Two novel tyrosinase inhibitory sesquiterpenes induced by CuCl2 from a marine-derived fungus pestalotiopsis sp. Z233

Marine Drugs

Volumn 11, Issue 8, 2013, Pages 2713-2721

  Wu, Bin ^a,b   Wu, Xiaodan ^c   Sun, Min ^b   Li, Minhui ^d  

^a ZHEJIANG UNIVERSITY   (China)

^b GEOMAR HELMHOLTZ CENTRE FOR OCEAN RESEARCH KIEL   (Germany)

^c ZHEJIANG UNIVERSITY   (China)

^d BAOTOU MEDICAL COLLEGE   (China)

Author keywords

Abiotic stress; Pestalotiopsis sp.; Sesquiterpenes; Tyrosinase inhibitory activities

Indexed keywords

1BETA, 5ALPHA, 6ALPHA,14 TETRAACETOXY 9ALPHA BENZOYLOXY 7BETA EUDESMAN 2BETA,11 DIOL; 4ALPHA,5ALPHA DIACETOXY 9ALPHA BENZOYLOXY 7BETA EUDESMAN 1BETA,2BETA,11,14 TETRAOL; COPPER CHLORIDE; KOJIC ACID; MONOPHENOL MONOOXYGENASE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ABIOTIC STRESS; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG STRUCTURE; ENZYME INHIBITION; FUNGUS; FUNGUS CULTURE; FUNGUS ISOLATION; HETERONUCLEAR MULTIPLE BOND CORRELATION; MYCELIUM; NUCLEAR OVERHAUSER EFFECT; PESTALOTIOPSIS; PROTON NUCLEAR MAGNETIC RESONANCE; SARGASSUM; SARGASSUM HORNERI; THIN LAYER CHROMATOGRAPHY; TIME OF FLIGHT MASS SPECTROMETRY;

ALGAE; FUNGI; PESTALOTIOPSIS SP.; SARGASSUM HORNERI;

COPPER; ENZYME INHIBITORS; INHIBITORY CONCENTRATION 50; MONOPHENOL MONOOXYGENASE; SARGASSUM; SESQUITERPENES; SESQUITERPENES, EUDESMANE; STRESS, PHYSIOLOGICAL; XYLARIALES;

EID: 84883753409     PISSN: None     EISSN: 16603397     Source Type: Journal    
DOI: 10.3390/md11082713     Document Type: Article

References (19)

1. Debbab, A.; Aly, A.H.; Lin, W.H.; Proksch, P. Bioactive compounds from marine bacteria and fungi. Microb. Biotechnol. 2010, 3, 544-563.
2. Saleema, M.; Ali, M.S.; Hussain, S.; Jabbar, A.; Ashraf, M.; Lee, Y.S. Marine natural products of fungal origin. Nat. Prod. Rep. 2007, 24, 1142-1152.
3. Yamazaki, H.; Rotinsulu, H.; Kaneko, T.; Murakami, K.; Fujiwara, H.; Ukai, K.; Namikoshi, M. A new dibenz[b,e]oxepine derivative, 1-hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a marine-derived fungus, Beauveria bassiana TPU942. Mar. Drugs 2012, 10, 2691-2697.
4. Sun, L.; Li, D.; Tao, M.; Chen, Y.; Dan, F.; Zhang, W. Scopararanes C-G: New oxygenated pimarane diterpenes from the marine sediment-derived fungus Eutypella scoparia FS26. Mar. Drugs 2012, 10, 539-550.
5. Bhadury, P.; Mohammad, B.T.; Wright, P.C. The current status of natural products from marine fungi and their potential as anti-infective agents. J. Ind. Microbiol. Biotechnol. 2006, 33, 325-337.
6. Zhang, L.; An, R.; Wang, J.; Sun, N.; Zhang, S.; Hu, J.; Kuai, J. Exploring novel bioactive compounds from marine microbes. Curr. Opin. Microbiol. 2005, 8, 276-281.
7. Jensen, P.R.; Fenical, W. Strategies for the discovery of secondary metabolites from marine bacteria: Ecological perspectives. Annu. Rev. Microbiol. 1994, 48, 559-584.
8. Cueto, M.; Jensen, P.R.; Kauffman, C.; Fenical, W.; Lobkovsky, E.; Clardy, K. Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge. J. Nat. Prod. 2001, 64, 1444-1446.
9. Park, H.B.; Kwon, H.C.; Lee, C.-H.; Yang, H.O. Glionitrin A, an antibiotic-antitumor metabolite derived from competitive interaction between abandoned mine microbes. J. Nat. Prod. 2009, 72, 248-252.
10. Wu, F.; Jiang, W.; Wu, B. Methodological aspects about determination of plant defensive phenolics in response to stress. Curr. Anal. Chem. 2013, 9, 352-359.
11. Xu, J.; Ebada, S.F.; Proksch, P. Pestalotiopsis, a highly creative genus: Chemistry and bioactivity of secondary metabolites. Fung. Divers. 2010, 44, 15-31.
12. Wei, M.-Y.; Li, D.; Shao, C.L.; Deng, D.-S.; Wang, C.Y. (±)-Pestalachloride D, an antibacterial racemate of chlorinated benzophenone derivative from a soft coral-derived fungus Pestalotiopsis sp. Mar. Drugs 2013, 11, 1050-1060.
13. Strobel, G.; Yang, X.; Sears, J.; Kramer, R.; Sidhu, R.S.; Hess, W.M. Taxol from Pestalotiopsis microspora, an endophytic fungus of Taxus wallachiana. Microbiology 1996, 142, 435-440.
14. Liu, L.; Liu, S.; Chen, X.; Guo, L.; Che, Y. Pestalofones A-E, bioactive cyclohexanone derivatives from the plant endophytic fungus Pestalotiopsis fici. Bioorg. Med. Chem. 2009, 17, 606-613.
15. Liu, L.; Liu, S.; Jiang, L.; Chen, X.; Guo, L.; Che, Y. Chloropupukeananin, the first chlorinated pupukeanane derivative, and its precursors from Pestalotiopsis fici. Org. Lett. 2008, 10, 1397-1400.
16. Liu, L.; Bruhn, T.; Guo, L.; Götz, D.C.G.; Brun, R.; Stich, A.; Che, Y.; Bringmann, G. Chloropupukeanolides C-E: Cytotoxic pupukeanane chlorides with a spiroketal skeleton from Pestalotiopsis fici. Chem. Eur. J. 2011, 17, 2604-2613.
17. Vamos-Vigyazo, L. Polyphenol oxidase and peroxidase in fruits and vegetables. Crit. Rev. Food Sci. Nutr. 1981, 15, 49-127.
18. Kim, Y.-J.; Uyama, H. Tyrosinase inhibitors from natural and synthetic sources: Structure, inhibition mechanism and perspective for the future. Cell. Mol. Life Sci. 2005, 62, 1707-1723.
19. Wu, B.; Zhang, X.; Wu, X. New lignan glucosides with tyrosinase inhibitory activity from exocarp of Castanea henryi. Carbohydr. Res. 2012, 355, 45-49.