Chromane derivatives of small aromatic molecules: Chemoenzymatic synthesis and growth inhibitory activity on human tumor cell line LoVo WT

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 16, 2009, Pages 6003-6007

  Macone, Alberto ^a   Lendaro, Eugenio ^a   Comandini, Alessandra ^a   Rovardi, Irene ^a   Matarese, Rosa Marina ^a   Carraturo, Antonio ^b   Bonamore, Alessandra ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b SANTA MARIA GORETTI HOSPITAL   (Italy)

Author keywords

Aromatic prenyl transferase; Chromane; Growth inhibitory activity

Indexed keywords

2 (2,2 DIMETHYLCHROMAN 6 YL)ETHANOL; 2,2,8,8 TETRAMETHYL 2,3,4,8,9,10 HEXAHYDROCHROMENO[6,5 F]CHROMENE; 3,3 DIMETHYL 2,3 DIHYDRO 1H BENZO[F]CHROME 8 OL; AROMATIC COMPOUND; BACTERIAL ENZYME; CHROMAN DERIVATIVE; DIMETHYLALLYLTRANSFERASE; NAPHTHALENE 2,6 DIOL; NAPHTHALENE DERIVATIVE; TYROSOL; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; CARBON NUCLEAR MAGNETIC RESONANCE; CELL GROWTH; CHEMICAL REACTION; COLON ADENOCARCINOMA; CONTROLLED STUDY; CYCLIZATION; DRUG CYTOTOXICITY; DRUG SYNTHESIS; ENZYME SUBSTRATE; ESCHERICHIA COLI; GAS CHROMATOGRAPHY; GROWTH INHIBITION; HUMAN; HUMAN CELL; MASS SPECTROMETRY; MOLECULAR MODEL; POLYMERASE CHAIN REACTION; PRENYLATION; PROTEIN EXPRESSION; PROTEIN PURIFICATION; PROTON NUCLEAR MAGNETIC RESONANCE; SITE DIRECTED MUTAGENESIS; TUMOR CELL;

ANTINEOPLASTIC AGENTS; BIOCATALYSIS; CELL LINE, TUMOR; CHROMANS; COLONIC NEOPLASMS; DIMETHYLALLYLTRANSTRANSFERASE; GROWTH INHIBITORS; HUMANS; RECOMBINANT PROTEINS;

BACTERIA (MICROORGANISMS);

EID: 68149144266     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.06.061     Document Type: Article

References (27)

1. Awouafack M.D., Kouam S.F., Hussain H., Ngamga D., Tane P., Schulz B., Green I.R., and Krohn K. Planta Med. 74 (2008) 50
2. Kouam S.F., Yapna D.B., Krohn K., Ngadjui B.T., Ngoupayo J., Choudhary M.I., and Schulz B. J. Nat. Prod. 70 (2007) 600
3. Fukai T., Oku Y., Hou A.J., Yonekawa M., and Terada S. Chem. Biodivers. 1 (2004) 1385
4. Molinari A., Oliva A., Reinoso P., del Corral J.M., Castro M.A., Gordaliza M., Gupta M.P., Solís P., and San Feliciano A. Eur. J. Med. Chem. 37 (2002) 177
5. Colgate E.C., Miranda C.L., Stevens J.F., Bray T.M., and Ho E. Cancer Lett. 246 (2007) 201
6. Yoder B.J., Cao S., Norris A., Miller J.S., Ratovoson F., Razafitsalama J., Andriantsiferana R., Rasamison V.E., and Kingston D.G. J. Nat. Prod. (2007) 70342
7. Nicolaou K.C., Pfefferkorn J.A., Roecker A.J., Cao G.-Q., Barluenga S., and Mitchell H.J. J. Am. Chem. Soc 122 (2000) 9939
8. Prado S., Janin Y.L., Saint-Joanis B., Brodin P., Michel S., Koch M., Cole S.T., Tillequin F., and Bost P.E. Bioorg. Med. Chem. 15 (2007) 2177
9. Ma T., Liu L., Xue H., Li L., Han C., Wang L., Chen Z., and Liu G. J. Med. Chem. 51 (2008) 1432
10. Tanaka N., Takaishi Y., Shikishima Y., Nakanishi Y., Bastow K., Lee K.H., Honda G., Ito M., Takeda Y., Kodzhimatov O.K., and Ashurmetov O. J. Nat. Prod. 67 (2004) 1870
11. Zou Y.S., Hou A.J., and Zhu G.F. Chem. Biodivers. 2 (2005) 131
12. Parmar V.S., Sharma N.K., Husain M., Watterson A.C., Kumar J., Samuelson L.A., Cholli A.L., Prasad A.K., Kumar A., Malhotra S., Kumar N., Jha A., Singh A., Singh I., Himanshu, Vats A., Shakil N.A., Trikha S., Mukherjee S., Sharma S.K., Singh S.K., Kumar A., Jha H.N., Olsen C.E., Stove C.P., Bracke M.E., and Mareel M.M. Bioorg. Med. Chem. 11 (2003) 913-929
13. Kwak J.H., Kim B.H., Jung J.K., Kim Y., Cho J., and Lee H. Arch. Pharm. Res. 30 (2007) 1210
14. Pecchio M., Solís P.N., López-Pérez J.L., Vasquez Y., Rodríguez N., Olmedo D., Correa M., San Feliciano A., and Gupta M.P. J. Nat. Prod. 69 (2006) 410
15. Ribeiro A.B., Abdelnur P.V., Garcia C.F., Belini A., Severino V.G., da Silva M.F., Fernandes J.B., Vieira P.C., de Carvalho S.A., de Souza A.A., and Machado M.A. J. Agric. Food Chem. 56 (2008) 7815
16. Odejinmi S.I., and Wiemer D.F. J. Nat. Prod. 68 (2005) 1375
17. Kuzuyama T., Noel J.P., and Richard S.B. Nature 435 (2005) 983
18. Kumano T., Richard S.B., Noel J.P., Nishiyama M., and Kuzuyama T. Bioorg. Med. Chem. 16 (2008) 8117
19. Pojer F., Wemakor E., Kammerer B., Chen H., Walsh C.T., Li S.M., and Heide L.Proc. Natl. Acad. Sci. U.S.A. 100 (2003) 2316
20. Adrio L.A., and Hii K.K. Chem. Commun (2008) 2325
21. Darzynkiewicz Z., Li X., and Gong J. Methods Cell Biol. 41 (1994) 15
22. Kabsch W., and Sander C. Biopolymers 22 (1983) 2577
23. Rost B., Yachdav G., and Liu J. Nucleic Acids Res. 32 (2004) W321
24. Bryson K., McGuffin L.J., Marsden R.L., Ward J.J., Sodhi J.S., and Jones D.T. Nucleic Acids Res. 33 (2005) W36
25. Karplus K., Karchin R., Draper J., Casper J., Mandel-Gutfreund Y., Diekhans M., and Hughey R. Proteins 53 (2003) 491
26. Dayringer H.E., Tramontano A., Sprang S.R., and Fletterick R.J. J. Mol. Graph. 4 (1986) 82
27. Malich G., Markovic B., and Winder C. Toxicology 124 (1997) 179