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Chemical constituents and antiangiogenic activity of Diplotropis purpurea(Rich.) Amshoff (Fabaceae)

    Dr. Taís Xavier Guimaraes

    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.

    OrcID https://orcid.org/0000-0002-4899-816X

    She holds a degree in Chemistry from the State University of Amazonas (2010), a master's degree in Biotechnology and Natural Resources of the Amazon from the State University of Amazonas (2012) and a PhD in Biotechnology from the Federal University of Amazonas (2019). She has experience in the area of ​​Bioprospecting, working mainly on the following topics: medicinal plants, cytotoxic activity, antimicrobial activity, phytocosmetics and plant extracts. She has professional experience at the National Institute for Amazonian Research, in research in the line of Bioprospecting of Biomolecules of Technological Interest for the development of Natural Products and Phytocosmetics with antimicrobial, antioxidant, depigmenting potential, and toxicity of biomolecules. She worked as a professor at the State University of Amazonas, teaching subjects such as Organic Synthesis, Inorganic Synthesis, Chemical Process Technology, among others. She is currently an entrepreneur in the Natural Cosmetics area, formulating products and teaching courses in the area.

    Dr. Nádia Cristina Falcão Bücker

    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.

    OrcID https://orcid.org/0009-0000-2154-5219

    Graduated in Pharmacy - Biochemistry from Universidade Paulista (2008) and participated in the Scientific Initiation Program at the National Institute of Amazonian Research - INPA (2004), in the Coordination of Natural Products Research, working in the area of ​​Phytochemistry, Bioprospecting of Medicinal Plants, Pharmacology and Toxicology. Master's degree in Pharmacy from the Federal University of Santa Catarina (2012). PhD in Pharmacy from the Federal University of Santa Catarina (2016). Working mainly in the investigation of cytotoxic/antiproliferative, angiogenic and antitumor activity in vitro and in vivo of medicinal plant extracts and synthetic compounds. Coordinator of Pharmacology working in the DEVELOPMENT AND EVALUATION OF TOXICOLOGICAL SAFETY OF NEW AMAZONIAN COSMETICS AND PHYTOTHERAPEUTICS BY ALTERNATIVE METHODS TO ANIMAL USE. (2016-2018) at the Amazon Biotechnology Center - CBA / INMETRO in Manaus, AM. She worked as a Professor at the Amazonas State University - UEA in the disciplines of Pharmacology, Clinical Toxicology and Management and Entrepreneurship (2018). Postdoctoral scholarship holder of the PCI / INPA Institutional Training Program developing the project of EVALUATION OF BIOLOGICAL ACTIVITIES OF EXTRACTS AND SUBSTANCES ISOLATED BY ALTERNATIVE METHODS TO ANIMAL USE with the research group of the Bioprospecting and Biotechnology Laboratory LABB / INPA (2019-2021), coordinated by Dr. Cecília Verônica Nunez. PD Coordinator at the Company DNS Elementos Ativos (2022). PD Coordinator in the Natural, Vegan and Organic Cosmetics Industry (2023). Currently CEO of NatoAmore Company.

    Dr. Cecilia Veronica Nunez

    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.

    OrcID https://orcid.org/0000-0003-3400-9508

    has a degree in Chemistry from Mackenzie University (1993), a master's degree in Organic Chemistry (Natural Products) from the University of São Paulo (1996), a PhD in Organic Chemistry (Natural Products) from the University of São Paulo (2000), a post-doctorate in Organic Chemistry (Natural Products) from the University of São Paulo - São Carlos (2000-2001) and a post-doctorate in Pharmacognosy from the Université de Lille-2, Droit et Santé, France (2009-2010). She is currently a Senior Technologist at the National Institute for Amazonian Research and a permanent professor/advisor of the Postgraduate Programs in Biotechnology-UFAM/INPA, Biotechnology-UEA/INPA and Botany-INPA. She has been a level 2 productivity fellow since 2014. She is an editor of the journals Fitos and Vittalle and was the editor of the special issue "Natural Products as less toxic Antitumoral/Antiangiogenic Agents compared to Synthetic Conventional Chemotherapy" of Frontiers in Pharmacology (Qualis A1). She is a reviewer for several journals, including: Acta Amazonica, Química Nova, Revista Brasileira de Farmacognosia, Revista de Ciências Farmacêuticas Básica e Aplicada, International Research Journal of Biotechnology and Journal of Agricultural and Food Chemistry, among others. He has experience in the areas of Natural Product Chemistry, Plant and Fungal Biotechnology, working mainly on the following topics: bioprospecting of plants and their endophytic fungi, plant biotechnology (obtaining callus/plant cell culture/cell suspensions), chromatographic fractionation and evaluation in bioassays (antimicrobial activity, cytotoxic activity, antiangiogenic activity) and antioxidant activity, chromatographic separation methodology, identification/structural elucidation of molecules by NMR and analysis of mixtures by NMR. He is a member of the Interdisciplinary Committee for the Evaluation of Academic and Professional Postgraduate Programs of the Coordination for the Improvement of Higher Education Personnel - CAPES. He has several national and international collaborations, including with Prof. Dr. Olorunfemi Abraham Eseyin, from the University of Uyo, Nigeria and with Prof. Dr. Jean Noel Nyemb, University of Ngaoundere, Cameroon to carry out biological assays, purifications of substances and the structural identification of the substances isolated by them

Keywords

Abstract

This work aimed to carry out the chemical study of leaf and branch extracts of Diplotropis purpurea (Fabaceae) and evaluate their antiangiogenic potential. Leaves and branches were collected and extracted with hexane, methanol (MeOH), and water (H2O), extracts were subjected to partitioning, generating dichloromethane (DCM), ethyl acetate (AcOEt), and hydromethanolic (MeOH/H2O) phases. From the fractionation of the EtOAc phase of the leaves (FofAcOEt), lupeol, a mixture of β-sitosterol and stigmasterol, and quercetin were isolated. Regarding antiangiogenic activity, the extracts and phases of MeOH extracts were evaluated in vivo using the experimental method of the chorioallantoic membrane (CAM) of chicken eggs. The methanolic extract of the leaves (ExMeOHFo),  the aqueous (ExH2OGa)  and methanolic extracts of the branches (ExMeOHGa), as well as FofAcOEt, showed high antiangiogenic activity, with over 70% inhibition in the formation of new blood vessels. The substances were tested, and the mixture of β-sitosterol and stigmasterol at a concentration of 1000 μg/mL was highly toxic, leading to embryo death, while quercetin showed pro-angiogenic effects. This work contributed to the biological and chemical knowledge of the species D. purpurea and the Fabaceae family, representing the first report of antiangiogenic activity for the species under study.

References

  1. Chaves DA., Lemes SR, Araujo LA, Sousa MAM, Freitas GB, Lino-Junior RS, et al. Avaliação da atividade
  2. angiogênica da solução aquosa do barbatimão (Stryphnodendron adstringens). Rev Bras Pl Medic. 2016;
  3. : 524-530. ISSN: 1983-084X. Disponível em: [https://doi.org/10.1590/1983-084X/15_093].
  4. Prado ADL, Bailão EFLC, Nabout JC, Rabachini T, Reis PRM, Gonçalves PJ, et al. The chick embryo
  5. chorioallantoic membrane assay as a model for the study of angiogenesis. Biosci J. 2019; 35(4): 1262-75.
  6. ISSN 1981-3163. Disponível em: [http://dx.doi.org/10.14393/BJ-v35n4a2019-42777].
  7. Pratheeshkumar P, Budhraja A, Son YO, Wang X, Zhang Z, Ding S, et al. Quercetin inhibits angiogenesismediated human prostate tumor growth by targeting VEGFR-2-regulated AKT/mTOR/P70S6K signaling
  8. pathways. PLoS ONE. 2012; 7(10): e47516. ISSN: 1573-7209. Disponível em:
  9. [https://doi.org/10.1371/journal.pone.0047516].
  10. Nowak-Sliwinska P, Alitalo K, Allen E, Anisimov A, Aplin AC, Auerbach R. Consensus guidelines for the
  11. use and interpretation of angiogenesis assays. Angiogenesis. 2018; 21(3): 425-532. ISSN: 1573-7209.
  12. Disponível em: [https://doi.org/10.1007/s10456-018-9613-x].
  13. Naaz F, Haider MR, Shafi S, Yar MS. Anti-tubulin agents of natural origin: Targeting taxol, vinca, and
  14. colchicine binding domains. Eur J Med Chem. 2019; 171: 310-33. ISSN: 1768-3254. Disponível em:
  15. [https://doi.org/10.1016/J.EJMECH.2019.03.025].
  16. Reflora, Flora do Brasil. Diplotropis in Funga do Brasil. Jardim Botânico do Rio de Janeiro. [Acesso
  17. em: 23 Jul. 2024]. Disponível em: [https://floradobrasil.jbrj.gov.br/FB22951].
  18. Stasi LCD, Hiruma-Lima CA. Plantas medicinais na Amazônia e na Mata Atlântica. 2ª ed. São Paulo:
  19. UNESP; 2002. ISBN: 9788571394117.
  20. Braz Filho R, Gottlieb OR, Pinho SLV, Monte FJQ, Rocha AI. Flavonoids from Amazonian Leguminosae.
  21. Phytochemistry. 1972; 12(18): 1184-1186. ISSN 0031-9422. Disponível em: [https://doi.org/10.1016/0031-
  22. (73)85046-0].
  23. Cursino LMC. Estudo Fitoquímico e Bioatividade de Diplotropis purpurea e Deguelia duckeana.
  24. f. Manaus; 2015. Tese de Doutorado [Programa de Pós-graduação em Química] - Universidade Federal
  25. do Amazonas. Disponível em: [https://tede.ufam.edu.br/handle/tede/4909].
  26. Bücker, NCF. Potencial antitumoral de um novo complexo mononuclear de Ga(III) com ligante
  27. não-simétrico em modelo in vitro de melanoma. 81f. Florianópolis, 2016. Tese [Programa de PósGraduação em Farmácia, Centro de Ciências da Saúde] - Universidade Federal de Santa Catarina.
  28. Disponível em: [https://core.ac.uk/download/pdf/129460332.pdf].
  29. Nguyen M, Shing Y, Folkman J. Quantitation of angiogenesis and antiangiogenesis in the chick embryo
  30. chorioallantoic membrane. Microvascular research. 1994; 47(1): 31-40. ISSN: 1095-9319. Disponível em:
  31. [https://doi.org/10.1006/mvre.1994.1003].
  32. Jeffreys MF, Nunez CV. Triterpenes of leaves from Piranhea trifoliata (Picrodendraceae). Acta Amazon.
  33. ; 46(2): 189-194. ISSN: 1809-4392. Disponível em: [https://doi.org/10.1590/1809-4392201504572].
  34. Dikshit S, Bubna S, Gupta A, Kumar P. Advances in various techniques for isolation and purification of
  35. sterols. J Food Sci Technol. 2020; 57: 2393-2403. ISSN:1745-4549. Disponível em:
  36. [https://doi.org/10.1007/s13197-019-04209-3].
  37. Evtyugin DD, Olek AT, Balakshin MY, Popov VN, Efimova OV, Ivanov AY. Advances and challenges in
  38. plant sterol research: fundamentals, analysis, applications and production. Molecules. 2023; 28(18): 6526.
  39. ISSN: 1420-3049. Disponível em: [https://doi.org/10.3390/molecules28186526].
  40. Rampino A, Annese T, Margari A, Tamma R, Ribatti D. Nutraceuticals and their role in tumor
  41. angiogenesis. Exper Cell Res. 2021; 408(2): 112859. ISSN: 1090-2422. Disponível em:
  42. [https://doi.org/10.1016/j.yexcr.2021.112859].
  43. Lv P, Shi F, Chen X, Xu L, Wang C, Tian S, et al. Tea polyphenols inhibit the growth and angiogenesis
  44. of breast cancer xenografts in a mouse model. J Tradit Chin Med Sci. 2020; 7(2): 141-147. ISSN: 2589-
  45. Disponível em: [https://doi.org/10.1016/j.jtcms.2020.05.001].
  46. Liu K, Zhang X, Xie L, Deng M, Chen H, Song J, et al. Lupeol and its derivatives as anticancer and antiinflammatory agents: Molecular mechanisms and therapeutic efficacy. Pharmacological research. 2021;
  47. : 105373. ISSN: 1096-1186. Disponível em: [https://doi.org/10.1016/j.phrs.2020.105373].
  48. Kangsamaksin T, Chaithongyot S, Wootthichairangsan C, Hanchaina R, Tangshewinsirikul C, Svasti J.
  49. Lupeol and stigmasterol suppress tumor angiogenesis and inhibit cholangiocarcinoma growth in mice via
  50. downregulation of tumor necrosis factor-α. PLoS One. 2017; 12(12): e0189628. ISSN: 1573-7209.
  51. Disponível em: [https://doi.org/10.1371/JOURNAL.PONE.0189628].
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Author(s)

  • Dr. Taís Xavier Guimaraes
    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.
    https://orcid.org/0000-0002-4899-816X
  • Dr. Nádia Cristina Falcão Bücker
    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.
    https://orcid.org/0009-0000-2154-5219
  • Dr. Cecilia Veronica Nunez
    National Institute for Amazon Research, Technology and Innovation Coordination. André Araújo Avenue, Petrópolis, CEP 69067-375, Manaus, AM, Brazil.
    https://orcid.org/0000-0003-3400-9508

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Chemical constituents and antiangiogenic activity of Diplotropis purpurea(Rich.) Amshoff (Fabaceae). Rev Fitos [Internet]. 2025 Mar. 17 [cited 2025 Apr. 17];19:e1756. Available from: https://revistafitos.far.fiocruz.br/index.php/revista-fitos/article/view/1756
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