SCOPUS 정보 검색 플랫폼

Volumn 23, Issue 13, 2015, Pages 3687-3695

Synthesis and biological evaluation of caracasine acid derivatives

(12) Chávez, Katiuska a Compagnone, Reinaldo S b Álvarez, Annamil c Figarella, Katherine c Galindo Castro, Iván c Marsiccobetre, Sabrina c Triviño, Jennifer c Arocha, Irina c Taddei, Antonieta d Orsini, Giovannina a Tillett, Stephen a Suárez, Alírica I a

a UNIVERSIDAD CENTRAL DE VENEZUELA (Venezuela)

b FACULTAD DE CIENCIAS (Venezuela)

c Fundacion Instituto de Estudios Avanzados IDEA (Venezuela)

d UNIVERSIDAD SIMÓN BOLÍVAR (Venezuela)

Author keywords

Antibacterial; Antileishmanial; Antitrypanosomal; Caracasine acid; Cytotoxic activity; Ent kaurane; Synthesis

Indexed keywords

ANTIINFECTIVE AGENT; ANTILEISHMANIAL AGENT; ANTINEOPLASTIC AGENT; ANTITRYPANOSOMAL AGENT; CARACASINE ACID; CARACASINE ACID BENZYL ESTER; CARACASINE ACID CYCLOHEXYL ESTER; CARACASINE ACID CYCLOHEXYLAMIDE; CARACASINE ACID ETHYL ESTER; CARACASINE ACID ISOPROPYL ESTER; CARACASINE ACID METHYL ESTER; CARACASINE ACID N BUTYL ESTER; CARACASINE ACID N PROPYL ESTER; ENT 3,4 SECO 15 HYDROXI KAUR 4 (19),16 (17)DIEN 3 OIC ACID; ENT 3,4 SECO 15 OXO 17 (1'' DIETHYLPHOSPHONATE 1'' CYANE)METHYL KAUR 4 (19)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO 17 AZIDE KAUR 4 (19)EN 3 OICO ACID; ENT 3,4 SECO 15 OXO 17 BENZYL MERCAPTAN KAUR 4 (19)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO 17 CIANE KAUR 4 (19) EN 3 OIC ACID; ENT 3,4 SECO 15 OXO 17 ETOXI KAUR 4 (19)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO 17 METHOXI KAUR 4 (19)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO KAUR 4 (19)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO KAUR 4,19 DIHYDROXI 16 (17)EN 3 OIC ACID; ENT 3,4 SECO 15 OXO KAUR 4,19 EPOXY 16 (17)EN 3 OIC ACID; UNCLASSIFIED DRUG; AMIDE; ANTIPROTOZOAL AGENT; CARBOXYLIC ACID; EPOXIDE; ESTER; PHENANTHRENE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ANTILEISHMANIAL ACTIVITY; ANTIPARASITIC ACTIVITY; ANTITRYPANOSOMAL ACTIVITY; ARTICLE; CANCER CELL; CANCER CELL LINE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG CYTOTOXICITY; DRUG EFFECT; DRUG EFFICACY; DRUG SENSITIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; HUMAN; HUMAN CELL; IC50; IN VITRO STUDY; MCF 7 CELL LINE; NONHUMAN; PC3 CELL LINE; TRYPANOSOMA CRUZI; BACILLUS CEREUS; CELL SURVIVAL; CHEMISTRY; DRUG EFFECTS; ESCHERICHIA COLI; GROWTH, DEVELOPMENT AND AGING; LEISHMANIA MEXICANA; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL LINE;

NEGIBACTERIA; POSIBACTERIA; TRYPANOSOMA CRUZI;

AMIDES; ANTI-BACTERIAL AGENTS; ANTINEOPLASTIC AGENTS; ANTIPROTOZOAL AGENTS; BACILLUS CEREUS; CARBOXYLIC ACIDS; CELL LINE, TUMOR; CELL SURVIVAL; EPOXY COMPOUNDS; ESCHERICHIA COLI; ESTERS; HUMANS; INHIBITORY CONCENTRATION 50; LEISHMANIA MEXICANA; MCF-7 CELLS; PHENANTHRENES; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPANOSOMA CRUZI;

EID: 84937126008 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2015.04.015 Document Type: Article

Times cited : (8)

References (34)

1
- 1642632502
- M.Y. Gui, Y. Aoyagi, Y.R. Jin, X.W. Li, T. Hasuda, K. Takeya, and H. Excisanin J. Nat. Prod. 67 2004 373
- (2004) J. Nat. Prod. , vol.67 , pp. 373
- Gui, M.Y.¹ Aoyagi, Y.² Jin, Y.R.³ Li, X.W.⁴ Hasuda, T.⁵ Takeya, K.⁶ Excisanin, H.⁷

2
- 33749239644
- G.E. Henry, L.S. Adams, J.C. Rosales, H. Jacobs, D. Heber, and N.P. Seeram Cancer Lett. 244 2006 190
- (2006) Cancer Lett. , vol.244 , pp. 190
- Henry, G.E.¹ Adams, L.S.² Rosales, J.C.³ Jacobs, H.⁴ Heber, D.⁵ Seeram, N.P.⁶

3
- 4644235277
- M. Kondoh, I. Suzuki, M. Sato, F. Nagashima, S. Simizu, M. Harada, M. Fujii, H. Osada, Y. Asakawa, and Y. Watanabe J. Pharmacol. Exp. Ther. 311 2004 115
- (2004) J. Pharmacol. Exp. Ther. , vol.311 , pp. 115
- Kondoh, M.¹ Suzuki, I.² Sato, M.³ Nagashima, F.⁴ Simizu, S.⁵ Harada, M.⁶ Fujii, M.⁷ Osada, H.⁸ Asakawa, Y.⁹ Watanabe, Y.¹⁰

4
- 17144362778
- F. Nagashima, M. Kondoh, M. Fujii, S. Takaoka, Y. Watanabe, and Y. Asakawa Tetrahedron 61 2005 4531
- (2005) Tetrahedron , vol.61 , pp. 4531
- Nagashima, F.¹ Kondoh, M.² Fujii, M.³ Takaoka, S.⁴ Watanabe, Y.⁵ Asakawa, Y.⁶

5
- 84872682775
- R. Batista, P.A. García, and M.A. Castro Eur. J. Med. Chem. 62 2013 168
- (2013) Eur. J. Med. Chem. , vol.62 , pp. 168
- Batista, R.¹ García, P.A.² Castro, M.A.³

6
- 75849128816
- I. Hueso-Falcón, N. Girón, P. Velasco, J.M. Amaro-Luis, and A. Ravelo Bioorg. Med. Chem. 18 2010 1724
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 1724
- Hueso-Falcón, I.¹ Girón, N.² Velasco, P.³ Amaro-Luis, J.M.⁴ Ravelo, A.⁵

7
- 1642292456
- I. Kubo, Y. Xu, and K. Shimizu Phytother. Res. 18 2004 180
- (2004) Phytother. Res. , vol.18 , pp. 180
- Kubo, I.¹ Xu, Y.² Shimizu, K.³

8
- 34147110622
- P.M. Giang, P.T. Son, K. Matsunami, and H. Otsuka J. Nat. Med. 60 2006 93
- (2006) J. Nat. Med. , vol.60 , pp. 93
- Giang, P.M.¹ Son, P.T.² Matsunami, K.³ Otsuka, H.⁴

9
- 27844495197
- S.H. Yeh, F.R. Chang, Y.C. Wu, Y.L. Yang, S.K. Zhuo, and T.L. Hwang Planta Med. 71 2005 904
- (2005) Planta Med. , vol.71 , pp. 904
- Yeh, S.H.¹ Chang, F.R.² Wu, Y.C.³ Yang, Y.L.⁴ Zhuo, S.K.⁵ Hwang, T.L.⁶

10
- 84876741940
- P.C. Kuo, M.L. Yang, T.L. Hwang, Y.Y. Lai, Y.C. Li, T.D. Thang, and T.S. Wu J. Nat. Prod. 76 2013 230
- (2013) J. Nat. Prod. , vol.76 , pp. 230
- Kuo, P.C.¹ Yang, M.L.² Hwang, T.L.³ Lai, Y.Y.⁴ Li, Y.C.⁵ Thang, T.D.⁶ Wu, T.S.⁷

11
- 0037166268
- J.H. Lee, T.H. Koo, J.J. Lee, and B.Y. Hwang J. Biol. Chem. 277 2002 18411
- (2002) J. Biol. Chem. , vol.277 , pp. 18411
- Lee, J.H.¹ Koo, T.H.² Lee, J.J.³ Hwang, B.Y.⁴

12
- 30844451251
- P. Boeck, M.M. Savbb, B.S. de Souza, R. Cercena, A.M. Escalante, S.A. Zachino, V.R. Cechinel Filho, and R.A. Yunes J. Brazil. Chem. Soc. 16 2005 1360
- (2005) J. Brazil. Chem. Soc. , vol.16 , pp. 1360
- Boeck, P.¹ Savbb, M.M.² De Souza, B.S.³ Cercena, R.⁴ Escalante, A.M.⁵ Zachino, S.A.⁶ Cechinel Filho, V.R.⁷ Yunes, R.A.⁸

13
- 79956118689
- U.V. Hipólito, J.T. Rocha, N.B. Palazzini, G.J. Rodrigues, C.C. Crestani, F.M. Corrêa, D. Bonaventura, S.R. Ambrosio, L.M. Bendhack, L.B. Resstel, and C.R. Tirapelli Eur. J. Pharmacol. 660 2011 402
- (2011) Eur. J. Pharmacol. , vol.660 , pp. 402
- Hipólito, U.V.¹ Rocha, J.T.² Palazzini, N.B.³ Rodrigues, G.J.⁴ Crestani, C.C.⁵ Corrêa, F.M.⁶ Bonaventura, D.⁷ Ambrosio, S.R.⁸ Bendhack, L.M.⁹ Resstel, L.B.¹⁰ Tirapelli, C.R.¹¹

14
- 0035479610
- M. Bruno, S. Rosselli, I. Pibiri, F. Piozzi, M.L. Bondi, S.J. Monique, and M.S.J. Simmonds Phytochemistry 58 2001 463
- (2001) Phytochemistry , vol.58 , pp. 463
- Bruno, M.¹ Rosselli, S.² Pibiri, I.³ Piozzi, F.⁴ Bondi, M.L.⁵ Monique, S.J.⁶ Simmonds, M.S.J.⁷

15
- 0034882258
- L.I. Somova, F.O. Shode, K. Moodley, and Y. Govender J. Ethnopharmacol. 77 2001 165
- (2001) J. Ethnopharmacol. , vol.77 , pp. 165
- Somova, L.I.¹ Shode, F.O.² Moodley, K.³ Govender, Y.⁴

16
- 0028824361
- K. Chen, Q. Shi, T. Fujioka, T. Nakano, C.Q. Hu, J.Q. Jin, R.E. Kilkuskie, and K.H. Lee Bioorg. Med. Chem. 3 1995 1345
- (1995) Bioorg. Med. Chem. , vol.3 , pp. 1345
- Chen, K.¹ Shi, Q.² Fujioka, T.³ Nakano, T.⁴ Hu, C.Q.⁵ Jin, J.Q.⁶ Kilkuskie, R.E.⁷ Lee, K.H.⁸

17
- 84867857056
- R.N. Khaybullin, I.Y. Strobykina, A.B. Dobrynin, A.T. Gubaydullin, R.V. Chestnova, V.M. Babaev, and V.E. Kataev Bioorg. Med. Chem. Lett. 22 2012 6909
- (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 6909
- Khaybullin, R.N.¹ Strobykina, I.Y.² Dobrynin, A.B.³ Gubaydullin, A.T.⁴ Chestnova, R.V.⁵ Babaev, V.M.⁶ Kataev, V.E.⁷

18
- 0036377798
- H.S. Vieira, J.A. Takahashi, A.B. Oliveira, E. Chiari, and M.A.D. Boaventura J. Braz. Chem. Soc. 13 2002 151
- (2002) J. Braz. Chem. Soc. , vol.13 , pp. 151
- Vieira, H.S.¹ Takahashi, J.A.² Oliveira, A.B.³ Chiari, E.⁴ Boaventura, M.A.D.⁵

19
- 0033011417
- R. Batista, E. Chiari, and A.B. de Oliveira Planta Med. 65 1999 283
- (1999) Planta Med. , vol.65 , pp. 283
- Batista, R.¹ Chiari, E.² De Oliveira, A.B.³

20
- 0028982125
- T.M. Alves, P.P. Chaves, L.M. Santos, T.J. Nagem, S.M. Murta, I.P. Ceravolo, A.J. Romanha, and C.L. Zani Planta Med. 61 1995 85
- (1995) Planta Med. , vol.61 , pp. 85
- Alves, T.M.¹ Chaves, P.P.² Santos, L.M.³ Nagem, T.J.⁴ Murta, S.M.⁵ Ceravolo, I.P.⁶ Romanha, A.J.⁷ Zani, C.L.⁸

21
- 60549092883
- N. Uchiyama J. Health Sci. 55 2009 31
- (2009) J. Health Sci. , vol.55 , pp. 31
- Uchiyama, N.¹

22
- 0030883830
- E.L. Ghisalberti Fitoterapia 68 1997 303
- (1997) Fitoterapia , vol.68 , pp. 303
- Ghisalberti, E.L.¹

23
- 34147183642
- P.A. García, A.B. de Oliveira, and R. Batista Molecules 12 2007 455
- (2007) Molecules , vol.12 , pp. 455
- García, P.A.¹ De Oliveira, A.B.² Batista, R.³

24
- 79952282074
- I. Hueso-Falcón, I. Cuadrado, F. Cidre, L. Amaro, and A. Ravelo J. Med. Chem. 46 2011 1291
- (2011) J. Med. Chem. , vol.46 , pp. 1291
- Hueso-Falcón, I.¹ Cuadrado, I.² Cidre, F.³ Amaro, L.⁴ Ravelo, A.⁵

25
- 84891793396
- D. Soh, E. Nkwengoua, I. Ngantchou, B. Nyasse, C. Denier, V. Hannaert, K.H. Shaker, and B.J. Schneider Appl. Pharm. Sci. 3 2013 013
- (2013) Appl. Pharm. Sci. , vol.3 , pp. 013
- Soh, D.¹ Nkwengoua, E.² Ngantchou, I.³ Nyasse, B.⁴ Denier, C.⁵ Hannaert, V.⁶ Shaker, K.H.⁷ Schneider, B.J.⁸

26
- 34250026701
- R. Batista, P.A. García, M.A. Castro, and J.M.M. del Corral J. Braz. Chem. Soc. 18 2007 622
- (2007) J. Braz. Chem. Soc. , vol.18 , pp. 622
- Batista, R.¹ García, P.A.² Castro, M.A.³ Del Corral, J.M.M.⁴

27
- 79960476053
- R.N. Khaybullin, M.G. Kurochkina, I.Y. Strobykina, A.B. Dobrynin, and V.E. Kataev Russ. J. Gen. Chem. 81 2011 927
- (2011) Russ. J. Gen. Chem. , vol.81 , pp. 927
- Khaybullin, R.N.¹ Kurochkina, M.G.² Strobykina, I.Y.³ Dobrynin, A.B.⁴ Kataev, V.E.⁵

28
- 77953970977
- A.I. Suárez, K. Chávez, F. Delle Monache, L. Vásquez, G. Orsini, D. Delannoy, and R.S. Compagnone Nat. Prod. Comm. 3 2008 319
- (2008) Nat. Prod. Comm. , vol.3 , pp. 319
- Suárez, A.I.¹ Chávez, K.² Delle Monache, F.³ Vásquez, L.⁴ Orsini, G.⁵ Delannoy, D.⁶ Compagnone, R.S.⁷

29
- 77955445617
- R.S. Compagnone, K. Chávez, E. Mateu, G. Orsini, F. Arvelo, and A.I. Suárez Rec. Nat. Prod. 4 2010 101
- (2010) Rec. Nat. Prod. , vol.4 , pp. 101
- Compagnone, R.S.¹ Chávez, K.² Mateu, E.³ Orsini, G.⁴ Arvelo, F.⁵ Suárez, A.I.⁶

30
- 0041618693
- G. Palazzino, E. Federici, P. Rosoanaivo, C. Galeffi, and F. Delle Monache Gazz. Chim. Ital. 127 1997 311
- (1997) Gazz. Chim. Ital. , vol.127 , pp. 311
- Palazzino, G.¹ Federici, E.² Rosoanaivo, P.³ Galeffi, C.⁴ Delle Monache, F.⁵

31
- 85027948496
- S. Suwancharoen, O. Chonvanich, S. Roengsumran, and S. Pornpakakul Chem. Nat. Compd. 48 2012 583
- (2012) Chem. Nat. Compd. , vol.48 , pp. 583
- Suwancharoen, S.¹ Chonvanich, O.² Roengsumran, S.³ Pornpakakul, S.⁴

32
- 75549087143
- A.I. Suárez, K. Chávez, E. Mateu, R.S. Compagnone, A. Muñoz, F. Sojo, F. Arvelo, M. Mijares, and J. De Sanctis Nat. Prod. Comm. 4 2009 1547
- (2009) Nat. Prod. Comm. , vol.4 , pp. 1547
- Suárez, A.I.¹ Chávez, K.² Mateu, E.³ Compagnone, R.S.⁴ Muñoz, A.⁵ Sojo, F.⁶ Arvelo, F.⁷ Mijares, M.⁸ De Sanctis, J.⁹

33
- 84937143374
- M.L. Novoa, Y. Escalante, L. Maldonado, I. Galindo-Castro, A. Alvarez, K. Figarella, S. Marsiccobetre, I. Arocha, J. Nieves, F. Salazar, C. Gámez, N. Canudas, E. Tropper, T. González, and J.E. Villamizar Nat. Prod. Res. 30 2014 1
- (2014) Nat. Prod. Res. , vol.30 , pp. 1
- Novoa, M.L.¹ Escalante, Y.² Maldonado, L.³ Galindo-Castro, I.⁴ Alvarez, A.⁵ Figarella, K.⁶ Marsiccobetre, S.⁷ Arocha, I.⁸ Nieves, J.⁹ Salazar, F.¹⁰ Gámez, C.¹¹ Canudas, N.¹² Tropper, E.¹³ González, T.¹⁴ Villamizar, J.E.¹⁵

34
- 0023247278
- A.M. Janssen, J.J.C. Scheffer, and A. Baerheim Svendsen Planta Med. 53 1987 395
- (1987) Planta Med. , vol.53 , pp. 395
- Janssen, A.M.¹ Scheffer, J.J.C.² Baerheim Svendsen, A.³

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