Produção Nacional
Revisado por pares
Triterpenes from leaves of Cheiloclinium cognatum and their in vivo antiangiogenic activity
2018; Wiley; Volume: 56; Issue: 5 Linguagem: Inglês
10.1002/mrc.4716
ISSN1097-458X
AutoresRafael César Gonçalves Pereira, Daniel Crístian Ferreira Soares, Diogo C.P. Oliveira, Grasiely Faria de Sousa, Sidney Augusto Vieira Filho, Maria Olívia Mercadante‐Simões, Ivana S. Lula, Armando Silva‐Cunha, Lucienir Pains Duarte,
Tópico(s)Phytochemical compounds biological activities
ResumoMagnetic Resonance in ChemistryVolume 56, Issue 5 p. 360-366 LETTER - SPECTRAL ASSIGNMENT Triterpenes from leaves of Cheiloclinium cognatum and their in vivo antiangiogenic activity Rafael C.G. Pereira, Rafael C.G. Pereira Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorDaniel C.F. Soares, Daniel C.F. Soares Universidade Federal de Itajubá, Campus Itabira, Rua Irmã Ivone Drumond, 200, Distrito Industrial II, CEP, Itabira, MG, 35903-087 BrazilSearch for more papers by this authorDiogo C.P. Oliveira, Diogo C.P. Oliveira Faculdade de Farmácia, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorGrasiely F. de Sousa, Grasiely F. de Sousa Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorSidney A. Vieira-Filho, Sidney A. Vieira-Filho Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, s/n, CEP, Ouro Preto, MG, 35400-000 BrazilSearch for more papers by this authorMaria O. Mercadante-Simões, Maria O. Mercadante-Simões Departamento de Biologia Geral, Universidade de Montes Claros, Avenida Dr. Ruy Braga, s/n, CEP, Montes Claros, MG, 39401-089 BrazilSearch for more papers by this authorIvana Lula, Ivana Lula Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorArmando Silva-Cunha, Armando Silva-Cunha Faculdade de Farmácia, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorLucienir P. Duarte, Corresponding Author Lucienir P. Duarte lucienir@ufmg.br orcid.org/0000-0002-8885-6625 Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 Brazil Correspondence Lucienir P. Duarte, Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG 31270-901, Brazil. Email: lucienir@ufmg.brSearch for more papers by this author Rafael C.G. Pereira, Rafael C.G. Pereira Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorDaniel C.F. Soares, Daniel C.F. Soares Universidade Federal de Itajubá, Campus Itabira, Rua Irmã Ivone Drumond, 200, Distrito Industrial II, CEP, Itabira, MG, 35903-087 BrazilSearch for more papers by this authorDiogo C.P. Oliveira, Diogo C.P. Oliveira Faculdade de Farmácia, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorGrasiely F. de Sousa, Grasiely F. de Sousa Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorSidney A. Vieira-Filho, Sidney A. Vieira-Filho Escola de Farmácia, Universidade Federal de Ouro Preto, Campus Morro do Cruzeiro, s/n, CEP, Ouro Preto, MG, 35400-000 BrazilSearch for more papers by this authorMaria O. Mercadante-Simões, Maria O. Mercadante-Simões Departamento de Biologia Geral, Universidade de Montes Claros, Avenida Dr. Ruy Braga, s/n, CEP, Montes Claros, MG, 39401-089 BrazilSearch for more papers by this authorIvana Lula, Ivana Lula Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorArmando Silva-Cunha, Armando Silva-Cunha Faculdade de Farmácia, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 BrazilSearch for more papers by this authorLucienir P. Duarte, Corresponding Author Lucienir P. Duarte lucienir@ufmg.br orcid.org/0000-0002-8885-6625 Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG, 31270-901 Brazil Correspondence Lucienir P. Duarte, Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, CEP, Belo Horizonte, MG 31270-901, Brazil. Email: lucienir@ufmg.brSearch for more papers by this author First published: 31 January 2018 https://doi.org/10.1002/mrc.4716Citations: 2Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat CONFLICT OF INTEREST The authors declare that they have no conflict of interest. Citing Literature Supporting Information Filename Description mrc4716C-sup-0001-Figure_S1.docxWord 2007 document , 4.3 MB Figure S1. IR (ATR) spectrum of compound 1. Figure S2. 1H NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 1. Figure S3. Expansion of the 1H NMR spectrum (δ 0.81-1.11) of compound 1. Figure S4. Expansion of the 1H NMR spectrum (δ 3.05-4.10) of compound 1. Figure S5. Expansion of the 1H NMR spectrum (δ 1.10-2.20) of compound 1. Figure S6. 13C NMR (100 MHz, CDCl3 with drops of Pyr-d5) spectrum of the compound 1. Figure S7. 13C NMR DEPT-135 (100 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 1. Figure S8. HSQC NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 1. Figure S9. HMBC NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 1. Figure S10. 1H-1HCOSY NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 1. Figure S11. NOESY NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of of compound 1. Figure S12. APCI-HRMS (positive) spectrum of compound 1. Figure S13. IR (ATR) spectrum of compound 2. Figure S14. 1H NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S15. Expansion of the 1H NMR spectrum (δ 2.20-3.50) of compound 2. Figure S16. Expansion of the 1H NMR spectrum (δ 2.00-2.80) of compound 2. Figure S17. Expansion of the 1H NMR spectrum (δ 0.95-1.40) of compound 2. Figure S18. 13C NMR (100 MHz, CDCl3 with drops of Pyr-d5) spectrum of the compound 2. Figure S19. 13C NMR DEPT-135 (100 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S20. HSQC NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S21. HMBC NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S22. 1H-1H COSY NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S23. NOESY NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 2. Figure S24. APCI-HRMS (positive) spectrum of compound 2. Figure S25. IR (ATR) spectrum of compound 3. Figure S26. 1H NMR (400 MHz, CDCl3) spectrum of compound 3. Figure S27. 13C NMR (100 MHz, CDCl3) spectrum of compound 3. Figure S28. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 3. Figure S29. APCI-HRMS (positive) spectrum of compound 3. Figure S30. IR (ATR) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S31. 1H NMR (200 MHz, CDCl3) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S32. 13C NMR (50 MHz, CDCl3) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S33. 13C NMR DEPT-135 (50 MHz, CDCl3) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S34. APCI-HRMS (positive) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S35. APCI-HRMS (negative) spectrum of the mixture of 3-O-ursane fatty acid esters 4-6. Figure S36. IR (ATR) spectrum of compound 7. Figure S37. 1H NMR (400 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 7. Figure S38. 13C NMR (100 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 7. Figure S39. 13C NMR DEPT-135 (100 MHz, CDCl3 with drops of Pyr-d5) spectrum compound 7. Figure S40. APCI-HRMS (positive) spectrum of compound 7. Figure S41. IR (ATR) spectrum of compound 8. Figure S42. 1H NMR (400 MHz, Pyr-d5) spectrum of compound 8. Figure S43. 13C NMR (50 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 8. Figure S44. 13C NMR DEPT-135 (50 MHz, CDCl3 with drops of Pyr-d5) spectrum of compound 8. Figure S45. APCI-HRMS (positive) spectrum of compound 8. Figure S46. IR (ATR) spectrum of compound 9. Figure S47. 1H NMR (200 MHz, CDCl3) spectrum of compound 9. Figure S48. 13C NMR (50 MHz, CDCl3) spectrum of compound 9. Figure S49. 13C NMR DEPT-135 (50 MHz, CDCl3) spectrum of compound 9. Figure S50. APCI-HRMS (positive) spectrum of compound 9. Figure S51. IR (ATR) spectrum of compound 10. Figure S52. 1H NMR (400 MHz, CDCl3) spectrum of compound 10. Figure S53. 13C NMR (100 MHz, CDCl3) spectrum of compound 10. Figure S54. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 10. Figure S55. APCI-HRMS (positive) spectrum of compound 10. Figure S56. IR (ATR) spectrum of compound 11. Figure S57. 1H NMR (400 MHz, CDCl3) spectrum of compound 11. Figure S58. 13C NMR (100 MHz, CDCl3) spectrum of compound 11. Figure S59. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 11. Figure S60. APCI-HRMS (negative) spectrum of compound 11. Figure S61. IR (ATR) spectrum of compound 12. Figure S62. 1H NMR (400 MHz, CDCl3) spectrum of compound 12. Figure S63. 13C NMR (100 MHz, CDCl3) spectrum of compound 12. Figure S64. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 12. Figure S65. APCI-HRMS (positive) spectrum of compound 12. Figure S66. IR (ATR) spectrum of compound 13. Figure S67. 1H NMR (400 MHz, CDCl3) spectrum of compound 13. Figure S68. 13C NMR (100 MHz, CDCl3) spectrum of compound 13. Figure S69. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 13. Figure S70. HSQC NMR (400 MHz, CDCl3) spectrum of compound 13. Figure S71. HMBC NMR (400 MHz, CDCl3) spectrum of compound 13. Figure S72. 1H-1H COSY NMR (400 MHz, CDCl3) spectrum of compound 13. Figure S73. NOESY NMR (400 MHz, CDCl3) spectrum of compound 13. Obs: a = alpha and b = beta. Figure S74. APCI-HRMS (positive) spectrum of compound 13. Figure S75. IR (ATR) spectrum of compound 14. Figure S76. 1H NMR (400 MHz, CDCl3) spectrum of compound 14. Figure S77. 13C NMR (100 MHz, CDCl3) spectrum of compound 14. Figure S78. 13C NMR DEPT-135 (100 MHz, CDCl3) spectrum of compound 14. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume56, Issue5May 2018Pages 360-366 RelatedInformation
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