Published July 31, 2020 | Version v1

Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri

  • 1. ∗∗ & ∗ & Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and

Description

Lin, Shuang, He, Yan, Li, Fengli, Yang, Beiye, Liu, Mengting, Zhang, Sitian, Liu, Junjun, Li, Huaqiang, Qi, Changxing, Wang, Jianping, Hu, Zhengxi, Zhang, Yonghui (2020): Structurally diverse and bioactive alkaloids from an insect-derived fungus Neosartorya fischeri. Phytochemistry (112374) 175: 1-10, DOI: 10.1016/j.phytochem.2020.112374, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112374

Files

Restricted

The record is publicly accessible, but files are restricted. <a href="https://zenodo.org/account/settings/login?next=https://zenodo.org/records/8295369">Log in</a> to check if you have access.

Linked records

Additional details

Identifiers

LSID
urn:lsid:plazi.org:pub:23548A32FFDFFF98FFC805497A19FFBD

References

  • Cui, C.B., Kakeya, H., Osada, H., 1996. Novel mammalian cell cycle inhibitors, tryprostatins A, B and other diketopiperazines produced by Aspergillus fumigatus. J. Antibiot. 49, 534-540.
  • Dossey, A.T., 2010. Insects and their chemical weaponry: new potential for drug discovery. Nat. Prod. Rep. 27, 1737-1757.
  • Gao, W., Chai, C., He, Y., Li, F., Hao, X., Cao, F., Gu, L., Liu, J., Hu, Z., Zhang, Y., 2019. Periconiastone A, an antibacterial ergosterol with a pentacyclo[8.7.0.0 1,5.0 2,14.0 10,15 ] heptadecane system from Periconia sp. TJ403-rc01. Org. Lett. 21, 8469-8472.
  • Gao, W., He, Y., Li, F., Chai, C., Zhang, J., Guo, J., Chen, C., Wang, J., Zhu, H., Hu, Z., Zhang, Y., 2019. Antibacterial activity against drug-resistant microbial pathogens of cytochalasan alkaloids from the arthropod-associated fungus Chaetomium globosum TW1-1. Bioorg. Chem. 83, 98-104.
  • He, Y., Hu, Z., Sun, W., Li, Q., Li, X.N., Zhu, H., Huang, J., Liu, J., Wang, J., Xue, Y., Zhang, Y., 2017. Spiroaspertrione A, a bridged spirocyclic meroterpenoid, as a potent potentiator of oxacillin against methicillin-resistant Staphylococcus aureus from Aspergillus sp. TJ23. J. Org. Chem. 82, 3125-3131.
  • Hong, S.H., Ban, Y.H., Byun, W.S., Kim, D., Jang, Y.J., An, J.S., Shin, B., Lee, S.K., Shin, J., Yoon, Y.J., Oh, D.C., 2019. Camporidines A and B: antimetastatic and anti-inflammatory polyketide alkaloids from a gut bacterium of Camponotus kiusiuensis. J. Nat. Prod. 82, 903-910.
  • Hu, Z., Wu, Y., Xie, S., Sun, W., Guo, Y., Li, X.N., Liu, J., Li, H., Wang, J., Luo, Z., Xue, Y., Zhang, Y., 2017. Phomopsterones A and B, two functionalized ergostane-type steroids from the endophytic fungus Phomopsis sp. TJ507A. Org. Lett. 19, 258-261.
  • Lan, W.J., Fu, S.J., Xu, M.Y., Liang, W.L., Lam, C.K., Zhong, G.H., Xu, J., Yang, D.P., Li, H.J., 2016. Five new cytotoxic metabolites from the marine fungus Neosartorya pseudofischeri. Mar. Drugs 14, 18.
  • Lin, S., Yu, H., Yang, B., Li, F., Chen, X., Li, H., Zhang, S., Wang, J., Hu, Y., Hu, Z., Zhang, Y., 2020. Reisolation and configurational reinvestigation of cottoquinazolines E-G from an arthropod-derived strain of the fungus Neosartorya fischeri. J. Nat. Prod. 83, 169-173.
  • Liu, M., He, Y., Shen, L., Al Anbari, W.H., Li, H., Wang, J., Qi, C., Hu, Z., Zhang, Y., 2019. Asperteramide A, an unusual N -phenyl-carbamic acid methyl ester trimer isolated from the coral-derived fungus Aspergillus terreus. Eur. J. Org. Chem. 18, 2928-2932.
  • Liu, M., Sun, W., Shen, L., He, Y., Liu, J., Wang, J., Hu, Z., Zhang, Y., 2019. Bipolarolides A-G: ophiobolin-derived sesterterpenes with three new carbon skeletons from Bipolaris sp. TJ403-B1. Angew. Chem. Int. Ed. 58, 12091-12095.
  • Luo, X., Zhou, X., Lin, X., Qin, X., Zhang, T., Wang, J., Tu, Z., Yang, B., Liao, S., Tian, Y., Pang, X., Kaliyaperumal, K., Li, J.L., Tao, H., Liu, Y., 2017. Antituberculosis compounds from a deep-sea-derived fungus Aspergillus sp. SCSIO Ind09F01. Nat. Prod. Res. 31 1958-1962.
  • Matsuda, D., Ohshiro, T., Ohtawa, M., Yamazaki, H., Nagamitsu, T., Tomoda, H., 2015. In vitro metabolism of pyripyropene A and ACAT inhibitory activity of its metabolites. J. Antibiot. 68, 27-34.
  • Peng, J., Lin, T., Wang, W., Xin, Z., Zhu, T., Gu, Q., Li, D., 2013. Antiviral alkaloids produced by the mangrove-derived fungus Cladosporium sp. PJX-41. J. Nat. Prod. 76, 1133-1140.
  • Rahbaek, L., Breinholt, J., Frisvad, J.C., Christophersen, C., 1999. Circumdatin A, B, and C: three new benzodiazepine alkaloids isolated from a culture of the fungus Aspergillus ochraceus. J. Org. Chem. 64, 1689-1692.
  • Sheldrick, G.M., Schneider, T.R., 1997. SHELXL: high-resolution refinement. Methods Enzymol. 277, 319-343.
  • Shin, Y.H., Beom, J.Y., Chung, B., Shin, Y., Byun, W.S., Moon, K., Bae, M., Lee, S.K., Oh, K.B., Shin, J., Yoon, Y.J., Oh, D.C., 2019. Bombyxamycins A and B, cytotoxic macrocyclic lactams from an intestinal bacterium of the silkworm Bombyx mori. Org. Lett. 21, 1804-1808.
  • Tomoda, H., Nishida, H., Kim, Y.K., Obata, R., Sunazuka, T., Omura, S., Bordner, J., Guadliana, M., Dormer, P.G., Smith III, A.B., 1994. Relative and absolute stereochemistry of fyripyropene A, a potent, bioavailable inhibitor of acyl-CoA: cholesterol acyltransferase (ACAT). J. Am. Chem. Soc. 116, 12097-12098.
  • Um, S., Park, S.H., Kim, J., Park, H.J., Ko, K., Bang, H.S., Lee, S.K., Shin, J., Oh, D.C., 2015. Coprisamides A and B, new branched cyclic peptides from a gut bacterium of the dung beetle Copris tripartitus. Org. Lett. 17, 1272-1275.
  • Wang, F., Fang, Y., Zhu, T., Zhang, M., Lin, A., Gu, Q., Zhu, W., 2008. Seven new prenylated indole diketopiperazine alkaloids from holothurian-derived fungus Aspergillus fumigatus. Tetrahedron 64, 7986-7991.
  • Wang, Y., Li, Z.L., Bai, J., Zhang, L.M., Wu, X., Zhang, L., Pei, Y.H., Jing, Y.K., Hua, H.M., 2012. 2,5-Diketopiperazines from the marine-derived fungus Aspergillus fumigatus YK- 7. Chem. Biodivers. 9, 385-393.
  • Yang, B., He, Y., Lin, S., Zhang, J., Li, H., Wang, J., Hu, Z., Zhang, Y., 2019. Antimicrobial dolabellanes and atranones from a marine-derived strain of the toxigenic fungus Stachybotrys chartarum. J. Nat. Prod. 82, 1923-1929.
  • Yin, W.B., Grundmann, A., Cheng, J., Li, S.M., 2009. Acetylaszonalenin biosynthesis in Neosartorya fischeri. Identification of the biosynthetic gene cluster by genomic mining and functional proof of the genes by biochemical investigation. J. Biol. Chem. 284, 100-109.
  • Yu, L., Ding, W., Wang, Q., Ma, Z., Xu, X., Zhao, X., Chen, Z., 2017. Induction of cryptic bioactive 2,5-diketopiperazines in fungus Penicillium sp. DT-F29 by microbial coculture. Tetrahedron 73, 907-914.
  • Zhang, Y.L., Ge, H.M., Zhao, W., Dong, H., Xu, Q., Li, S.H., Li, J., Zhang, J., Song, Y.C., Tan, R.X., 2008. Unprecedented immunosuppressive polyketides from Daldinia eschscholzii, a mantis-associated fungus. Angew. Chem. Int. Ed. 47, 5823-5826.
  • Zhang, M., Wang, W.L., Fang, Y.C., Zhu, T.J., Gu, Q.Q., Zhu, W.M., 2008. Cytotoxic alkaloids and antibiotic nordammarane triterpenoids from the marine-derived fungus Aspergillus sydowi. J. Nat. Prod. 71, 985-989.