Ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation

Bioorganic and Medicinal Chemistry Letters

Volumn 24, Issue 15, 2014, Pages 3315-3320

  Dutra, Lívia M ^a   Bomfim, Larissa M ^b   Rocha, Suellen L A ^b   Nepel, Angelita ^c   Soares, Milena B P ^b,d   Barison, Andersson ^c   Costa, Emmanoel V ^a   Bezerra, Daniel P ^b  

^a FEDERAL UNIVERSITY OF SERGIPE   (Brazil)

^b INSTITUTO OSWALDO CRUZ   (Brazil)

^c FEDERAL UNIVERSITY OF PARANÁ   (Brazil)

^d HOSPITAL SÃO RAFAEL   (Brazil)

Author keywords

Annona vepretorum; Annonaceae; Cytotoxicity; ent Kaurane diterpenes

Indexed keywords

CAMPESTEROL; CARYOPHYLLENE OXIDE; DOXORUBICIN; ENT 3BETA 19 DIHYDROXY KAUR 16 ENO; ENT 3BETA ACETOXY KAUR 16 ENO; ENT 3BETA HYDROXY KAUR 16 EN 19 AL; ENT 3BETA HYDROXY KAUR 16 ENO; ENT 3BETA HYDROXY KAURENOIC ACID; EPOXIDE; HUMULENE DERIVATIVE; KAURANE DERIVATIVE; KAURENOIC ACID; SITOSTEROL; STIGMASTEROL; UNCLASSIFIED DRUG; ENT 3BETA,19 DIHYDROXY KAUR 16 ENO; HUMULENE EPOXIDE II; ANTINEOPLASTIC AGENT;

ANIMAL CELL; ANNONA; ANNONA VEPRETORUM; ARTICLE; BARK; CONTROLLED STUDY; DRUG CYTOTOXICITY; HEPG2 CELL LINE; HL 60 CELL LINE; HUMAN; HUMAN CELL; IC 50; K562 CELL LINE; MOUSE; NONHUMAN; PERIPHERAL BLOOD MONONUCLEAR CELL; PLANT STEM; CANCER CELL LINE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROL; CYTOTOXICITY; IC50; PROTON NUCLEAR MAGNETIC RESONANCE; ANIMAL; ANNONACEAE; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; DRUG SCREENING; ISOLATION AND PURIFICATION; MONONUCLEAR CELL; STRUCTURE ACTIVITY RELATION; TUMOR CELL LINE;

ANNONA; ANNONACEAE;

ANIMALS; ANNONACEAE; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CELL LINE, TUMOR; CELL PROLIFERATION; DITERPENES, KAURANE; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; HEP G2 CELLS; HL-60 CELLS; HUMANS; K562 CELLS; LEUKOCYTES, MONONUCLEAR; MICE; MOLECULAR STRUCTURE; PLANT BARK; PLANT STEMS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84904048295     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2014.06.005     Document Type: Article

References (25)

1. Souza, V. C.; Lorenzi, H. Botânica Sistemática: Guia ilustrado das famílias de Fanerógamas nativas e exóticas no Brasil, baseado em APG I. Instituto Plantarum, 2005, 640.
2. E.V. Costa, L.M. Dutra, P.C. Nogueira, V.R. Moraes, M.J. Salvador, L.H. Ribeiro, and F.R. Gadelha Nat. Prod. Commun. 7 2012 265
3. T.C. Diniz, C.S. Araújo, J.C. Silva, R.G. Oliveira-Júnior, S.R.G. Lima-Saraiva, L.J. Quintans-Júnior, X.P. Nunes, and J.R.G.S. Almeida J. Med. Plants Res. 7 2013 2729
4. D.M. Silva, E.V. Costa, P.C.L. Nogueira, V.R.S. Moraes, S.C.H. Cavalcanti, M.J. Salvador, L.H.G. Ribeiro, F.R. Gadelha, A. Barison, and A.G. Ferreira Quím. Nova 35 2012 1570
5. J.R. Velandia, M.G. Carvalho, and R. Braz-Filho Quim. Nova 21 1998 397
6. F. Piozzi, G. Savona, and J.R. Hanson Phytochemistry 19 1980 1237
7. V.A. Facundo, A.R. Polli, R.V. Rodrigues, J.S.L.T. Militão, R.G. Stabelli, and C.T. Cardoso Acta Amazonica 38 2008 733
8. M. Leboeuf, A. Cavé, P.K. Bhaumik, B. Mukherjee, and R. Mukherjee Phytochemistry 21 1982 2783
9. J.Á. Takahashi, M.A.D. Boaventura, J.C. Bayma, and A.B. Oliveira Phytochemistry 40 1995 607
10. J.A. Takahashi, H.S. Vieira, M.A.D. Boaventura, J.R. Hanson, P.B. Hitchcock, and A.B. Oliveira Quim. Nova 24 2001 616
11. C.Y. Chen, F.R. Chang, and Y.C. Wu J. Chin. Chem. Soc. 44 1997 313
12. H.S. Vieira, J.A. Takahashi, and M.A. Boaventura J. Agric. Food Chem. 50 2002 3704
13. A.F. Barrero, J.E. Oltra, E. Cabrera, F. Reyes, and M. Álvarez Phytochemistry 50 1999 1133
14. M.C. Rezende, A. Urzua, A.J. Bortoluzzi, and L. Vásquez J. Ethnopharmacol. 72 2000 459
15. E.W. Li, K. Gao, and Z.J. Jia J. Asian Nat. Prod. Res. 9 2007 191
16. R. Tanaka, and S. Matsunaga Phytochemistry 27 1988 2273
17. G.E. Henry, L.S. Adams, J.C. Rosales, H. Jacobs, D. Heber, and N.P. Seenam Cancer Lett. 244 2006 190
18. F.R. Garcez, W.S. Garcez, A.F.G. Silva, R.C. Bazzo, and U.M. Resende J. Braz. Chem. Soc. 15 2004 767
19. F.M.A. Da Silva, H.H.F. Koolen, A. Barisson, A.D.L. De Souza, and M.L.B. Pinheiro J. Pharm. Sci. 4 2012 522
20. E.V. Costa, F.A. Marques, M.L.B. Pinheiro, R.M. Braga, C. Delarmelina, M.C.T. Duarte, A.L.T.G. Ruiz, J.E. Carvalho, and B.H.L.N.S. Maia J. Braz. Chem. Soc. 22 2011 1111
21. J.R. Trigo, J. Oliveira, E.H.A. Andrade, and M.G.B. Zoghbi Rev. Bras. Plants Med. 9 2007 113
22. B.C. Cavalcanti, D.P. Bezerra, H.I. Magalhães, M.O. Moraes, M.A. Lima, E.R. Silveira, C.A. Câmara, V.S. Rao, C. Pessoa, and L.V. Costa-Lotufo J. Appl. Toxicol. 29 2009 560
23. M.O. Fatope, O.T. Audu, Y. Takeda, L. Zeng, G. Shi, H. Shimada, and J.L. McLaughlin J. Nat. Prod. 59 1996 301
24. E. Fujita, Y. Nagao, M. Node, K. Kaaneko, S. Nakazawa, and H. Kuroda Experientia 15 1976 203
25. L. Wang, D. Li, C. Wang, Y. Zhang, and J. Xu Mini Rev. Med. Chem. 11 2011 910