Natural Products and Bioprospecting    2015, Vol. 5 Issue (1) : 47-53     DOI: 10.1007/s13659-014-0051-1
Original article |
Identification and Cytotoxic Activities of Two New Trichothecenes and a New Cuparane-Type Sesquiterpenoid from the Cultures of the Mushroom Engleromyces goetzii
Yang Wang1,2, Ling Zhang1, Gen-Tao Li1, Zheng-Hui Li1, Ze-Jun Dong1, Yan Li1, Ji-Kai Liu1
1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
2. University of Chinese Academy of Sciences, Beijing 100049, China
Download: PDF(510 KB)   HTML ()  
Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks    
Abstract  Engleromyces goetzii is a traditional medicinal mushroom that is widely used to treat infection, inflammation and cancer in Tibet, Sichuan and Yunnan provinces of China. Two new trichothecenes, engleromycones A and B(1 and 2), one new cuparane-type sesquiterpenoid named infuscol F(11), eight known trichothecene analogs, sambucinol(3), 3-deoxysambucinol(4), trichothecolone(5), trichodermol(6), 8-deoxytrichothecin(7), trichothecin(8), trichothecinol B(9) and trichothecinol A(10), and one known cyclopentanoid sesquiterpene cyclonerodiol(12) were isolated from the cultures of E. goetzii. The new compounds were elucidated through spectroscopic analyses. The anticancer effects of trichothecenes 1-10 were examined in the HL-60, SMMC-7721, A549, MCF-7, and SW-480 human cancer cell lines using an MTT assay. Trichothecinol A(10) significantly inhibited the growth of MCF-7 cells, with an IC50 value of 0.006 μM, which was comparable to the cytotoxic activity of the positive control, paclitaxel, indicating that trichothecinol A(10) represents a potential anticancer agent.
Keywords Engleromyces goetzii      Trichothecene      Engleromycone      Cuparane      Infuscol      Mycotoxin     
Fund:This work was supported by the National Natural Sciences Foundation of China(U1132607, 21302194), the National Science & Technology Pillar Program of China(2012BAD23B0305 and 2013BAI11B02).
Issue Date: 11 February 2018
Service
E-mail this article
E-mail Alert
RSS
Articles by authors
Yang Wang
Ling Zhang
Gen-Tao Li
Zheng-Hui Li
Ze-Jun Dong
Yan Li
Ji-Kai Liu
Trendmd:   
Cite this article:   
Yang Wang,Ling Zhang,Gen-Tao Li, et al. Identification and Cytotoxic Activities of Two New Trichothecenes and a New Cuparane-Type Sesquiterpenoid from the Cultures of the Mushroom Engleromyces goetzii[J]. Natural Products and Bioprospecting, 2015, 5(1): 47-53.
URL:  
http://npb.kib.ac.cn/EN/10.1007/s13659-014-0051-1     OR     http://npb.kib.ac.cn/EN/Y2015/V5/I1/47
1. M.C. Lu, E.S. Mohamed, T.Y. Wu, Y.C. Du, T.T. Chang, C.F. Chen, Y.M. Hsu, K.H. Lai, C.P. Chiu, F.R. Chang, Y.C. Wu, Pharmacol. Ther. 139, 124-156 (2013)
2. S.P. Wasser, Int. J. Med. Mushrooms 12, 1-16 (2010)
3. M. Jo, N. Nakamura, N. Kakiuchi, K. Komatsu, M.H. Qui, K. Shimotohno, K. Shimotohno, M. Hattori, J. Nat. Med. 60, 217-224 (2006)
4. Z.J. Zhan, H.D. Sun, H.M. Wu, J.M. Yue, Acta Bot. Sin. 45, 248-252 (2003)
5. J.K. Liu, J.W. Tan, Z.J. Dong, Z.H. Ding, X.H. Wang, P.G. Liu, Helv. Chim. Acta 85, 1439-1442 (2002)
6. J. Wan, S.L. Wang, X.X. Liu, X.Y. Wa, Y.T. Cheng, Acta Microbiol. Sin. 18, 248-252 (1978)
7. E.J. Persen, P. Larsen, P.M. Boll, Tetrahedron Lett. 21, 5079-5082 (1980)
8. K. Konishi, A. Iida, M. Kaneko, K. Tomioka, H. Tokuda, H. Nishino, Y. Kumeda, Bioorg. Med. Chem. 11, 2511-2518 (2003)
9. C.M. Placinat, J.P.F. D'Mello, A.M.C. Macdonald, Anim. Feed Sci. Technol. 78, 21-37 (1999)
10. O. Rocha, K. Ansari, F.M. Doohan, Food Addit. Contam. 22, 369-378 (2005)
11. R. Krska, S. Baumgartner, R. Josephs, Fresenius' J. Anal. Chem. 371, 285-299 (2001)
12. R.D. Josephs, M. Derbyshire, J. Stroka, H. Emons, E. Anklam, Toxicol. Lett. 153, 123-132 (2004)
13. Q.H. Wu, V. Dohnal, K. Kuca, Z.H. Yuan, Curr. Drug Metab. 14, 641-660 (2013)
14. S.P. McCormick, A.M. Stanley, N.A. Stover, N.J. Alexander, Toxins 3, 802-814 (2011)
15. E. Cundliffe, M. Cannon, J. Davies, Proc. Natl. Acad. Sci. USA 71, 30-34 (1974)
16. L. Carrasco, M. Barbacid, D. Vazquez, Biochim. Biophys. Acta 312, 368-376 (1973)
17. A. Loukaci, O. Kayser, K.U. Bindseil, K. Siems, J. Frevert, P.M. Abreu, J. Nat. Prod. 63, 52-56 (2000)
18. L.O. Zamir, A. Nikolakakis, F. Sauriol, O. Mamer, J. Agric. Food Chem. 47, 1823-1835 (1999)
19. J.R. Hanson, T. Marten, M. Siverns, J. Chem. Soc. Perkin 1 9, 1033-1036 (1974)
20. R.D. Plattner, M.B. Al-Hetti, D. Weisleder, J.B. Sinclair, J. Chem. Res. 31, 2461-2472 (1988)
21. E. David, R. Iyengar, Tetrahedron Lett. 40, 3511-3514 (1977)
22. L.J. Reed, H. Muench, Am. J. Hyg. 27, 493-497 (1938)
[1] Yang Wang, Ling Zhang, Fang Wang, Zheng-Hui Li, Ze-Jun Dong, Ji-Kai Liu. New Diterpenes from Cultures of the Fungus Engleromyces goetzii and Their CETP Inhibitory Activity[J]. Natural Products and Bioprospecting, 2015, 5(2): 69-75.
[2] Yanis CARO, Linda ANAMALE, Mireille FOUILLAUD, Philippe LAURENT, Thomas PETIT, Laurent DUFOSSEa. Natural hydroxyanthraquinoid pigments as potent food grade colorants: an overview[J]. Natural Products and Bioprospecting, 2012, 2(5): 174-193.
Viewed
Full text


Abstract

Cited

  Shared   
  Discussed