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Published April 30, 2022 | Version v1
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Bioactive specialised metabolites from the endophytic fungus Xylaria sp. of Cudrania tricuspidata

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  • 1. * & Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, No. 44 West

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Song, Jintong, Xu, Ke, Liu, Chunyu, Wang, Tian, Luan, Xiaoyi, Zhu, Lihua, Chu, Zhaojun, Fu, Xiaojie, Chang, Wenqiang, Wang, Xiaoning, Lou, Hongxiang (2022): Bioactive specialised metabolites from the endophytic fungus Xylaria sp. of Cudrania tricuspidata. Phytochemistry (113079) 196: 1-9, DOI: 10.1016/j.phytochem.2021.113079, URL: http://dx.doi.org/10.1016/j.phytochem.2021.113079

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urn:lsid:plazi.org:pub:FFD0A6335235B72FFFAB3069C556FF9B

Cites
Publication: 10.1016/S0031-9422(96)00780-7 (DOI)
Publication: 10.1016/j.phytol.2014.07.005 (DOI)
Publication: 10.1139/V02-194 (DOI)
Publication: 10.1016/j.chembiol.2015.08.016 (DOI)
Publication: 10.1128/AEM.02745-14 (DOI)
Publication: 10.1021/np300473h (DOI)
Publication: 10.1016/S0040-4020(01)00761-X (DOI)
Publication: 10.13346/j.mycosystema.150061 (DOI)
Publication: 10.1128/AEM.01808-12 (DOI)
Publication: 10.1039/c8np00010g (DOI)
Publication: 10.1155/2018/7616852.Longevity7616852/1-7616852/13 (DOI)
Publication: 10.1016/j.molstruc.2020.129352 (DOI)
Publication: 10.1021/acs.jafc.1c01160 (DOI)
Publication: 10.1080/14786419.2019.1677652 (DOI)
Publication: 10.1021/np020301h (DOI)
Publication: 10.1021/np500897y (DOI)
Publication: 10.1002/cbdv.201200286 (DOI)
Publication: 10.1021/jf051313m (DOI)
Publication: 10.1021/jf062029d (DOI)
Publication: 10.1016/j.tet.2006.05.010 (DOI)
Publication: 10.1021/acs.orglett.8b03110 (DOI)
Publication: 10.1039/c9ob01552c (DOI)
Publication: 10.1021/acs.orglett.9b00015 (DOI)
Publication: 10.1021/acs.orglett.9b02552 (DOI)
Publication: 10.1038/s41598-017-07331-4 (DOI)
Publication: 10.1021/acs.jnatprod.0c01330 (DOI)
Publication: 10.2174/138955711794519492 (DOI)
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Figure: 10.5281/zenodo.8236836 (DOI)
Figure: 10.5281/zenodo.8236838 (DOI)
Figure: 10.5281/zenodo.8236840 (DOI)
Figure: 10.5281/zenodo.8236842 (DOI)
Figure: 10.5281/zenodo.8236844 (DOI)
Figure: 10.5281/zenodo.8236846 (DOI)

References

  • Abate, D., Abraham, W.R., Meyer, H., 1997. Cytochalasins and phytotoxins from the fungus Xylaria obovata. Phytochemistry 44, 1443-1448. https://doi.org/10.1016/ S0031-9422(96)00780-7.
  • Alley, M.C., Scudiero, D.A., Monks, A., Hursey, M.L., Czerwinski, M.J., Fine, D.L., Abbott, B.J., Mayo, J.G., Shoemaker, R.H., Boyd, M.R., 1988. Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay. Cancer Res. 48, 589-601. https://pubmed.ncbi.nlm.nih.gov/3335022.
  • Andolfi, A., Maddau, L., Linaldeddu, B.T., Scanu, B., Cimmino, A., Basso, S., Evidente, A., 2014. Bioactivity studies of oxysporone and several derivatives. Phytochem. Lett. 10, 40-45. https://doi.org/10.1016/j.phytol.2014.07.005.
  • Antkowiak, R., Antkowiak, W.Z., Banczyk, I., Mikolajczyk, L., 2003. A new phenolic metabolite, involutone, isolated from the mushroom Paxillus involutus. Can. J. Chem. 81, 118-124. https://doi.org/10.1139/V02-194.
  • Braesel, J., Gotze, S., Shah, F., Heine, D., Tauber, J., Hertweck, C., Tunlid, A., Stallforth, P., Hoffmeister, D., 2015. Three redundant synthetases secure redoxactive pigment production in the basidiomycete Paxillus involutus. Chem. Biol. (Oxford, U. K.) 22, 1325-1334. https://doi.org/10.1016/j.chembiol.2015.08.016.
  • Chooi, Y.H., Krill, C., Barrow, R.A., Chen, S.S., Trengove, R., Oliver, R.P., Solomon, P.S., 2015. An in planta-expressed polyketide synthase produces (R)-mellein in the wheat pathogen Parastagonospora nodorum. Appl. Environ. Microbiol. 81, 177-186. https:// doi.org/10.1128/AEM.02745-14.
  • Du, L., King, J.B., Morrow, B.H., Shen, J.K., Miller, A.N., Cichewicz, R.H., 2012. Diarylcyclopentendione metabolite obtained from a Preussia typharum isolate procured using an unconventional cultivation approach. J. Nat. Prod. 75, 1819-1823. https://doi.org/10.1021/np300473h.
  • Feling, R., Polborn, K., Steglich, W., Muhlbacher, J., Bringmann, G., 2001. The absolute configuration of the mushroom metabolites involutin and chamonixin. Tetrahedron 57, 7857-7863. https://doi.org/10.1016/S0040-4020(01)00761-X.
  • Gao, C., Luo, J., Liu, X., Ma, L., Yuan, X.H., 2016. Recent advances in studies of chemical compositions and bioactivities of genus Xylaria. Junwu Xuebao 35, 767-781. https://doi.org/10.13346/j.mycosystema.150061.
  • Gerke, J., Bayram, O., Feussner, K., Landesfeind, M., Shelest, E., Feussner, I., Braus, G.H., 2012. Breaking the silence: protein stabilization uncovers silenced biosynthetic gene clusters in the fungus Aspergillus nidulans. Appl. Environ. Microbiol. 78, 8234-8244. https://doi.org/10.1128/AEM.01808-12.
  • Helaly, S.E., Thongbai, B., Stadler, M., 2018. Diversity of biologically active secondary metabolites from endophytic and saprotrophic fungi of the ascomycete order Xylariales. Nat. Prod. Rep. 35, 992-1014. https://doi.org/10.1039/c8np00010g.
  • Li, Y.R., Li, G.H., Sun, L., Li, L., Liu, Y., Kong, D.G., Wang, S.Q., Ren, D.M., Wang, X.N., Lou, H.X., Shen, T., 2018. Ingredients from Litsea garrettii as potential preventive agents against oxidative insult and inflammatory response. Oxid. Med. Cell. https:// doi.org/10.1155/2018/7616852. Longevity 7616852/1-7616852/13.
  • Liu, C.Y., Li, Y.L., Lu, J.H., Qian, L.L., Xu, K., Wang, N.N., Chang, W.Q., Lou, H.X., 2021. Steffimycin F, a new steffimycin-type derivative from the lichen-derived actinomycetes steptomyces sp. J. Mol. Struct. 1227, 129352. https://doi.org/ 10.1016/j.molstruc.2020.129352.
  • Lv, J.H., Yao, L., Zhang, J.X., Wang, L.A., Zhang, J., Wang, Y.P., Xiao, S.Y., Li, C.T., Li, Y., 2021. Novel 2,5-diarylcyclopentenone derivatives from the wild edible mushroom Paxillus involutus and their antioxidant activities. J. Agric. Food Chem. 69, 5040-5048. https://doi.org/10.1021/acs.jafc.1c01160.
  • Ma, H.R., Wang, F.Q., Jin, X.Q., Jiang, J., Hu, S., Cheng, L., Zhang, G., 2021. A new diketopiperazine from an endophytic fungus Aspergillus aculeatus F027. Nat. Prod. Res. 35, 2370-2375. https://doi.org/10.1080/14786419.2019.1677652.
  • Quang, D.N., Hashimoto, T., Tanaka, M., Baumgartner, M., Stadler, M., Asakawa, Y., 2002. Chemical constituents of the ascomycete Daldinia concentrica. J. Nat. Prod. 65, 1869-1874. https://doi.org/10.1021/np020301h.
  • Rivera-Ch´avez, J., Figueroa, M., Gonz´alez, M.D.C., Glenn, A.E., Mata, R., 2015. α -Glucosidase inhibitors from a Xylaria feejeensis associated with Hintonia latiflora. J. Nat. Prod. 78, 730-735. https://doi.org/10.1021/np500897y.
  • Song, F., Wu, S.H., Zhai, Y.Z., Xuan, Q.C., Wang, T., 2014. Secondary metabolites from the genus Xylaria and their bioactivities. Chem. Biodivers. 11, 673-694. https://doi. org/10.1002/cbdv.201200286.
  • Stark, T., Hofmann, T., 2005. Structures, sensory activity, and dose/response functions of 2,5-diketopiperazines in roasted cocoa nibs (Theobroma cacao). J. Agric. Food Chem. 53, 7222-7231. https://doi.org/10.1021/jf051313m.
  • Takaya, Y., Furukawa, T., Miura, S., Akutagawa, T., Hotta, Y., Ishikawa, N., Niwa, M., 2007. Antioxidant constituents in distillation residue of Awamori spirits. J. Agric. Food Chem. 55, 75-79. https://doi.org/10.1021/jf062029d.
  • Tullberg, M., Grotli, M., Luthman, K., 2006. Efficient synthesis of 2,5-diketopiperazines using microwave assisted heating. Tetrahedron 62, 7484-7491. https://doi.org/ 10.1016/j.tet.2006.05.010.
  • Wang, W.X., Li, Z.H., Feng, T., Li, J., Sun, H., Huang, R., Yuan, Q.X., Ai, H.L., Liu, J.K., 2018. Curtachalasins A and B, two cytochalasans with a tetracyclic skeleton from the endophytic fungus Xylaria curta E10. Org. Lett. 20, 7758-7761. https://doi.org/ 10.1021/acs.orglett.8b03110.
  • Wang, W.X., Cheng, G.G., Li, Z.H., Ai, H.L., He, J., Li, J., Feng, T., Liu, J.K., 2019a. Curtachalasins, immunosuppressive agents from the endophytic fungus Xylaria cf. curta. Org. Biomol. Chem. 17, 7985-7994. https://doi.org/10.1039/c9ob01552c.
  • Wang, W.X., Lei, X.X., Ai, H.L., Bai, X., Li, J., He, J., Li, Z.H., Zheng, Y.S., Feng, T., Liu, J. K., 2019b. Cytochalasans from the endophytic fungus Xylaria cf. curta with resistance reversal activity against fluconazole-resistant Candida albicans. Org. Lett. 21, 1108-1111. https://doi.org/10.1021/acs.orglett.9b00015.
  • Wang, W.X., Lei, X.X., Yang, Y.L., Li, Z.H., Ai, H.L., Li, J., Feng, T., Liu, J.K., 2019c. Xylarichalasin A, a halogenated hexacyclic cytochalasan from the fungus Xylaria cf. curta. Org. Lett. 21, 6957-6960. https://doi.org/10.1021/acs.orglett.9b02552.
  • Xu, W.F., Hou, X.M., Yao, F.H., Zheng, N., Li, J., Wang, C.Y., Yang, R.Y., Shao, C.L., 2017. Xylapeptide A, an antibacterial cyclopentapeptide with an uncommon L -pipecolinic acid moiety from the associated fungus Xylaria sp. (GDG-102). Sci. Rep. 7, 1-8. https://doi.org/10.1038/s41598-017-07331-4.
  • Zaman, K.A.U., Park, J.H., DeVine, L., Hu, Z.Q., Wu, X.H., Kim, H.S., Cao, S.G., 2021. Secondary metabolites from the leather coral-derived fungal strain Xylaria sp. FM1005 and their glycoprotein IIb/IIIa inhibitory activity. J. Nat. Prod. 84, 466-473. https://doi.org/10.1021/acs.jnatprod.0c01330.
  • Zhao, J., Shan, T., Mou, Y., Zhou, L., 2011. Plant-derived bioactive compounds produced by endophytic fungi. Mini Rev. Med. Chem. 11, 159-168. https://doi.org/10.2174/ 138955711794519492.