Potential chemopreventive activity of a new macrolide antibiotic from a marine-derived Micromonospora sp.

Marine Drugs

Volumn 11, Issue 4, 2013, Pages 1152-1161

  Carlson, Skylar ^a   Marler, Laura ^b   Nam, Sang Jip ^c   Santarsiero, Bernard D ^a   Pezzuto, John M ^b   Murphy, Brian T ^a  

^a UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

^b UNIVERSITY OF HAWAII AT HILO   (United States)

^c Ewha Womans University   (South Korea)

Author keywords

Actinomycete; Chemoprevention; Macrolide; Marine; Micromonospora; Quinone reductase 1

Indexed keywords

4' BROMOFLAVONE; 5 O ALPHA RHAMNOSYLTYLACTONE; FLAVONE DERIVATIVE; GLUTATHIONE; GLUTATHIONE PEROXIDASE; GLUTATHIONE REDUCTASE; JUVENIMICIN C; MACROLIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; BACTERIUM CULTURE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME ACTIVITY; HEPATOMA CELL; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR SINGLE QUANTUM COHERENCE; MARINE BACTERIUM; MASS SPECTROMETRY; MICROMONOSPORA; MOUSE; NONHUMAN; NUCLEOTIDE SEQUENCE; PROTON NUCLEAR MAGNETIC RESONANCE;

MICROMONOSPORA; MICROMONOSPORA SP.;

EID: 84876964032     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md11041152     Document Type: Article

References (22)

1. Talalay, P.; Fahey, J.W.; Holtzclaw, W.D.; Prestera, T.; Zhang, Y. Chemoprotection against cancer by phase 2 enzyme induction. Toxicol. Lett. 1995, 82-83, 173-179.
2. Dinkova-Kostova, A.T.; Talalay, P. Persuasive evidence that quinone reductase type 1 (DT diaphorase) protects cells against the toxicity of electrophiles and reactive forms of oxygen. Free Radic. Biol. Med. 2000, 29, 231-240.
3. Shen, L.; Park, E.-J.; Kondratyuk, T.P.; Guendisch, D.; Marler, L.; Pezzuto, J.M.; Wright, A.D.; Sun, D. Design, synthesis, and biological evaluation of callophycin A and analogues as potential chemopreventive and anticancer agents. Bioorg. Med. Chem. 2011, 19, 6182-6195.
4. Li, Y.; Zhao, M.; Parkin, K.L. β-Carboline derivatives and diphenols from soy sauce are in vitro quinone reductase (QR) inducers. J. Agric. Food Chem. 2011, 59, 2332-2340.
5. Mayhoub, A.S.; Marler, L.; Kondratyuk, T.P.; Park, E.-J.; Pezzuto, J.M.; Cushman, M. Optimization of thiazole analogues of resveratrol for induction of NAD(P)H: quinone reductase 1 (QR1). Bioorg. Med. Chem. 2012, 20, 7030-7039.
6. Song, L.L.; Kosmeder, J.W., II; Lee, S.K.; Gerhauser, C.; Lantvit, D.; Moon, R.C.; Moriarty, R.M.; Pezzuto, J.M. Cancer chemopreventive activity mediated by 4′-bromoflavone, a potent inducer of phase II detoxification enzymes. Cancer Res. 1999, 59, 578-585.
7. Cheng, L.; Shen, L.-M.; Zhang, M.; Li, N.; Li, X.; Ma, Z.-J.; Qu, H.-B. Eleven new triterpenes from Eurycorymbus cavaleriei. Helv. Chim. Acta 2010, 93, 2263-2275.
8. Fahey, J.W.; Stephenson, K.K. Pinostrobin from honey and Thai ginger (Boesenbergia pandurata): A potent flavonoid inducer of mammalian phase 2 chemoprotective and antioxidant enzymes. J. Agric. Food Chem. 2002, 50, 7472-7476.
9. Wollenweber, E.; Stevens, J.F.; Klimo, K.; Knauft, J.; Frank, N.; Gerhauser, C. Cancer chemopreventive in vitro activities of isoflavones isolated from Iris germanica. Planta Med. 2003, 69, 15-20.
10. Carcache-Blanco, E.J.; Kang, Y.-H.; Park, E.J.; Su, B.-N.; Kardono, L.B.S.; Riswan, S.; Fong, H.H.S.; Pezzuto, J.M.; Kinghorn, A.D. Constituents of the stem bark of Pongamia pinnata with the potential to induce quinone reductase. J. Nat. Prod. 2003, 66, 1197-1202.
11. Yin, H.-Q.; Lee, B.-W.; Kim, Y.-C.; Sohn, D.-H.; Lee, B.-H. Induction of the anticarcinogenic marker enzyme, quinone reductase, by Dalbergiae Lignum. Arch. Pharmacal Res. 2004, 27, 919-922.
12. Yuan, Y.; Ji, L.; Luo, L.; Lu, J.; Ma, X.; Ma, Z.; Chen, Z. Quinone reductase (QR) inducers from Andrographis paniculata and identification of molecular target of andrographolide. Fitoterapia 2012, 83, 1506-1513.
13. Li, F.; Wang, Y.; Parkin, K.L.; Nitteranon, V.; Liang, J.; Yang, W.; Li, Y.; Zhang, G.; Hu, Q. Isolation of quinone reductase (QR) inducing agents from ginger rhizome and their in vitro anti-inflammatory activity. Food Res. Int. 2011, 44, 1597-1603.
14. Schell, U.; Haydock, S.F.; Kaja, A.L.; Carletti, I.; Lill, R.E.; Read, E.; Sheehan, L.S.; Low, L.; Fernandez, M.J.; Grolle, F.; et al. Engineered biosynthesis of hybrid macrolide polyketides containing D-angolosamine and D-mycaminose moieties. Org. Biomol. Chem. 2008, 6, 3315-3327.
15. Marler, L.; Conda-Sheridan, M.; Cinelli, M.A.; Morrell, A.E.; Cushman, M.; Chen, L.; Huang, K.; van Breemen, R.; Pezzuto, J.M. Cancer chemopreventive potential of aromathecins and phenazines, novel natural product derivatives. Anticancer Res. 2010, 30, 4873-4882.
16. Zhang, L.; Xi, L.; Ruan, J.; Huang, Y. Micromonospora yangpuensis sp. nov., isolated from a sponge. Int. J. Syst. Evol. Microbiol. 2012, 62, 272-278.
17. Kim, O.S.; Cho, Y.J.; Lee, K.; Yoon, S.H.; Kim, M.; Na, H.; Park, S.C.; Jeon, Y.S.; Lee, J.H.; Yi, H.; et al. Introducing EzTaxon-e: A prokaryotic 16S rRNA gene sequence database with phylotypes that represent uncultured species. Int. J. Syst. Evol. Microbiol. 2012, 62, 716-721.
18. Magarvey, N.A.; Keller, J.M.; Bernan, V.; Dworkin, M.; Sherman, D.H. Isolation and characterization of novel marine-derived actinomycete taxa rich in bioactive metabolites. Appl. Environ. Microbiol. 2004, 70, 7520-7529.
19. Zhang, Y.; Talalay, P.; Cho, C.G.; Posner, G.H. A major inducer of anticarcinogenic protective enzymes from broccoli: Isolation and elucidation of structure. Proc. Natl. Acad. Sci. USA 1992, 89, 2399-2403.
20. Prochaska, H.J.; Santamaria, A.B. Direct measurement of NAD(P)H:quinone reductase from cells cultured in microtiter wells: A screening assay for anticarcinogenic enzyme inducers. Anal. Biochem. 1988, 169, 328-336.
21. Gerhäuser, C.; You, M.; Liu, J.; Moriarty, R.M.; Hawthorne, M.; Mehta, R.G.; Moon, R.C.; Pezzuto, J.M. Cancer chemopreventive potential of sulforamate, a novel analogue of sulforaphane that induces phase 2 drug-metabolizing enzymes. Cancer Res. 1997, 57, 272-278.
22. Carlson, G.P.; Turner, M.; Mantick, N.A. Effects of styrene and styrene oxide on glutathione-related antioxidant enzymes. Toxicology 2006, 227, 217-226.