Trinorcassane and cassane diterpenoids from the seeds of Caesalpinia minax

Fitoterapia

Volumn 102, Issue , 2015, Pages 177-181

  Zheng, Yong ^a   Zhang, Shu Wei ^a   Xuan, Li Jiang ^a  

^a SHANGHAI INSTITUTE OF MATERIA MEDICA   (China)

Author keywords

Caesalpinia; Diterpenoids; Hance; minax; Norcassane

Indexed keywords

CAESALMINAXIN M; CAESALMINAXIN N; CAMPTOTHECIN; DITERPENOID; UNCLASSIFIED DRUG; DITERPENE; PLANT EXTRACT; TRINORCASSANE;

ARTICLE; BIOSYNTHESIS; CAESALPINIA; CAESALPINIA MINAX; CANCER CELL LINE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL DEATH; CELL VIABILITY; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; DRUG CYTOTOXICITY; HETERONUCLEAR MULTIPLE BOND CORRELATION; HUMAN; HUMAN CELL; ISOLATION PROCEDURE; MTT ASSAY; OPTICAL DENSITY; PLANT SEED; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; CHEMISTRY; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CAESALPINIA;

BIOSYNTHETIC PATHWAYS; CAESALPINIA; DITERPENES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PLANT EXTRACTS; SEEDS;

EID: 84925217692     PISSN: 0367326X     EISSN: 18736971     Source Type: Journal    
DOI: 10.1016/j.fitote.2015.03.006     Document Type: Article

References (28)

1. R. Maurya, M. Ravi, S. Singh, and P.P. Yadav A review on cassane and norcassane diterpenes and their pharmacological studies Fitoterapia 83 2012 272 280
2. M. Wu, Y.F. Wang, M.L. Zhang, C.G. Huo, Q.W. Shi, and H. Kiyota Chemical constituents of plants from the genus Caesalpinia Chem Biodivers 8 2011 1370 1399
3. R.W. Jiang, S.C. Ma, P.P.H. But, and T.C.W. Mak New antiviral cassane furanoditerpenes from Caesalpinia minax J Nat Prod 64 2001 1266 1272
4. K. Pudhom, D. Sommit, N. Suwankitti, and A. Petsom Cassane furanoditerpenoids from the seed kernels of Caesalpinia bonduc from Thailand J Nat Prod 70 2007 1542 1544
5. S.R. Peter, W.F. Tinto, S. McLean, W.F. Reynolds, and M. Yu Bonducellpins A-D, new cassane furanoditerpenes of Caesalpinia bonduc J Nat Prod 60 1997 1219 1221
6. S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn, and S. Kadota New cassane-type diterpenes of Caesalpinia crista from Myanmar Chem Pharm Bull 53 2005 214 218
7. S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn, and P.B.S. Asih Antimalarial activity of cassane- and norcassane-type diterpenes from Caesalpinia crista and their structure-activity relationship Biol Pharm Bull 29 2006 1050 1052
8. S.K. Kalauni, S. Awale, Y. Tezuka, A.H. Banskota, T.Z. Linn, and S. Kadota Cassane- and norcassane-type diterpenes of Caesalpinia crista from Myanmar J Nat Prod 67 2004 1859 1863
9. H.F. Wu, Y.D. Zhu, Z.H. Sun, J.Q. Yuan, H. Wei, and X.P. Zhang Norcassane- and cassane-type furanoditerpenoids from the seeds of Caesalpinia sappan Fitoterapia 98 2014 22 26
10. H.F. Wu, J.Y. Hong, Z.H. Sun, J.Q. Yuan, H. Wei, and X.P. Zhang Novel dinorcassane- and cassane-type diterpenes from the seeds of Caesalpinia minax Fitoterapia 94 2014 172 176
11. S. Cheenpracha, R. Srisuwan, C. Karalai, C. Ponglimanont, S. Chantrapromma, and K. Chantrapromma New diterpenoids from stems and roots of Caesalpinia crista Tetrahedron 61 2005 8656 8662
12. C.Y. Ragasa, J.G. Hofileña, and J.A. Rideout New furanoid diterpenes from Caesalpinia pulcherrima J Nat Prod 65 2002 1107 1110
13. O. Yadsaoue, C. Karalai, C. Ponglimanont, S. Tewtrakul, and S. Chantrapromma Pulcherrins D-R, potential anti-inflammatory diterpenoids from the roots of Caesalpinia pulcherrima Tetrahedron 67 2011 6838 6846
14. S. Awale, T.Z. Linn, Y. Tezuka, S.K. Kalauni, A.H. Banskota, and F. Attamimi Chem Pharm Bull 54 2006 213 218
15. W. Pranithanchai, C. Karalai, C. Ponglimanont, S. Subhadhirasakul, and K. Chantrapromma Cassane diterpenes from Caesalpinia bonduc Phytochemistry 70 2009 300 304
16. G.X. Ma, J.Q. Yuan, H.F. Wu, L. Cao, X.P. Zhang, and L.J. Xu Caesalpins A-H, bioactive cassane-type diterpenes from the seeds of Caesalpinia minax J Nat Prod 76 2013 1025 1031
17. Jiangsu New Medical College Dictionary of Chinese traditional medicine 1986 Shanghai People's Publishing House 1289 1290
18. Y. Zheng, S.W. Zhang, H.J. Cong, Y.J. Huang, and L.J. Xuan Caesalminaxins A-L, cassane diterpenoids from the seeds of Caesalpinia minax J Nat Prod 76 2013 2210 2213
19. V.A. Ignatenko, Y. Han, and G.P. Tochtrop Molecular library synthesis using complex substrates: expanding the framework of triterpenoids J Org Chem 78 2013 410 418
20. F.A. Macías, A. Santana, A. Yamahata, R.M. Varela, F.R. Fronczek, and J.M.G. Molinillo Facile preparation of bioactive seco-guaianolides and guaianolides from Artemisia gorgonum and evaluation of their phytotoxicity J Nat Prod 75 2012 1967 1973
21. W.W. Harding, M. Schmidt, K. Tidgewell, P. Kannan, K.G. Holden, B. Gilmour, H. Navarro, R.B. Rothman, and T.E. Prisinzano Synthetic studies of neoclerodane diterpenes from Salvia divinorum: semisynthesis of salvinicins A and B and other chemical transformations of salvinorin A J Nat Prod 69 2006 107 112
22. M. Bender, M. Schmidtmann, J. Rullkötter, R.E. Summons, and J. Christoffers Identification of a fossil sterane biomarker in crude oil - an androstane with a modified carbon skeleton Eur J Org Chem 2013 5934 5945
23. A. García-Granados, P.E. López, E. Melguizo, A. Parra, and Y. Simeó Degradation of triterpenic compounds from olive-pressing residues. Synthesis of trans-decalin type chiral synthons Tetrahedron Lett 44 2003 6673 6677
24. A.W.W. van Wyk, and M.T. Davies-Coleman Semisynthesis of labdane diterpene metabolites from the nudibranch Pleurobranchaea meckelii Tetrahedron 63 2007 12179 12184
25. S. Nanduri, V.K. Nyavanandi, S.S.R. Thunuguntla, M. Velisoju, S. Kasu, S. Rajagopal, R.A. Kumar, R. Rajagopalan, and J. Iqbal Novel routes for the generation of structurally diverse labdane diterpenes from andrographolide Tetrahedron Lett 45 2004 4883 4886
26. T.L. Ho, and F.S. Liang Synthesis of ent-herbasolide Chem Commun 1996 1887 1888
27. T. Zhang, L.H. Lu, J.M. Wang, R.X. Wang, Y.X. Zhang, and J.C. Tao D-ring modified novel isosteviol derivatives: design, synthesis and cytotoxic activity evaluation Bioorg Med Chem Lett 22 2012 5827 5832
28. J. Šarek, J. Klinot, P. Džubák, E. Klinotová, V. Nosková, and V. Křeček New lupane derived compounds with pro-apoptotic activity in cancer cells: synthesis and structure-activity relationships J Med Chem 46 2003 5402 5415