Citation: Meng-Hua Wang, Li Li, Tao Jiang, Xue-Wei Wang, Bin-Da Sun, Bo Song, Qiu-Bo Zhang, Hong-Mei Jia, Gang Ding, Zhong-Mei Zou. Stereochemical determination of tetrahydropyran-substituted xanthones from fungus Chaetomium murorum[J]. Chinese Chemical Letters, ;2015, 26(12): 1507-1510. doi: 10.1016/j.cclet.2015.10.025 shu

Stereochemical determination of tetrahydropyran-substituted xanthones from fungus Chaetomium murorum

  • Corresponding author: Gang Ding,  Zhong-Mei Zou, 
  • Received Date: 17 July 2015
    Available Online: 13 October 2015

  • Chaetoxanthone D (1), a new tetrahydropyran-substituted xanthone originated from polyketide pathway, together with the four known natural products chaetoxanthone C (2), alternariol methyl ether (3), alternariol (4) and 2,5-dimethyl-7-hydroxychromone (5) was isolated from a strain of Chaetomium murorum. The structures of these compounds were elucidated based on extensive spectroscopic analyses. The absolute configurations of 1 and 2 were determined by using quantum chemical electronic circular dichroism (ECD) calculations.
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    1. [1]

      [1] R.X. Tan, W.X. Zou, Endophytes: a rich source of functional metabolites, Nat. Prod. Rep. 18 (2001) 448-459.

    2. [2]

      [2] A. Schueffler, T. Anke, Fungal natural products in research and development, Nat. Prod. Rep. 31 (2014) 1425-1448.

    3. [3]

      [3] Q. Zhang, H.Q. Li, S.C. Zong, et al., Chemical and bioactive diversities of the genus Chaetomium secondary metabolites, Mini-Rev. Med. Chem. 12 (2012) 127-148.

    4. [4]

      [4] L.M. Li, Q. Zou, G.Y. Li, Chromones from an ascomycete, Chaetomium aureus, Chin. Chem. Lett. 21 (2010) 1203-1205.

    5. [5]

      [5] J.M. Gao, S.X. Yang, J.C. Qin, Azaphilones: chemistry and biology, Chem. Rev. 113 (2013) 4755-4811.

    6. [6]

      [6] H. Li, J.M. Tian, H.Y. Tang, et al., Chaetosemins A-E, new chromones isolated from an ascomycete Chaetomium seminudum and their biological activities, RSC Adv. 5 (2015) 29185-29192.

    7. [7]

      [7] S. Setsuko, Isocochliodinol and neocochliodinol, bis(3-indolyl)-benzoquinones from Chaetomium spp, Chem. Pharm. Bull. 31 (1983) 2998-3001.

    8. [8]

      [8] H.M. Ge, W.Y. Zhang, G. Ding, et al., Chaetoglobins A and B, two unusual alkaloids from endophytic Chaetomium globosum culture, Chem. Commun. 45 (2008) 5978-5980.

    9. [9]

      [9] G. Ding, Y.C. Song, J.R. Chen, et al., Chaetoglobosin U, a cytochalasan alkaloids from endophytic Chaetomium globosum IFB-E019, J. Nat. Prod. 69 (2006) 302-304.

    10. [10]

      [10] Gaussian, Inc, Gaussian 09, Revision B. 01, Gaussian, Inc, Wallingford, CT, 2009.

    11. [11]

      [11] Molecular Operating Environment (MOE), Chemical Computing Group Inc., Montreal, Canada, 2015 (http://www.chemcomp.com/Research-Citing_MOE.htm).

    12. [12]

      [12] G. Ding, H.L. Wang, Li Li, et al., Trichodermone, a spiro-cytochalasan with a tetracyclic nucleus (7/5/6/5) skeleton from the plant endophytic fungus Trichoderma gamsii, J. Nat. Prod. 77 (2014) 164-167.

    13. [13]

      [13] G. Ding, H.L. Wang, Li Li, et al., Trichoderones A and B: two pentacyclic cytochalasans from the plant endophytic fungus Trichoderma gamsii, Eur. J. Org. Chem. 2012 (2012) 2516-2519.

    14. [14]

      [14] P. Alexander, K. Anja, K. Stefan, et al., Antiprotozoal activities of heterocyclicsubstituted xanthones from the marine-derived fungus Chaetomium sp, J. Nat. Prod. 71 (2008) 1579-1584.

    15. [15]

      [15] K. Koch, J. Podlech, E. Pfeiffer, et al., Total synthesis of alternariol, J. Org. Chem. 70 (2005) 3275-3276.

    16. [16]

      [16] S. Kametani, A. Kojima, H. Kikuzaki, et al., Chemical constituents of cape aloe and their synergistic growth-inhibiting effect on ehrlich ascites tumor cells, Biosci. Biotechnol. Biochem. 71 (2007) 1220-1229.

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