Complementary Flavonoid Prenylations by Fungal Indole Prenyltransferases

Journal of Natural Products

Volumn 78, Issue 9, 2015, Pages 2229-2235

  Zhou, Kang ^a   Yu, Xia ^a,b   Xie, Xiulan ^a   Li, Shu Ming ^a  

^a PHILIPPS UNIVERSITY MARBURG   (Germany)

^b University of California   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

APIGENIN; BIOCHANIN A; DIMETHYLALLYLTRANSFERASE; ERIODICTYOL; FLAVONOID; FUNGAL ENZYME; GENISTEIN; HESPERETIN; HYDROXYFLAVANONE; INDOLE DERIVATIVE; NARINGENIN; PHLORETIN; SILIBININ; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG IDENTIFICATION; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR SINGLE QUANTUM COHERENCE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; PRENYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHEMISTRY; ENZYME SPECIFICITY; FUNGUS; ISOLATION AND PURIFICATION; METABOLISM; NUCLEAR MAGNETIC RESONANCE;

DIMETHYLALLYLTRANSTRANSFERASE; FLAVONOIDS; FUNGI; INDOLES; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PRENYLATION; SUBSTRATE SPECIFICITY;

EID: 84942609825     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/acs.jnatprod.5b00422     Document Type: Article

References (35)

1. Marais, J. P. J.; Deavours, B.; Dixon, R. A.; Ferreira, D. In The Science of Flavonoids; Grotewold, E., Ed.; Springer Science + Business Media, Inc: New York, 2006; Chapter 1, pp 1-46.
2. Sandhar, H. K.; Kumar, B.; Prasher, S.; Tiwari, P.; Salhan, M.; Sharma, P. Int. Pharm. Sci. 2011, 1, 25-41
3. Agrawal, A. D. Int. J. Pharm. Sci. Nanotechnol. 2011, 4, 1394-1398
4. Botta, B.; Vitali, A.; Menendez, P.; Misiti, D.; Delle, M. G. Curr. Med. Chem. 2005, 12, 717-739 10.2174/0929867053202241
5. Chen, X.; Mukwaya, E.; Wong, M. S.; Zhang, Y. Pharm. Biol. 2014, 52, 655-660 10.3109/13880209.2013.853809
6. Wesolowska, O.; Gasiorowska, J.; Petrus, J.; Czarnik-Matusewicz, B.; Michalak, K. Biochim. Biophys. Acta, Biomembr. 2014, 1838, 173-184 10.1016/j.bbamem.2013.09.009
7. Hanáková, Z.; Hošek, J.; Babula, P.; DallAcqua, S.; Václavík, J.; Šmejkal, K. J. Nat. Prod. 2015, 78, 850-863 10.1021/acs.jnatprod.5b00005
8. Lukaseder, B.; Vajrodaya, S.; Hehenberger, T.; Seger, C.; Nagl, M.; Lutz-Kutschera, G.; Robien, W.; Greger, H.; Hofer, O. Phytochemistry 2009, 70, 1030-1037 10.1016/j.phytochem.2009.05.007
9. Tischer, S.; Metz, P. Adv. Synth. Catal. 2007, 349, 147-151 10.1002/adsc.200600454
10. Hossain, M. M.; Kawamura, Y.; Yamashita, K.; Tsukayama, M. Tetrahedron 2006, 62, 8625-8635 10.1016/j.tet.2006.06.066
11. Sasaki, K.; Tsurumaru, Y.; Yamamoto, H.; Yazaki, K. J. Biol. Chem. 2011, 286, 24125-24134 10.1074/jbc.M111.244426
12. Yazaki, K.; Sasaki, K.; Tsurumaru, Y. Phytochemistry 2009, 70, 1739-1745 10.1016/j.phytochem.2009.08.023
13. Chen, R.; Liu, X.; Zou, J.; Yin, Y.; Ou, C.; Li, J.; Wang, R.; Xie, D.; Zhang, P.; Dai, J. Adv. Synth. Catal. 2013, 355, 1817-1828 10.1002/adsc.201300196
14. Sasaki, K.; Mito, K.; Ohara, K.; Yamamoto, H.; Yazaki, K. Plant Physiol. 2008, 146, 1075-1084 10.1104/pp.107.110544
15. Shen, G.; Huhman, D.; Lei, Z.; Snyder, J.; Sumner, L. W.; Dixon, R. A. Plant Physiol. 2012, 159, 70-80 10.1104/pp.112.195271
16. Akashi, T.; Sasaki, K.; Aoki, T.; Ayabe, S.; Yazaki, K. Plant Physiol. 2008, 149, 683-693 10.1104/pp.108.123679
17. Wang, R.; Chen, R.; Li, J.; Liu, X.; Xie, K.; Chen, D.; Yin, Y.; Tao, X.; Xie, D.; Zou, J.; Yang, L.; Dai, J. J. Biol. Chem. 2014, 289, 35815-35825 10.1074/jbc.M114.608265
18. Ozaki, T.; Mishima, S.; Nishiyama, M.; Kuzuyama, T. J. Antibiot. 2009, 62, 385-392 10.1038/ja.2009.48
19. Kumano, T.; Richard, S. B.; Noel, J. P.; Nishiyama, M.; Kuzuyama, T. Bioorg. Med. Chem. 2008, 16, 8117-8126 10.1016/j.bmc.2008.07.052
20. Yu, X.; Li, S.-M. ChemBioChem 2011, 12, 2280-2283 10.1002/cbic.201100413
21. Yin, W.-B.; Grundmann, A.; Cheng, J.; Li, S.-M. J. Biol. Chem. 2009, 284, 100-109 10.1074/jbc.M807606200
22. Yu, X.; Xie, X.; Li, S.-M. Appl. Microbiol. Biotechnol. 2011, 92, 737-748 10.1007/s00253-011-3351-y
23. Pockrandt, D.; Li, S.-M. ChemBioChem 2013, 14, 2023-2028 10.1002/cbic.201300372
24. Yin, W.-B.; Xie, X.-L.; Matuschek, M.; Li, S.-M. Org. Biomol. Chem. 2010, 8, 1133-1141 10.1039/b922440h
25. Yin, W.-B.; Cheng, J.; Li, S.-M. Org. Biomol. Chem. 2009, 7, 2202-2207 10.1039/b902413a
26. Biedermann, D.; Vavrikova, E.; Cvak, L.; Kren, V. Nat. Prod. Rep. 2014, 31, 1138-1157 10.1039/C3NP70122K
27. Adib, A. M.; Ahmad, F.; Idris, M. S. J. Chem. Sci. 2008, 120, 469-473 10.1007/s12039-008-0073-5
28. Alam, S.; Islam, A.; Das, N. C. J. Bangladesh Acad. Sci. 2004, 28, 117-120
29. Delle Monache, G.; Scurria, R.; Vitali, A.; Botta, B.; Monacelli, B.; Pasqua, G.; Palocci, C.; Cernia, E. Phytochemistry 1994, 37, 893-898 10.1016/S0031-9422(00)90379-0
30. Pistelli, L.; Spera, K.; Flamini, G.; Mele, S.; Morelli, I. Phytochemistry 1996, 42, 1455-1458 10.1016/0031-9422(96)00128-8
31. Lee, D. Y. W.; Liu, Y. J. Nat. Prod. 2003, 66, 1171-1174 10.1021/np030163b
32. Zhou, K.; Ludwig, L.; Li, S.-M. J. Nat. Prod. 2015, 78, 929-933 10.1021/np5009784
33. Liebhold, M.; Xie, X.; Li, S.-M. Org. Lett. 2013, 15, 3062-3065 10.1021/ol401247s
34. Woodside, A. B.; Huang, Z.; Poulter, C. D. Org. Synth. 1988, 66, 211-215 10.15227/orgsyn.066.0211
35. Kremer, A.; Westrich, L.; Li, S.-M. Microbiology 2007, 153, 3409-3416 10.1099/mic.0.2007/009019-0