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Taxanes from Shells and Leaves of Corylus avellana

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Department of Translational Oncology, National Institute for Cancer Research, IST, Genova, Italy, Department of Experimental Medicine, Center of Excellence for Biomedical Research, and Department of Pharmaceutical Sciences, University of Genova, Genova, Italy, and Laboratory of Plant and Pharmaceutical Biotechnology, Advanced Biotechnology Center, Genova, Italy
* Corresponding author. Tel: ++390105737238. Fax: ++390105737237. E-mail: [email protected]
†National Institute for Cancer Research, IST.
‡University of Genova.
⊥Advanced Biotechnology Center.
Cite this: J. Nat. Prod. 2008, 71, 1, 58–60
Publication Date (Web):December 29, 2007
https://doi.org/10.1021/np0704046
Copyright © 2008 The American Chemical Society and American Society of Pharmacognosy
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    Abstract

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    Paclitaxel is an effective antineoplastic agent originally extracted in low yield from the bark of Taxus brevifolia. Although it was generally considered a particular metabolite of Taxus sp., paclitaxel was recently found in hazel cell cultures. The aim of the present work was to verify whether hazel differentiated tissues could be used as a commercial source of paclitaxel and other taxanes. Thus, shells and leaves of hazel plants were analyzed by ELISA and HPLC-MS. Both shell and leaf extracts contained taxanes. Among these, paclitaxel, 10-deacetylbaccatin III, baccatin III, paclitaxel C, and 7-epipaclitaxel were identified and quantified. Hazel extracts also showed biological activity, inhibiting metaphase to anaphase transition in a human tumor cell line. The level of total taxanes in leaves was higher than in shells collected in the same period from the same plants. However, the finding of these compounds in shells, which are considered discarded material and are mass produced by many food industries, is of interest for the future availability of paclitaxel and other antineoplastic compounds.

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    6. Rosario Nicoletti, Beata Zimowska. Endophytic fungi of hazelnut (Corylus avellana). Plant Protection Science 2023, 59 (2) , 107-123. https://doi.org/10.17221/133/2022-PPS
    7. Valeria Sorrenti, Ilaria Burò, Valeria Consoli, Luca Vanella. Recent Advances in Health Benefits of Bioactive Compounds from Food Wastes and By-Products: Biochemical Aspects. International Journal of Molecular Sciences 2023, 24 (3) , 2019. https://doi.org/10.3390/ijms24032019
    8. Antia G. Pereira, Lucía Cassani, Paula Garcia-Oliveira, Paz Otero, Sepidar Mansoor, Javier Echave, Jianbo Xiao, J. Simal-Gándara, M. A. Prieto. Plant Alkaloids: Production, Extraction, and Potential Therapeutic Properties. 2023, 157-200. https://doi.org/10.1007/978-3-031-18587-8_6
    9. Deepak Das, Syed Shafi. Bioactivity-Guided Fractionation and Identification of Bioactive Molecules: A Basic Method in Drug Discovery. 2023, 41-78. https://doi.org/10.1007/978-981-19-7952-1_3
    10. Mina Salehi, Siamak Farhadi. Strategies for enhancing paclitaxel bioavailability for cancer treatment. 2022, 129-153. https://doi.org/10.1016/B978-0-323-90951-8.00006-0
    11. Enthai Ganeshan Jagan, Parth Sharma, Senthuran Sureshkumar, Mohan Pandi. Isolation of Taxol and Flavin-like fluorochrome from Endophytic Fungi of Mangifera indica. Journal of Pure and Applied Microbiology 2021, 15 (4) , 2195-2208. https://doi.org/10.22207/JPAM.15.4.43
    12. Mona Raeispour Shirazi, Sara Alsadat Rahpeyma, Sajad Rashidi Monfared, Jafar Zolala, Azadeh Lohrasbi-Nejad, . Identification and in-silico characterization of taxadien-5α-ol-O-acetyltransferase (TDAT) gene in Corylus avellana L.. PLOS ONE 2021, 16 (8) , e0256704. https://doi.org/10.1371/journal.pone.0256704
    13. Tuyelee Das, Uttpal Anand, Swaroop Kumar Pandey, Charles R. Ashby, Yehuda G. Assaraf, Zhe-Sheng Chen, Abhijit Dey. Therapeutic strategies to overcome taxane resistance in cancer. Drug Resistance Updates 2021, 55 , 100754. https://doi.org/10.1016/j.drup.2021.100754
    14. . Chemistry: Necessary for Sustainable Technology, but Not Sufficient. 2021, 247-329. https://doi.org/10.1039/BK9781788012058-00247
    15. Peter J. Blanco Carcache, Ermias Mekuria Addo, A. Douglas Kinghorn. Higher Plant Sources of Cancer Chemotherapeutic Agents and the Potential Role of Biotechnological Approaches for Their Supply. 2021, 545-581. https://doi.org/10.1007/978-3-030-74779-4_17
    16. Berkant Kayan, A. Murat Gizir, Dimitrios Kalderis. Ultrasonic-assisted extraction of 10-deacetylbaccatin III from Taxus baccata L.: optimization using response surface methodology. Journal of the Iranian Chemical Society 2021, 18 (1) , 37-45. https://doi.org/10.1007/s13738-020-02003-z
    17. Siamak Farhadi, Ahmad Moieni, Naser Safaie, Mohammad Sadegh Sabet, Mina Salehi. Fungal Cell Wall and Methyl-β–Cyclodextrin Synergistically Enhance Paclitaxel Biosynthesis and Secretion in Corylus avellana Cell Suspension Culture. Scientific Reports 2020, 10 (1) https://doi.org/10.1038/s41598-020-62196-4
    18. Mohammad Sabzehzari, Masoumeh Zeinali, Mohammad Reza Naghavi. Alternative sources and metabolic engineering of Taxol: Advances and future perspectives. Biotechnology Advances 2020, 43 , 107569. https://doi.org/10.1016/j.biotechadv.2020.107569
    19. Yanjie Liu, Xiaoyu Ma, Mengkai Zhou, Xiaoran Hao, Xudong Zhu. An effective method to produce 7-epitaxol from taxol in HCO3–. Bioorganic & Medicinal Chemistry Letters 2020, 30 (15) , 127285. https://doi.org/10.1016/j.bmcl.2020.127285
    20. Francesca Sansone, Teresa Mencherini, Patrizia Picerno, Maria Rosaria Lauro, Michele Cerrato, Rita Patrizia Aquino. Development of Health Products from Natural Sources. Current Medicinal Chemistry 2019, 26 (24) , 4606-4630. https://doi.org/10.2174/0929867325666180926152139
    21. Duan Ni, Na Liu, Chunquan Sheng. Allosteric Modulators of Protein–Protein Interactions (PPIs). 2019, 313-334. https://doi.org/10.1007/978-981-13-8719-7_13
    22. Roy Chowdhury Debjani, Kumar Chattopadhyay Swapan, Kanti Roy Subhash. Molecular phylogeny and genetic diversity studies of some potent endophytic fungi isolated from medicinal plants (Calotropis procera and Catharanthus roseus) using 18S rRNA and RAPD analysis. African Journal of Microbiology Research 2018, 12 (33) , 796-805. https://doi.org/10.5897/AJMR2018.8866
    23. Michael Wink, Flavia Botschen, Christina Gosmann, Holger Schäfer, Peter G. Waterman. Chemotaxonomy Seen from a Phylogenetic Perspective and Evolution of Secondary Metabolism. 2018, 364-433. https://doi.org/10.1002/9781119312994.apr0429
    24. Pavel Mucaji, Atanas G. Atanasov, Andrzej Bak, Violetta Kozik, Karolina Sieron, Mark Olsen, Weidong Pan, Yazhou Liu, Shengchao Hu, Junjie Lan, Norbert Haider, Robert Musiol, Jan Vanco, Marc Diederich, Seungwon Ji, Jan Zitko, Dongdong Wang, Danica Agbaba, Katarina Nikolic, Slavica Oljacic, Jelica Vucicevic, Daniela Jezova, Anna Tsantili-Kakoulidou, Fotios Tsopelas, Constantinos Giaginis, Teresa Kowalska, Mieczyslaw Sajewicz, Jerzy Silberring, Przemyslaw Mielczarek, Marek Smoluch, Izabela Jendrzejewska, Jaroslaw Polanski, Josef Jampilek. The Forty-Sixth Euro Congress on Drug Synthesis and Analysis: Snapshot †. Molecules 2017, 22 (11) , 1848. https://doi.org/10.3390/molecules22111848
    25. Songbo Xie, Jun Zhou. Harnessing Plant Biodiversity for the Discovery of Novel Anticancer Drugs Targeting Microtubules. Frontiers in Plant Science 2017, 8 https://doi.org/10.3389/fpls.2017.00720
    26. Ana Gallego, Isidoro Metón, Isabel V. Baanante, Jamal Ouazzani, Emilie Adelin, Javier Palazon, Mercedes Bonfill, Elisabeth Moyano. Viability-reducing activity of Coryllus avellana L. extracts against human cancer cell lines. Biomedicine & Pharmacotherapy 2017, 89 , 565-572. https://doi.org/10.1016/j.biopha.2017.02.046
    27. Ana Gallego, Sonia Malik, Morteza Yousefzadi, Abdullah Makhzoum, Jocelyne Tremouillaux-Guiller, Mercedes Bonfill. Taxol from Corylus avellana: paving the way for a new source of this anti-cancer drug. Plant Cell, Tissue and Organ Culture (PCTOC) 2017, 129 (1) , 1-16. https://doi.org/10.1007/s11240-016-1164-5
    28. Marco Leonti, Gary I. Stafford, Maja Dal Cero, Stefano Cabras, Maria Eugenia Castellanos, Laura Casu, Caroline S. Weckerle. Reverse ethnopharmacology and drug discovery. Journal of Ethnopharmacology 2017, 198 , 417-431. https://doi.org/10.1016/j.jep.2016.12.044
    29. A. N. M. Alamgir. Drugs: Their Natural, Synthetic, and Biosynthetic Sources. 2017, 105-123. https://doi.org/10.1007/978-3-319-63862-1_4
    30. W.A. Kukula-Koch, J. Widelski. Alkaloids. 2017, 163-198. https://doi.org/10.1016/B978-0-12-802104-0.00009-3
    31. Wenying Jiang, Shiling Yang, Xiaoxiao Yang, Ning Gu. Negative impacts of afforestation and economic forestry on the Chinese Loess Plateau and proposed solutions. Quaternary International 2016, 399 , 165-173. https://doi.org/10.1016/j.quaint.2015.04.011
    32. W. C. Liu, T. Gong, P. Zhu. Advances in exploring alternative Taxol sources. RSC Advances 2016, 6 (54) , 48800-48809. https://doi.org/10.1039/C6RA06640B
    33. Ana Gallego, Mercedes Bonfill, Rosa M. Cusido, Manuel Pastor, Javier Palazon, Elisabeth Moyano. Assessing factors that affect the growth of Corylus avellana cell suspension cultures: a statistical approach. In Vitro Cellular & Developmental Biology - Plant 2015, 51 (5) , 530-538. https://doi.org/10.1007/s11627-015-9693-x
    34. Sara‐Alsadat Rahpeyma, Ahmad Moieni, Mokhtar Jalali Javaran. Paclitaxel production is enhanced in suspension‐cultured hazel ( Corylus avellana  L.) cells by using a combination of sugar, precursor, and elicitor. Engineering in Life Sciences 2015, 15 (2) , 234-242. https://doi.org/10.1002/elsc.201400115
    35. Alicja Michalczyk, Anna Cieniecka-Rosłonkiewicz, Małgorzata Cholewińska. Plant endophytic fungi as a source of paclitaxel. Herba Polonica 2015, 60 (4) , 22-33. https://doi.org/10.1515/hepo-2015-0002
    36. Ana Gallego, Nicole Imseng, Mercedes Bonfill, Rosa M. Cusido, Javier Palazon, Regine Eibl, Elisabeth Moyano. Development of a hazel cell culture-based paclitaxel and baccatin III production process on a benchtop scale. Journal of Biotechnology 2015, 195 , 93-102. https://doi.org/10.1016/j.jbiotec.2014.12.023
    37. Ana Gallego, Olga Jáuregui, Elisabeth Moyano, Javier Palazón, Isidre Casals, Mercedes Bonfill. Optimization of a liquid chromatography-tandem mass spectrometry method for the quantification of traces of taxanes in a Corylus avellana cell suspension medium. RSC Advances 2015, 5 (23) , 17976-17983. https://doi.org/10.1039/C5RA00803D
    38. Yanfang Yang, Hainan Zhao, Roberto A Barrero, Baohong Zhang, Guiling Sun, Iain W Wilson, Fuliang Xie, Kevin D Walker, Joshua W Parks, Robert Bruce, Guangwu Guo, Li Chen, Yong Zhang, Xin Huang, Qi Tang, Hongwei Liu, Matthew I Bellgard, Deyou Qiu, Jinsheng Lai, Angela Hoffman. Genome sequencing and analysis of the paclitaxel-producing endophytic fungus Penicillium aurantiogriseum NRRL 62431. BMC Genomics 2014, 15 (1) https://doi.org/10.1186/1471-2164-15-69
    39. Şeref Akay, Güner Ekiz, Fatma Kocabaş, E. Esin Hameş-Kocabaş, Kemal S. Korkmaz, Erdal Bedir. A new 5,6-dihydro-2-pyrone derivative from Phomopsis amygdali, an endophytic fungus isolated from hazelnut (Corylus avellana). Phytochemistry Letters 2014, 7 , 93-96. https://doi.org/10.1016/j.phytol.2013.09.012
    40. Hui Ma, Zhiqiang Lu, Bingbing Liu, Qiang Qiu, Jianquan Liu. Transcriptome analyses of a Chinese hazelnut species Corylus mandshurica. BMC Plant Biology 2013, 13 (1) https://doi.org/10.1186/1471-2229-13-152
    41. Masoumeh Safari, Faezeh Ghanati, Mehrdad Behmanesh, Abazar Hajnorouzi, Bahareh Nahidian, Ghahremani Mina. Enhancement of antioxidant enzymes activity and expression of CAT and PAL genes in hazel (Corylus avellana L.) cells in response to low-intensity ultrasound. Acta Physiologiae Plantarum 2013, 35 (9) , 2847-2855. https://doi.org/10.1007/s11738-013-1318-6
    42. Ebrahim Bemani, Faezeh Ghanati, Ayatollah Rezaei, Mitra Jamshidi. Effect of phenylalanine on Taxol production and antioxidant activity of extracts of suspension-cultured hazel (Corylus avellana L.) cells. Journal of Natural Medicines 2013, 67 (3) , 446-451. https://doi.org/10.1007/s11418-012-0696-1
    43. Wenying Jiang, Yufen Cheng, Xiaoxiao Yang, Shiling Yang, . Chinese Loess Plateau vegetation since the Last Glacial Maximum and its implications for vegetation restoration. Journal of Applied Ecology 2013, 50 (2) , 440-448. https://doi.org/10.1111/1365-2664.12052
    44. M. Heinrich. Ethnopharmacology and Drug Discovery. 2013https://doi.org/10.1016/B978-0-12-409547-2.02773-6
    45. . Taxaceae A.Gray. 2012, 1177-1185. https://doi.org/10.1002/9781118413425.ch70
    46. Masoumeh Safari, Faezeh Ghanati, Abazar Hajnoruzi, Ayatollah Rezaei, Parviz Abdolmaleki, Manigeh Mokhtari-Dizaji. Maintenance of membrane integrity and increase of taxanes production in hazel (Corylus avellana L.) cells induced by low-intensity ultrasound. Biotechnology Letters 2012, 34 (6) , 1137-1141. https://doi.org/10.1007/s10529-012-0865-z
    47. Mariangela Miele, Anna Maria Mumot, Achille Zappa, Paolo Romano, Laura Ottaggio. Hazel and other sources of paclitaxel and related compounds. Phytochemistry Reviews 2012, 11 (2-3) , 211-225. https://doi.org/10.1007/s11101-012-9234-8
    48. T. K. Lim. Corylus avellana. 2012, 471-479. https://doi.org/10.1007/978-90-481-8661-7_63
    49. Ayatollah Rezaei, Faezeh Ghanati, Mehrdad Behmanesh, Manijhe Mokhtari-Dizaji. Ultrasound-Potentiated Salicylic Acid–Induced Physiological Effects and Production of Taxol in Hazelnut (Corylus Avellana L.) Cell Culture. Ultrasound in Medicine & Biology 2011, 37 (11) , 1938-1947. https://doi.org/10.1016/j.ultrasmedbio.2011.06.013
    50. Alireza Ghassempour, Hassan Rezadoost, Alireza Mashouf, Hassan Y. Aboul-Enein, Bernhard Spengler, Andreas Römpp. Monitoring of Paclitaxel, Taxine B and 10-Deacethylbaccatin III in Taxus baccata L. by Nano LC–FTMS and NMR Spectroscopy. Chromatographia 2010, 72 (9-10) , 833-839. https://doi.org/10.1365/s10337-010-1743-2
    51. Yechun Wang, Zhiqi Miao, Kexuan Tang. Molecular cloning and functional expression analysis of a new gene encoding geranylgeranyl diphosphate synthase from hazel (Corylus avellana L. Gasaway). Molecular Biology Reports 2010, 37 (7) , 3439-3444. https://doi.org/10.1007/s11033-009-9935-2
    52. Michael Heinrich. Ethnopharmacology and Drug Discovery. 2010, 351-381. https://doi.org/10.1016/B978-008045382-8.00666-3
    53. Z. Abbasin, S. Zamani, S. Movahedi, G. Khaksar, B.E. Sayed Tabatabaei. In Vitro Micropropagation of Yew (Taxus Baccata) and Production of Plantlets. Biotechnology(Faisalabad) 2009, 9 (1) , 48-54. https://doi.org/10.3923/biotech.2010.48.54
    54. Giovanni Appendino, Federica Pollastro. Plants: Revamping the Oldest Source of Medicines with Modern Science. 2009, 140-173. https://doi.org/10.1039/9781847559890-00140
    55. Berkant Kayan, A. Murat Gizir. Co-solvent-Modified Supercritical Carbon Dioxide Extraction of 10-Deacetylbaccatin III from Needles of Taxus baccata L. Separation Science and Technology 2009, 44 (9) , 2004-2021. https://doi.org/10.1080/01496390902881105
    56. Sonny Larsson, Anders Backlund, Lars Bohlin. Reappraising a decade old explanatory model for pharmacognosy. Phytochemistry Letters 2008, 1 (3) , 131-134. https://doi.org/10.1016/j.phytol.2008.09.001
    57. Michael Wink. Plant Secondary Metabolism: Diversity, Function and its Evolution. Natural Product Communications 2008, 3 (8) , 1934578X0800300. https://doi.org/10.1177/1934578X0800300801
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