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Black Cohosh (Cimicifuga racemosa L.) Protects against Menadione-Induced DNA Damage through Scavenging of Reactive Oxygen Species:  Bioassay-Directed Isolation and Characterization of Active Principles

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Department of Medicinal Chemistry and Pharmacognosy and UIC/NIH Center for Botanical and Dietary Supplements Research, College of Pharmacy, 833 South Wood Street, and Department of Surgical Oncology, 840 South Wood Street, University of Illinois at Chicago, Chicago, Illinois 60612
Cite this: J. Agric. Food Chem. 2002, 50, 24, 7022–7028
Publication Date (Web):October 23, 2002
https://doi.org/10.1021/jf020725h
Copyright © 2002 American Chemical Society
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Abstract

The roots/rhizomes of Cimicifuga racemosa L. (Nutt.) (black cohosh) have traditionally been used to treat menopausal symptoms through an unknown mechanism of action. In an effort to determine if black cohosh had additional health benefits, methanol extracts were investigated for their potential to scavenge reactive oxygen species and to protect against menadione-induced DNA damage. These extracts effectively scavenged 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals. In addition, the extracts showed dose-dependent decreases in DNA single-strand breaks and oxidized bases induced by the quinone menadione using the comet (single-cell gel electrophoresis assay) and fragment length associated repair enzyme assays, respectively. Bioassay-directed fractionation of the methanolic extracts using the DPPH assay as a monitor led to the isolation of nine antioxidant active compounds:  caffeic acid (1), methyl caffeate (2), ferulic acid (3), isoferulic acid (4), fukinolic acid (5), cimicifugic acid A (6), cimicifugic acid B (7), cimicifugic acid F (8), cimiracemate A (9), and cimiracemate B (10). Six of these antioxidants were found to reduce menadione-induced DNA damage in cultured S30 breast cancer cells with the following order of potency:  methyl caffeate (2) > caffeic acid (1) > ferulic acid (3) > cimiracemate A (9) > cimiracemate B (10) > fukinolic acid (5). These data suggest that black cohosh can protect against cellular DNA damage caused by reactive oxygen species by acting as antioxidants.

Keywords: Cimicifuga racemosa (black cohosh, Actaea racemosa); single-cell gel electrophoresis assay (comet assay); menadione; antioxidant; reactive oxygen species

 Department of Medicinal Chemistry and Pharmacognosy and UIC/NIH Center for Botanical and Dietary Supplement Research.

 Department of Surgical Oncology.

*

 Author to whom correspondence should be addressed [telephone (312) 996-5280; fax (312) 966-7107; e-mail [email protected]].

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  2. Michael J. Zacuto, Robert F. Dunn, and Margaret Figus . One-Step Synthesis of 1-Chloro-3-arylacetone Derivatives from Arylacetic Acids. The Journal of Organic Chemistry 2014, 79 (18) , 8917-8925. https://doi.org/10.1021/jo5016486
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  5. Bei Jiang, James T. Lyles, Kurt A. Reynertson, Fredi Kronenberg and Edward J. Kennelly. Stability Evaluation of Selected Polyphenols and Triterpene Glycosides in Black Cohosh. Journal of Agricultural and Food Chemistry 2008, 56 (20) , 9510-9519. https://doi.org/10.1021/jf802481w
  6. Liang Zhou, Qing-Li Wu, James E. Simon, Chun-Yu Liu, Jun-Shan Yang, and Yong-Hong Liao. Phytochemistry and Quality Control of Black Cohosh (Actaea racemosa), Medicinal Cimicifuga Species and Their Derived Products. 2008,,, 59-99. https://doi.org/10.1021/bk-2008-0987.ch005
  7. Shao-Nong Chen,, David C. Lankin,, Dejan Nikolic,, Daniel S. Fabricant,, Zhi-Zhen Lu,, Benjamin Ramirez,, Richard B. van Breemen,, Harry H. S. Fong,, Norman R. Farnsworth, and, Guido F. Pauli. Chlorination Diversifies Cimicifuga racemosa Triterpene Glycosides. Journal of Natural Products 2007, 70 (6) , 1016-1023. https://doi.org/10.1021/np0700319
  8. Bei Jiang,, Fredi Kronenberg,, Paiboon Nuntanakorn,, Ming-Hua Qiu, and, Edward J. Kennelly. Evaluation of the Botanical Authenticity and Phytochemical Profile of Black Cohosh Products by High-Performance Liquid Chromatography with Selected Ion Monitoring Liquid Chromatography−Mass Spectrometry. Journal of Agricultural and Food Chemistry 2006, 54 (9) , 3242-3253. https://doi.org/10.1021/jf0606149
  9. Paiboon Nuntanakorn,, Bei Jiang,, Linda S. Einbond,, Hui Yang,, Fredi Kronenberg,, I. Bernard Weinstein, and, Edward J. Kennelly. Polyphenolic Constituents of Actaea racemosa. Journal of Natural Products 2006, 69 (3) , 314-318. https://doi.org/10.1021/np0501031
  10. Marian V. Eberhardt,, Kanta Kobira,, Anna-Sigrid Keck,, John A. Juvik, and, Elizabeth H. Jeffery. Correlation Analyses of Phytochemical Composition, Chemical, and Cellular Measures of Antioxidant Activity of Broccoli (Brassica oleracea L. Var. italica). Journal of Agricultural and Food Chemistry 2005, 53 (19) , 7421-7431. https://doi.org/10.1021/jf051495k
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  13. Yang Yu, Chong‐Ning Lv, Ru‐Lan Qin, Meng‐Ya Lv, Yang Li, Jin‐Cai Lu. Unique phenolic constituent in Cimicifuga dahurica (Turcz.) Maxim. through Box–Behnken design and response surface methodology. Journal of Separation Science 2019, 42 (15) , 2550-2560. https://doi.org/10.1002/jssc.201900274
  14. Da-Cheng Hao. Anticancer Chemodiversity of Ranunculaceae Medicinal Plants. 2019,,, 223-259. https://doi.org/10.1016/B978-0-12-814232-5.00006-X
  15. Ali M. El-Halawany, Hossam M. Abdallah, Ahmed R. Hamed, Hany Ezzat Khalil, Ameen M. Almohammadi. Phenolics from Barleria cristata var. Alba as carcinogenesis blockers against menadione cytotoxicity through induction and protection of quinone reductase. BMC Complementary and Alternative Medicine 2018, 18 (1) https://doi.org/10.1186/s12906-018-2214-9
  16. Yun-Meng Da, Kai-Yu Niu, Shu-Ya Liu, Ke Wang, Wen-Juan Wang, Jing Jia, Li-Hua Qin, Wen-Pei Bai. Does Cimicifuga racemosa have the effects like estrogen on the sublingual gland in ovariectomized rats?. Biological Research 2017, 50 (1) https://doi.org/10.1186/s40659-017-0115-x
  17. Ru-Lan Qin, Chong-Ning Lv, Ying Zhao, Yu-Dan Zhao, Yang Yu, Jin-Cai Lu. Assessment of phenolics contents and antioxidant properties in Cimicifuga dahurica (Turcz.) Maxim during drying process. Industrial Crops and Products 2017, 107 , 288-296. https://doi.org/10.1016/j.indcrop.2017.06.004
  18. Farshad Homayouni Moghadam, Mehrnaz Mesbah-Ardakani, Mohammad Hossein Nasr-Esfahani. Effects of Oleo Gum Resin of Ferula assa-foetida L. on Senescence in Human Dermal Fibroblasts. Journal of Pharmacopuncture 2017, 20 (3) , 213-219. https://doi.org/10.3831/KPI.2017.20.025
  19. Yaqing Guo, Tong Yin, Xiaoming Wang, Fan Zhang, Guixiang Pan, Hong Lv, Xianrui Wang, John Owoicho Orgah, Yan Zhu, Honghua Wu. Traditional uses, phytochemistry, pharmacology and toxicology of the genus Cimicifuga : A review. Journal of Ethnopharmacology 2017, 209 , 264-282. https://doi.org/10.1016/j.jep.2017.07.040
  20. Catherine Ulbricht, Regina C. Windsor. An Evidence-Based Systematic Review of Black cohosh ( Cimicifuga racemosa , Actaea racemosa ) by the Natural Standard Research Collaboration. Journal of Dietary Supplements 2015, 12 (3) , 265-358. https://doi.org/10.3109/19390211.2014.946731
  21. Yunmeng Da, Kaiyu Niu, Ke Wang, Guangxia Cui, Wenjuan Wang, Biao Jin, Yu Sun, Jing Jia, Lihua Qin, Wenpei Bai, . A Comparison of the Effects of Estrogen and Cimicifuga racemosa on the Lacrimal Gland and Submandibular Gland in Ovariectomized Rats. PLOS ONE 2015, 10 (3) , e0121470. https://doi.org/10.1371/journal.pone.0121470
  22. Dao-Lu Liu, Ying-Jie Li, Nan Yao, Jun Xu, Zhe-Sheng Chen, Anita Yiu, Cui-Xian Zhang, Wen-Cai Ye, Dong-Mei Zhang. Acerinol, a cyclolanstane triterpenoid from Cimicifuga acerina, reverses ABCB1-mediated multidrug resistance in HepG2/ADM and MCF-7/ADR cells. European Journal of Pharmacology 2014, 733 , 34-44. https://doi.org/10.1016/j.ejphar.2014.03.043
  23. Dan Li, Weibiao Cao. Role of intracellular calcium and NADPH oxidase NOX5-S in acid-induced DNA damage in Barrett's cells and Barrett's esophageal adenocarcinoma cells. American Journal of Physiology-Gastrointestinal and Liver Physiology 2014, 306 (10) , G863-G872. https://doi.org/10.1152/ajpgi.00321.2013
  24. Feng Qiu, James B. McAlpine, Elizabeth C. Krause, Shao-Nong Chen, Guido F. Pauli. Pharmacognosy of Black Cohosh: The Phytochemical and Biological Profile of a Major Botanical Dietary Supplement. 2014,,, 1-68. https://doi.org/10.1007/978-3-319-04900-7_1
  25. Birgit Dietz, Judy Bolton. Anti-Inflammatory Botanical Dietary Supplements for Women’s Health. 2013,,, 529-548. https://doi.org/10.1201/b15323-37
  26. Bettina Hofmann, Dieter Steinhilber. 5-Lipoxygenase inhibitors: a review of recent patents (2010 – 2012). Expert Opinion on Therapeutic Patents 2013, 23 (7) , 895-909. https://doi.org/10.1517/13543776.2013.791678
  27. . How to use the monographs. 2013,,, 353-961. https://doi.org/10.1016/B978-0-443-06992-5.00010-4
  28. Sung-Jin Lee, Hyun-Jin Ahn, Kung-Woo Nam, Kyeong-Ho Kim, Woong-Chon Mar. Effects of Rutaecarpine on Hydrogen Peroxide-Induced Apoptosis in Murine Hepa-1c1c7 Cells. Biomolecules and Therapeutics 2012, 20 (5) , 487-491. https://doi.org/10.4062/biomolther.2012.20.5.487
  29. Courtney S. Snelten, Birgit Dietz, Judy L. Bolton. Modulation of estrogen chemical carcinogenesis by botanical supplements used for postmenopausal women's health. Drug Discovery Today: Disease Mechanisms 2012, 9 (1-2) , e47-e54. https://doi.org/10.1016/j.ddmec.2012.11.001
  30. Dana Seidlova-Wuttke, Nicole Eder, Vera Stahnke, Markus Kammann, Günter Stecher, Jutta Haunschild, Johannes T. Wessels, Wolfgang Wuttke. Cimicifuga racemosa and its triterpene-saponins prevent the Metabolic Syndrome and deterioration of cartilage in the knee joint of ovariectomized rats by similar mechanisms. Phytomedicine 2012, 19 (8-9) , 846-853. https://doi.org/10.1016/j.phymed.2012.03.001
  31. Isao Nadaoka, Kazuki Watanabe, Masaaki Yasue, Manabu Sami, Yasushi Kitagawa, Yoshihiro Mimaki. Oral Administration of Cimicifuga racemosa Extract Attenuates Immobilization Stress-Induced Reactions. Natural Product Communications 2012, 7 (1) , 1934578X1200700. https://doi.org/10.1177/1934578X1200700107
  32. Martin J. Spiering, Lori A. Urban, Donald L. Nuss, Vivek Gopalan, Arlin Stoltzfus, Edward Eisenstein. Gene identification in black cohosh (Actaea racemosa L.): expressed sequence tag profiling and genetic screening yields candidate genes for production of bioactive secondary metabolites. Plant Cell Reports 2011, 30 (4) , 613-629. https://doi.org/10.1007/s00299-010-0979-5
  33. Willow J. H. Liu. Bioassays for Screening and Functional Elucidation of Herbal Medicines. 2010,,, 225-269. https://doi.org/10.1002/9780470921340.ch5
  34. R B van Breemen, W Liang, S Banuvar, L P Shulman, Y Pang, Y Tao, D Nikolic, K M Krock, D S Fabricant, S-N Chen, S Hedayat, J L Bolton, G F Pauli, C E Piersen, E C Krause, S E Geller, N R Farnsworth. Pharmacokinetics of 23-Epi-26-Deoxyactein in Women After Oral Administration of a Standardized Extract of Black Cohosh. Clinical Pharmacology & Therapeutics 2010, 87 (2) , 219-225. https://doi.org/10.1038/clpt.2009.251
  35. M. Dolores Juliá, Javier Ferrer, Francisco Quereda, Concepción Navarro, Carmen Menéndez, Nicolás Mendoza, Andrés Forteza, Camil Castelo-Branco, M. Jesús Cornellana, M. Jesús Cancelo, Estanislao Beltrán, Luis Ignacio Bachiller, Josep Allué, José Villero, Rafael Sánchez-Borrego, Santiago Palacios, Javier Haya, Magdalena Durán. Posicionamiento de la Asociación Española para el Estudio de la Menopausia sobre el uso clínico de la Cimicífuga racemosa en el climaterio. Progresos de Obstetricia y Ginecología 2009, 52 (12) , 712-721. https://doi.org/10.1016/S0304-5013(09)73055-9
  36. Norman R. Farnsworth, Gail B. Mahady. Research highlights from the UIC/NIH Center for Botanical Dietary Supplements Research for Women’s Health: Black cohosh from the field to the clinic. Pharmaceutical Biology 2009, 47 (8) , 755-760. https://doi.org/10.1080/13880200902988637
  37. Tanja Gödecke, Dejan Nikolic, David C. Lankin, Shao-Nong Chen, Sharla L. Powell, Birgit Dietz, Judy L. Bolton, Richard B. van Breemen, Norman R. Farnsworth, Guido F. Pauli. Phytochemistry of cimicifugic acids and associated bases in Cimicifuga racemosa root extracts. Phytochemical Analysis 2009, 20 (2) , 120-133. https://doi.org/10.1002/pca.1106
  38. Ana M. Marchionatti, Gabriela Picotto, Carmen J. Narvaez, JoEllen Welsh, Nori G. Tolosa de Talamoni. Antiproliferative action of menadione and 1,25(OH)2D3 on breast cancer cells. The Journal of Steroid Biochemistry and Molecular Biology 2009, 113 (3-5) , 227-232. https://doi.org/10.1016/j.jsbmb.2009.01.004
  39. Linda Saxe Einbond. Black Cohosh. 2009,,, 193-227. https://doi.org/10.1016/B978-0-12-374228-5.00011-1
  40. A.G. Silva, A.B. Brandão, R.S. Cacciari, W.H. Soares. Avanços na elucidação dos mecanismos de ação de Cimicifuga racemosa (L.) Nutt. nos sintomas do climatério. Revista Brasileira de Plantas Medicinais 2009, 11 (4) , 455-464. https://doi.org/10.1590/S1516-05722009000400015
  41. B. Muthuvelan, R. Balaji Raja. Studies on the efficiency of different extraction procedures on the anti microbial activity of selected medicinal plants. World Journal of Microbiology and Biotechnology 2008, https://doi.org/10.1007/s11274-008-9814-3
  42. Dominik Rachoń, Tina Vortherms, Dana Seidlová-Wuttke, Wolfgang Wuttke. Effects of black cohosh extract on body weight gain, intra-abdominal fat accumulation, plasma lipids and glucose tolerance in ovariectomized Sprague–Dawley rats. Maturitas 2008, 60 (3-4) , 209-215. https://doi.org/10.1016/j.maturitas.2008.06.001
  43. Norman R Farnsworth, Elizabeth C Krause, Judy L Bolton, Guido F Pauli, Richard B van Breemen, James G Graham. The University of Illinois at Chicago/National Institutes of Health Center for Botanical Dietary Supplements Research for Women's Health: from plant to clinical use. The American Journal of Clinical Nutrition 2008, 87 (2) , 504S-508S. https://doi.org/10.1093/ajcn/87.2.504S
  44. Rachel L. Ruhlen, Grace Y. Sun, Edward R. Sauter. Black Cohosh: Insights into its Mechanism(s) of Action. Integrative Medicine Insights 2008, 3 , 117863370800300. https://doi.org/10.4137/117863370800300002
  45. Anna Rita Bilia, Federico Eterno, Franco Francesco Vincieri. Black Cohosh and Climacteric Symptoms: Growing Knowledge about the Efficacy and Safety. Natural Product Communications 2007, 2 (10) , 1934578X0700201. https://doi.org/10.1177/1934578X0700201013
  46. Rishma Walji, Heather Boon, Emma Guns, Doreen Oneschuk, Jawaid Younus. Black cohosh (Cimicifuga racemosa [L.] Nutt.): safety and efficacy for cancer patients. Supportive Care in Cancer 2007, 15 (8) , 913-921. https://doi.org/10.1007/s00520-007-0286-z
  47. Samuel X. Qiu, Chun Dan, Li-Sheng Ding, Shulin Peng, Shao-Nong Chen, Norman R. Farnsworth, Jan Nolta, Michael L. Gross, Ping Zhou. A Triterpene Glycoside from Black Cohosh that Inhibits Osteoclastogenesis by Modulating RANKL and TNFα Signaling Pathways. Chemistry & Biology 2007, 14 (7) , 860-869. https://doi.org/10.1016/j.chembiol.2007.06.010
  48. Luis G. Valerio, Kirk B. Arvidson, Ronald F. Chanderbhan, Joseph F. Contrera. Prediction of rodent carcinogenic potential of naturally occurring chemicals in the human diet using high-throughput QSAR predictive modeling. Toxicology and Applied Pharmacology 2007, 222 (1) , 1-16. https://doi.org/10.1016/j.taap.2007.03.012
  49. Paiboon Nuntanakorn, Bei Jiang, Hui Yang, Miguel Cervantes-Cervantes, Fredi Kronenberg, Edward J. Kennelly. Analysis of polyphenolic compounds and radical scavenging activity of four AmericanActaea species. Phytochemical Analysis 2007, 18 (3) , 219-228. https://doi.org/10.1002/pca.975
  50. Timothy R. Rebbeck, Andrea B. Troxel, Sandra Norman, Greta R. Bunin, Angela DeMichele, Mona Baumgarten, Michelle Berlin, Rita Schinnar, Brian L. Strom. A retrospective case–control study of the use of hormone-related supplements and association with breast cancer. International Journal of Cancer 2007, 120 (7) , 1523-1528. https://doi.org/10.1002/ijc.22485
  51. Ken Wojcikowski, Lesley Stevenson, David Leach, Hans Wohlmuth, Glenda Gobe. Antioxidant Capacity of 55 Medicinal Herbs Traditionally Used to Treat The Urinary System: A Comparison Using A Sequential Three-Solvent Extraction Process. The Journal of Alternative and Complementary Medicine 2007, 13 (1) , 103-110. https://doi.org/10.1089/acm.2006.6122
  52. Satoru WATANABE, Ken HASHIMOTO, Hiroyuki TAZAKI, Yuzuri IWAMOTO, Naoko SHINOHARA, Kazue SATOH, Hiroshi SAKAGAMI. Radical Scavenging Activity and Inhibition of Macrophage NO Production by Fukinolic Acid, a Main Phenolic Constituent in Japanese Butterbur (Petasites japonicus). Food Science and Technology Research 2007, 13 (4) , 366-371. https://doi.org/10.3136/fstr.13.366
  53. Anna-Sigrid Keck, John W. Finley. Aqueous extracts of selenium-fertilized broccoli increase selenoprotein activity and inhibit DNA single-strand breaks, but decrease the activity of quinone reductase in Hepa 1c1c7 cells. Food and Chemical Toxicology 2006, 44 (5) , 695-703. https://doi.org/10.1016/j.fct.2005.10.002
  54. Sailendra Nichenametla, Todd Taruscio, Danny Barney, Jerry Exon. A Review of the Effects and Mechanisms of Polyphenolics in Cancer. Critical Reviews in Food Science and Nutrition 2006, 46 (2) , 161-183. https://doi.org/10.1080/10408390591000541
  55. Nancy L. Booth, Cassia R. Overk, Ping Yao, Joanna E. Burdette, Dejan Nikolic, Shao-Nong Chen, Judy L. Bolton, Richard B. van Breemen, Guido F. Pauli, Norman R. Farnsworth. The Chemical and Biologic Profile of a Red Clover ( Trifolium pratense L.) Phase II Clinical Extract. The Journal of Alternative and Complementary Medicine 2006, 12 (2) , 133-139. https://doi.org/10.1089/acm.2006.12.133
  56. Fu-Hsiung Lin, Jing-Yi Lin, Ravindra D. Gupta, Joshua A. Tournas, James A. Burch, M. Angelica Selim, Nancy A. Monteiro-Riviere, James M. Grichnik, Jan Zielinski, Sheldon R. Pinnell. Ferulic Acid Stabilizes a Solution of Vitamins C and E and Doubles its Photoprotection of Skin. Journal of Investigative Dermatology 2005, 125 (4) , 826-832. https://doi.org/10.1111/j.0022-202X.2005.23768.x
  57. Fabienne Fache, Nicolas Suzan, Olivier Piva. Total synthesis of cimiracemate B and analogs. Tetrahedron 2005, 61 (22) , 5261-5266. https://doi.org/10.1016/j.tet.2005.03.074
  58. Shao-Nong Chen, Daniel S. Fabricant, Guido F. Pauli, Harry H.S. Fong, Norman R. Farnsworth. Synthesis of Cimiracemate B, A Phenylpropanoid found in Cimicifuga racemosa. Natural Product Research 2005, 19 (3) , 287-290. https://doi.org/10.1080/14786410410001714650
  59. B. Jiang, H. Yang, P. Nuntanakorn, M.J. Balick, F. Kronenberg, E.J. Kennelly. The value of plant collections in ethnopharmacology: a case study of an 85-year-old black cohosh (Actaea racemosa L.) sample. Journal of Ethnopharmacology 2005, 96 (3) , 521-528. https://doi.org/10.1016/j.jep.2004.09.049
  60. G. Garrote, J.M. Cruz, A. Moure, H. Domı́nguez, J.C. Parajó. Antioxidant activity of byproducts from the hydrolytic processing of selected lignocellulosic materials. Trends in Food Science & Technology 2004, 15 (3-4) , 191-200. https://doi.org/10.1016/j.tifs.2003.09.016
  61. Linda Saxe Einbond, Masahito Shimizu, Danhua Xiao, Paiboon Nuntanakorn, Jin T.E. Lim, Masumi Suzui, Colette Seter, Thomas Pertel, Edward J. Kennelly, Fredi Kronenberg, I. Bernard Weinstein. Growth Inhibitory Activity of Extracts and Purified Components of Black Cohosh on Human Breast Cancer Cells. Breast Cancer Research and Treatment 2004, 83 (3) , 221-231. https://doi.org/10.1023/B:BREA.0000014043.56230.a3
  62. Chang Deok Kim, Won‐Kyung Lee, Min‐Ho Lee, Ho Song Cho, Yong Koo Lee, Seok‐Seon Roh. Inhibition of Mast Cell‐Dependent Allergy Reaction by Extract of Black Cohosh ( Cimicifuga racemosa ). Immunopharmacology and Immunotoxicology 2004, 26 (2) , 299-308. https://doi.org/10.1081/IPH-120037728
  63. Katarina Hostanska, Thomas Nisslein, Johannes Freudenstein, Juergen Reichling, Reinhard Saller. Evaluation of Cell Death Caused by Triterpene Glycosides and Phenolic Substances from Cimicifuga racemosa Extract in Human MCF-7 Breast Cancer Cells. Biological & Pharmaceutical Bulletin 2004, 27 (12) , 1970-1975. https://doi.org/10.1248/bpb.27.1970
  64. Eric Yarnell, Kathy Abascal. Herbal Medicine for Treating Menopausal Symptoms. Alternative and Complementary Therapies 2003, 9 (6) , 299-306. https://doi.org/10.1089/107628003322658566
  65. Colleen E. Piersen. Phytoestrogens in Botanical Dietary Supplements: Implications for Cancer. Integrative Cancer Therapies 2003, 2 (2) , 120-138. https://doi.org/10.1177/1534735403002002004
  66. Philippe Cotelle, Hervé Vezin. The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans. Tetrahedron Letters 2003, 44 (16) , 3289-3292. https://doi.org/10.1016/S0040-4039(03)00584-7

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