2-Hydroxydiplopterol, a new cytotoxic pentacyclic triterpenoid from the halotolerant fungus Aspergillus variecolor B-17

Archives of Pharmacal Research

Volumn 32, Issue 9, 2009, Pages 1211-1214

  Wang, Wen Liang ^a,b,c   Liu, Pei Pei ^a   Zhang, Ya Peng ^a   Li, Jing ^a   Tao, Hong Wen ^a   Gu, Qian Qun ^a   Zhu, Wei Ming ^a  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b OCEAN UNIVERSITY OF CHINA   (China)

^c INSTITUTE OF MICROBIOLOGY   (China)

Author keywords

2 Hydroxydiplopterol; Aspergillus variecolor; Cytotoxic triterpenoid; Halotolerant fungus

Indexed keywords

2 HYDROXYDIPLOPTEROL; CYTOTOXIC AGENT; TRITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; ASPERGILLUS; ASPERGILLUS VARIECOLOR; CELL STRAIN K 562; CRYSTAL STRUCTURE; DRUG CYTOTOXICITY; DRUG ISOLATION; FUNGAL STRAIN; HUMAN; HUMAN CELL; IC 50; METABOLITE; NONHUMAN; STRUCTURE ACTIVITY RELATION; X RAY DIFFRACTION;

ANIMALS; ANTINEOPLASTIC AGENTS; ASPERGILLUS; CRYSTALLOGRAPHY, X-RAY; HUMANS; K562 CELLS; LEUKEMIA P388; MICE; PENTACYCLIC TRITERPENES;

EID: 70349554792     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-009-1904-8     Document Type: Article

References (21)

1. S. Boonphong P. Kittakoop M. Isaka P. Palittapongarnpim A. Jaturapat K. Danwisetkanjana M. Tanticharoen Y. Thebtaranonth 2001 A new antimycobacterial, 3-acetoxy-15,22-dihydroxyhopane, from the insect pathogenic fungus Aschersonia tubulata Planta Med. 67 279 281 11345704 10.1055/s-2001-11997 1:CAS:528:DC%2BD3MXjtVehtro%3D (Pubitemid 32304203)
2. Y. Chen M. Wong R. T. Rosen C. T. Ho 1999 2,2-Diphenyl-1-picrylhydrazyl radical-scavenging active components from Polygonum multiflorum Thunb J. Agric. Food. Chem. 47 2226 2228 10794614 10.1021/jf990092f 1:CAS:528:DyaK1MXivFShurg%3D (Pubitemid 29325102)
3. Grabley, S. and Thiericke, R., Drug discovery from nature, Springer-Verlag, Heidelberg, Berlin, pp. 124-148 (2000).
4. T. Hoshino S. Nakano T. Kondo T. Sato A. Miyoshi 2004 Squalene-hopene cyclase: final deprotonation reaction, conformational analysis for the cyclization of (3R,S)-2,3-oxidosqualene and further evidence for the requirement of an isopropylidene moiety both for initiation of the polycyclization cascade and for the formation of the 5-membered E-ring Org. Biomol. Chem. 2 1456 1470 15136801 10.1039/b401172d 1:CAS:528:DC%2BD2cXjvVSjtrg%3D
5. M. Isaka S. Palasarn K. Kocharin N. L. Hywel-Jones 2007 Comparison of the bioactive secondary metabolites from the scale insect pathogens, anamorph Paecilomyces cinnamomeus and teleomorph Torrubiella luteorostrata J. Antibiot. 60 577 581 17917241 10.1038/ja.2007.73 1:CAS:528:DC%2BD2sXhtFGms7rN
6. K. C. S. Kumar A. H. Banskota M. D. Manandhar 1996 Isolation and identification of some chemical constituents of Parmelia nepalensis Planta Med. 62 93 94 17252427 10.1055/s-2006-957822 1:CAS:528:DyaK28XhslWmsr0%3D (Pubitemid 26056337)
7. T. O. Larsen J. Smedsgaard K. F. Nielsen M. E. Hansen J. C. Frisvad 2005 Phenotypic taxonomy and metabolite profiling in microbial drug discovery Nat. Prod. Rep. 22 672 695 16311630 10.1039/b404943h 1:CAS:528:DC%2BD28XjslCrsA%3D%3D (Pubitemid 43000329)
8. K. F. Nielsen J. Smedsgaard 2003 Fungal metabolite screening: Database of 474 mycotoxins and fungal metabolites for dereplication by standardized liquid chromatography-UV-mass spectrometry methodology J. Chromatogr. A 1002 111 136
9. T. J. Schmidt J. Von Raison G. Willuhn 2004 New triterpene esters from flowerheads of Arnica lonchophylla Planta Med. 70 967 977 15490326 10.1055/s-2004-832624 1:CAS:528:DC%2BD2cXpsVWlsr0%3D (Pubitemid 39457808)
10. K. Shiojima H. Ageta 1994 Fern constituents: triterpenoids isolated from the leaves of Adiantum edgeworthii. Structures of 19-hydroxyadiantone and fern-9(11)-en-25-oic acid Chem. Pharm. Bull. 42 45 47 1:CAS:528: DyaK2cXjtF2nsrY%3D
11. P. Skechan R. Storeng D. Scudiero A. Monks J. Mcmahon D. Vistica J. T. Warren H. Bokesch S. Kenney M. R. Boyd 1990 New colorimetric cytotoxicity assay for anticancer-drug screening J. Natl. Cancer. Inst. 82 1107 1112 10.1093/jnci/82.13.1107
12. M. Toyota Y. Asakawa 1993 Sesqui- and Triterpenoids of the liverwort conocephalum japonicum Phytochemistry 32 1235 1237 10.1016/S0031-9422(00)95098-2 1:CAS:528:DyaK3sXmsVGmsro%3D
13. Y. Tsuda K. D. Isobe 1965 A new pentacyclic triterpenoid as a fungal metabolite Tetrahedron Lett. 37 3337 3343 4157606 10.1016/S0040-4039(01)89204-2 1:STN:280:DyaF28%2FgsFCksg%3D%3D
14. A. Ulubelen G. Topcu H. Lotter H. Wagner C. Eris 1994 Triterpenoids from the aerial parts of Salvia montbretii Phytochemistry 36 413 415 10.1016/S0031-9422(00)97086-9 1:CAS:528:DyaK2cXkslygtLk%3D (Pubitemid 2084408)
15. G. W. Van Eijka H. J. Roeijmansa D. Seykensb 1986 Hopanoids form the entomogenous fungus aschersonia aleyrodi Tetrahedron Lett. 27 2533 2534 10.1016/S0040-4039(00)84577-3
16. G. A. Wachter S. Valcic M. L. Flagg S. G. Franzblau G. Montenegro E. Suarez B. N. Timmermann 1999 Antitubercular activity of pentacyclic triterpenoids from plants of Argentina and Chile Phytomedicine 6 341 345 11962541 1:CAS:528:DC%2BD3cXjt1Or
17. W.-L. Wang T.-J. Zhu H.-W. Tao Z.-Y. Lu Y.-C. Fang Q.-Q. Gu W.-M. Zhu 2007 Two new cytotoxic quinone type compounds from the halotolerant fungus Aspergillus variecolor J. Antibiot. 60 603 607 17965475 10.1038/ja.2007.77 1:CAS:528:DC%2BD2sXht1KmsL7I
18. W.-L. Wang T.-J. Zhu H.-W. Tao Z.-Y. Lu Y.-C. Fang Q.Q. Gu W.-M. Zhu 2007 Isoechinulin-type alkaloids, variecolorins A-L, from halotolerant Aspergillus variecolor J. Nat. Prod. 70 1558 1564 17896816 10.1021/np070208z 1:CAS:528:DC%2BD2sXhtVyrurjK (Pubitemid 350155403)
19. W.-L. Wang T.-J. Zhu H.-W. Tao Z.-Y. Lu Y.-C. Fang Q.-Q. Gu W.-M. Zhu 2007 Three novel, structurally unique spirocyclic alkaloids from the halotolerant B-17 fungal strain of Aspergillus variecolor Chem. Biodivers. 4 2913 2919 18081101 10.1002/cbdv.200790240 1:CAS:528:DC%2BD1cXmt1eksQ%3D%3D
20. A. L. Wilkins J. A. Elix K. L. Gaul R. Moberg 1989 New hopane triterpenoids from lichens in the family Physciaceae Aust. J. Chem. 42 1415 1422. 1:CAS:528:DyaK3cXhtFGksrw%3D
21. F. Wu K. Koike T. Nikaido K. Ishii T. Ohmoto K. Ikeda 1990 Terpenoids and flavonoids from Arenaria kansuensis Chem. Pharm. Bull. 38 2281 2282 1:CAS:528:DyaK3MXitV2luw%3D%3D