Asperitaconic acids A–C, antibacterial itaconic acid derivatives produced by a marine-derived fungus of the genus Aspergillus

Article metrics


Three new itaconic acid derivatives, asperitaconic acids A–C (13), were isolated from the ethyl acetate extracts of the rice fermentation of a marine-derived fungus Aspergillus niger, and asperitaconic acids A–C were characterized by an itaconic acid unit and an alkyl chain moiety. Their structures were established by interpretation of their spectroscopic data including NMR and HRESIMS. Asperitaconic acids A–C exhibited antibacterial effect against Staphylococcus aureus with MIC values of 16–32 μg/mL, whereas these compounds showed no cytotoxicity against HepG2 and HeLa cancer cell lines.

Access options

Rent or Buy article

Get time limited or full article access on ReadCube.


All prices are NET prices.

Fig. 1
Fig. 2


  1. 1.

    Lee YM, Kim MJ, Li H, Zhang P, Bao B, Lee KJ, Jung JH. Marine-derived Aspergillus species as a source of bioactive secondary metabolites. Mar Biotechnol. 2013;15:499–519.

  2. 2.

    Zhang Y, Li X-M, Wang B-G. Nigerasperones A~C, new monomeric and dimeric naphtho-γ-pyrones from a marine alga-derived endophytic fungus Aspergillus niger EN-13. J Antibiot. 2007;60:204–10.

  3. 3.

    Varoglu M, Corbett TH, Valeriote FA, Crews P. Asperazine, a selective cytotoxic alkaloid from a sponge-derived culture of Aspergillus niger. J Org Chem. 1997;62:7078–9.

  4. 4.

    Zhang Y, Li X-M, Proksch P, Wang B-G. Ergosterimide, a new natural Diels–Alder adduct of a steroid and maleimide in the fungus Aspergillus niger. Steroids. 2007;72:723–7.

  5. 5.

    Li F, Guo W, Che Q, Zhu T, Gu Q, Li D. Versicones E–H and arugosin K produced by the mangrove-derived fungus Aspergillus versicolor HDN11-84. J Antibiot. 2017;70:174–8.

  6. 6.

    Liao L, You M, Chung BK, Oh D-C, Oh K-B, Shin J. Alkaloidal metabolites from a marine-derived Aspergillus sp. fungus. J Nat Prod. 2015;78:349–54.

  7. 7.

    Liao L, Bae SY, Won TH, You M, Kim S-H, Oh D-C, Lee SK, Oh K-B, Shin J. Asperphenins A and B, lipopeptidyl benzophenones from a marine-derived Aspergillus sp. fungus. Org Lett. 2017;19:2066–9.

  8. 8.

    Isogai A, Washizu M, Kondo K, Murakoshi S, Suzuki A. Isolation and identification of (+)-hexylitaconic acid as a plant growth regulator. Agr Biol Chem. 1984;48:2607–9.

  9. 9.

    Nakahashi A, Miura N, Monde K, Tsukamoto S. Stereochemical studies of hexylitaconic acid, an inhibitor ofp53–HDM2 interaction. Bioorg Med Chem Lett. 2009;19:3027–30.

  10. 10.

    Turlejrogacka A, Xavier BB, Janssens L, Lammens C, Zarkotou O, Pournaras S, Goossens H, Malhotrakumar S. Evaluation of colistin stability in agar and comparison of four methods for MIC testing of colistin. Eur J Clin Microbiol. 2018;37:345–53.

  11. 11.

    Wang J, He W, Kong F, Tian X, Wang P, Zhou X, Liu Y. Ochracenes A–I, humulane-derived sesquiterpenoids from the antarctic fungus Aspergillus ochraceopetaliformis. J Nat Prod. 2017;80:1725–33.

Download references


This study was supported by the National Natural Science Foundation of China (41776168, 41706167, 21672084, 41376155, and 81302665), the Ningbo Sci. & Tech. Projects for Common Wealth (2017C10016), the Science and Technology Planning Project of Guangzhou (201710010088 and 201704030042), the National 111 Project of China (D16013), the Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Development Fund, and the K.C. Wong Magna Fund in Ningbo University.

Author information

Correspondence to Lijian Ding or Shan He or Shihai Xu.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Electronic supplementary material

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Further reading