru Sawai, Munenori Suzuki, Kiyoshi Ohyama, Kazuki Saito, Toshiya Muranaka. Combinatorial biosynthesis of legume natural and rare triterpenoids in engineered yeast. Plant & cell physiology. 2013 May; 54(5):740-9. doi: 10.1093/pcp/pct015. [PMID: 23378447]
  • Yao Su, Jin-Jin Xu, Jun-Long Bi, Yue-Hu Wang, Guang-Wan Hu, Jun Yang, Ge-Fen Yin, Chun-Lin Long. Chemical constituents of Arisaema franchetianum tubers. Journal of Asian natural products research. 2013; 15(1):71-7. doi: 10.1080/10286020.2012.723202. [PMID: 23106482]
  • Jörg M Augustin, Sylvia Drok, Tetsuro Shinoda, Kazutsuka Sanmiya, Jens Kvist Nielsen, Bekzod Khakimov, Carl Erik Olsen, Esben Halkjær Hansen, Vera Kuzina, Claus Thorn Ekstrøm, Thure Hauser, Søren Bak. UDP-glycosyltransferases from the UGT73C subfamily in Barbarea vulgaris catalyze sapogenin 3-O-glucosylation in saponin-mediated insect resistance. Plant physiology. 2012 Dec; 160(4):1881-95. doi: 10.1104/pp.112.202747. [PMID: 23027665]
  • Li-Jie Zhang, Jing-Jy Cheng, Chia-Ching Liao, Hui-Ling Cheng, Hung-Tse Huang, Li-Ming Yang Kuo, Yao-Haur Kuo. Triterpene acids from Euscaphis japonica and assessment of their cytotoxic and anti-NO activities. Planta medica. 2012 Sep; 78(14):1584-90. doi: 10.1055/s-0032-1315040. [PMID: 22814889]
  • Chen-Chen Zhu, Li Gao, Zhong-Xiang Zhao, Chao-Zhan Lin. Triterpenes from Callicarpa integerrima Champ. Yao xue xue bao = Acta pharmaceutica Sinica. 2012 Jan; 47(1):77-83. doi: ". [PMID: 22493809]
  • Zeng-Liang Jin, Nana Gao, Dan Zhou, Mu-Gen Chi, Xue-Mei Yang, Jiang-Ping Xu. The extracts of Fructus Akebiae, a preparation containing 90\% of the active ingredient hederagenin: serotonin, norepinephrine and dopamine reuptake inhibitor. Pharmacology, biochemistry, and behavior. 2012 Jan; 100(3):431-9. doi: 10.1016/j.pbb.2011.10.001. [PMID: 22005599]
  • He Zhu, Li Ding, Shailendra Shakya, Xiemin Qi, Linlin Hu, Xiaolin Yang, Zhonglin Yang. Simultaneous determination of asperosaponin VI and its active metabolite hederagenin in rat plasma by liquid chromatography-tandem mass spectrometry with positive/negative ion-switching electrospray ionization and its application in pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Nov; 879(30):3407-14. doi: 10.1016/j.jchromb.2011.09.014. [PMID: 21963276]
  • Teresa Mencherini, Patrizia Picerno, Michela Festa, Paola Russo, Anna Capasso, Rita Aquino. Triterpenoid constituents from the roots of Paeonia rockii ssp. rockii. Journal of natural products. 2011 Oct; 74(10):2116-21. doi: 10.1021/np200359v. [PMID: 21954959]
  • Tran H Quang, Nguyen T T Ngan, Chau V Minh, Phan V Kiem, Nguyen X Nhiem, Bui H Tai, Nguyen P Thao, Nguyen H Tung, Seok B Song, Young H Kim. Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus. Journal of natural products. 2011 Sep; 74(9):1908-15. doi: 10.1021/np200382s. [PMID: 21870831]
  • Xuemei Yang, Guoliang Li, Lingyun Chen, Cong Zhang, Xinxiang Wan, Jiangping Xu. Quantitative determination of hederagenin in rat plasma and cerebrospinal fluid by ultra fast liquid chromatography-tandem mass spectrometry method. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Jul; 879(21):1973-9. doi: 10.1016/j.jchromb.2011.05.029. [PMID: 21680262]
  • Qiang Fu, Ke Zan, Mingbo Zhao, Sixiang Zhou, Shepo Shi, Yong Jiang, Pengfei Tu. Triterpene saponins from Clematis chinensis and their potential anti-inflammatory activity. Journal of natural products. 2010 Jul; 73(7):1234-9. doi: 10.1021/np100057y. [PMID: 20540535]
  • Joong Hyung Cho, Ji Yun Lee, Sang Soo Sim, Wan Kyun Whang, Chang Jong Kim. Inhibitory effects of diterpene acids from root of Aralia cordata on IgE-mediated asthma in guinea pigs. Pulmonary pharmacology & therapeutics. 2010 Jun; 23(3):190-9. doi: 10.1016/j.pupt.2009.12.004. [PMID: 20060054]
  • Marina A Naoumkina, Luzia V Modolo, David V Huhman, Ewa Urbanczyk-Wochniak, Yuhong Tang, Lloyd W Sumner, Richard A Dixon. Genomic and coexpression analyses predict multiple genes involved in triterpene saponin biosynthesis in Medicago truncatula. The Plant cell. 2010 Mar; 22(3):850-66. doi: 10.1105/tpc.109.073270. [PMID: 20348429]
  • Jens K Nielsen, Tsuneatsu Nagao, Hikaru Okabe, Tetsuro Shinoda. Resistance in the plant, Barbarea vulgaris, and counter-adaptations in flea beetles mediated by saponins. Journal of chemical ecology. 2010 Mar; 36(3):277-85. doi: 10.1007/s10886-010-9758-6. [PMID: 20177743]
  • Vera Kuzina, Claus Thorn Ekstrøm, Sven Bode Andersen, Jens Kvist Nielsen, Carl Erik Olsen, Søren Bak. Identification of defense compounds in Barbarea vulgaris against the herbivore Phyllotreta nemorum by an ecometabolomic approach. Plant physiology. 2009 Dec; 151(4):1977-90. doi: 10.1104/pp.109.136952. [PMID: 19819983]
  • Qiongming Xu, Guoqing Chen, Jinying Fan, Mengjia Zhang, Xia Li, Shilin Yang, Xiaoran Li. [Chemical constituents of roots of Boehmeria nivea]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Oct; 34(20):2610-2. doi: ". [PMID: 20069903]
  • Yong-Qiang Zhou, Zhong-Lin Yang, Lei Xu, Ping Li, Yu-Zhu Hu. Akebia saponin D, a saponin component from Dipsacus asper Wall, protects PC 12 cells against amyloid-beta induced cytotoxicity. Cell biology international. 2009 Oct; 33(10):1102-10. doi: 10.1016/j.cellbi.2009.06.028. [PMID: 19615455]
  • Massimo Confalonieri, Maria Cammareri, Elisa Biazzi, Paola Pecchia, Manuel Pedro Salema Fevereiro, Alma Balestrazzi, Aldo Tava, Clara Conicella. Enhanced triterpene saponin biosynthesis and root nodulation in transgenic barrel medic (Medicago truncatula Gaertn.) expressing a novel beta-amyrin synthase (AsOXA1) gene. Plant biotechnology journal. 2009 Feb; 7(2):172-82. doi: 10.1111/j.1467-7652.2008.00385.x. [PMID: 19055609]
  • Abdulmagid Alabdul Magid, Laurence Voutquenne-Nazabadioko, Isabelle Renimel, Dominique Harakat, Christian Moretti, Catherine Lavaud. Triterpenoid saponins from the stem bark of Caryocar villosum. Phytochemistry. 2006 Oct; 67(19):2096-102. doi: 10.1016/j.phytochem.2006.07.009. [PMID: 16930644]
  • Guiyan Liu, Jian Zheng, Zhenxi Yu, Ji Zhang, Ruichao Lin. [Study on sterols and triterpenes from the stems of Akebia quinata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2005 Dec; 28(12):1060-2. doi: ". [PMID: 16568660]
  • Tran Manh Hung, WenYi Jin, Phuong Thien Thuong, Kyung Sik Song, Yeon Hee Seong, KiHwan Bae. Cytotoxic saponins from the root of Dipsacus asper Wall. Archives of pharmacal research. 2005 Sep; 28(9):1053-6. doi: 10.1007/bf02977401. [PMID: 16212237]
  • Jian-Hong Tao, Hui Sun, Xian-Tao Zhang, Xiao-Qi Zhang, Wen-Cai Ye, Shou-Xun Zhao. [Chemical constituents from rhizome of Pulsatilla dahurica]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Aug; 30(15):1166-8. doi: ". [PMID: 16201691]
  • Juthamanee Youkwan, Panida Srisomphot, Somyote Sutthivaiyakit. Bioactive constituents of the leaves of Phyllanthus polyphyllus var. siamensis. Journal of natural products. 2005 Jul; 68(7):1006-9. doi: 10.1021/np050001a. [PMID: 16038539]
  • Jongwon Choi, Hyun-Ju Jung, Kyung-Tae Lee, Hee-Juhn Park. Antinociceptive and anti-inflammatory effects of the saponin and sapogenins obtained from the stem of Akebia quinata. Journal of medicinal food. 2005; 8(1):78-85. doi: 10.1089/jmf.2005.8.78. [PMID: 15857214]
  • B K Mehta, Darshana Mehta, Amrita Itoriya. Structure elucidation by NMR spectroscopy of a new acetylated saponin from Centratherum anthelminticum. Carbohydrate research. 2004 Dec; 339(18):2871-4. doi: 10.1016/j.carres.2004.10.001. [PMID: 15582613]
  • Yvan Gaillard, Pierre Blaise, Alexandre Darré, Thierry Barbier, Gilbert Pépin. An unusual case of death: suffocation caused by leaves of common ivy (Hedera helix). Detection of hederacoside C, alpha-hederin, and hederagenin by LC-EI/MS-MS. Journal of analytical toxicology. 2003 May; 27(4):257-62. doi: 10.1093/jat/27.4.257. [PMID: 12820750]
  • Weidong He, Luc Van Puyvelde, Louis Maes, Jan Bosselaers, Norbert De Kimpe. Antitrichomonas in vitro activity of Cussonia holstii Engl. Natural product research. 2003 Apr; 17(2):127-33. doi: 10.1080/1478641031000103713. [PMID: 12713125]
  • M W Lee, S U Kim, D R Hahn. Antifungal activity of modified hederagenin glycosides from the leaves of Kalopanax pictum var. chinense. Biological & pharmaceutical bulletin. 2001 Jun; 24(6):718-9. doi: 10.1248/bpb.24.718. [PMID: 11411568]
  • H J Park, S H Kwon, J H Lee, K H Lee, K Miyamoto, K T Lee. Kalopanaxsaponin A is a basic saponin structure for the anti-tumor activity of hederagenin monodesmosides. Planta medica. 2001 Mar; 67(2):118-21. doi: 10.1055/s-2001-11516. [PMID: 11301855]
  • K T Lee, I C Sohn, H J Park, D W Kim, G O Jung, K Y Park. Essential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus. Planta medica. 2000 May; 66(4):329-32. doi: 10.1055/s-2000-8539. [PMID: 10865448]
  • S Y Kim, K H Son, H W Chang, S S Kang, H P Kim. Inhibition of mouse ear edema by steroidal and triterpenoid saponins. Archives of pharmacal research. 1999 Jun; 22(3):313-6. doi: 10.1007/bf02976370. [PMID: 10403138]
  • S R Oh, K Y Jung, K H Son, S H Park, I S Lee, K S Ahn, H K Lee. In vitro anticomplementary activity of hederagenin saponins isolated from roots of Dipsacus asper. Archives of pharmacal research. 1999 Jun; 22(3):317-9. doi: 10.1007/bf02976371. [PMID: 10403139]
  • K Kojima, X B Zhu, Y Ogihara. Saponins from Gliricidia sepium. Phytochemistry. 1998 Jul; 48(5):885-8. doi: 10.1016/s0031-9422(97)00977-1. [PMID: 9664712]
  • M Chen, W W Wu, O Sticher, D Nanz. Leonticins A-C, three octasaccharide saponins from Leontice kiangnanensis. Journal of natural products. 1996 Aug; 59(8):722-8. doi: 10.1021/np960185g. [PMID: 8792618]
  • A E Timbekova, M I Isaev, N K Abubakirov. Chemistry and biological activity of triterpenoid glycosides from Medicago sativa. Advances in experimental medicine and biology. 1996; 405(?):171-82. doi: 10.1007/978-1-4613-0413-5_14. [PMID: 8910703]
  • L Jayasinghe, H Shimada, N Hara, Y Fujimoto. Hederagenin glycosides from Pometia eximia. Phytochemistry. 1995 Oct; 40(3):891-7. doi: 10.1016/0031-9422(95)00360-j. [PMID: 7576458]