Published March 31, 2021
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Trinor- and tetranor-eremophilane sesquiterpenoids with anti-neuroinflammatory activity from cultures of the fungus Septoria rudbeckiae
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- 1. ** & * & Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Chemistry & Pharmacy, Northwest A&F University, Yangling, Shaanxi, 712100, People s
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Lin, Li-Bin, Xiao, Jian, Gao, Yu-Qi, Zhang, Qiang, Han, Rui, Qi, Jian-Zhao, Han, Wen-Bo, Xu, Biao, Gao, Jin-Ming (2021): Trinor- and tetranor-eremophilane sesquiterpenoids with anti-neuroinflammatory activity from cultures of the fungus Septoria rudbeckiae. Phytochemistry (112642) 183: 1-10, DOI: 10.1016/j.phytochem.2020.112642, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112642
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- urn:lsid:plazi.org:pub:FFA0FF85AD07FFC1F5590B2A3B71FFE6
References
- Barbier, M., Devys, M., Bousquet, J.-F., Kollmann, A., 1994. Absolute stereochemistry of N-methoxyseptorinol isolated from the fungus Septoria nodorum. Phytochemistry 35, 955-957. https://doi.org/10.1016/S0031-9422(00)90646-0.
- Bousquet, J.-F., Kollmann, A., 1998. Variation in metabolite production by Septoria nodorum isolates adapted to wheat or to barley. J. Phytopathol. 146, 273-277. https://doi.org/10.1111/j.1439-0434.1998.tb04690.x.
- Cheng, Z.B., Zhao, J.J., Liu, D., Proksch, P., Zhao, Z.M., Lin, W.H., 2016. Eremophilanetype sesquiterpenoids from an Acremonium sp. fungus isolated from deep-sea sediments. J. Nat. Prod. 79, 1035-1047. https://doi.org/10.1021/acs. jnatprod.5b01103.
- Devi, J.A.I., Muthu, A.K., 2014. Gas chromatography-mass spectrometry analysis of bioactive constituents in the ethanolic extract of Saccharum spontaneum linn. Int. J. Pharm. Pharmaceut. Sci. 6, 755-759. http://www.ijppsjournal.com/Vol6Suppl2/ 8605.pdf/. (Accessed 19 November 2020).
- Devys, M., Barbier, M., Bousquet, J.-F., Kollmann, A., 1994. Isolation of the (-)-(3R)-5- hydroxymellein from the fungus Septoria nodorum. Phytochemistry 35, 825-826. https://doi.org/10.1016/S0031-9422(00)90617-4.
- Devys, M., Barbier, M., Kollmann, A., Bousquet, J.-F., 1992. N -methoxy septorinol, a substituted pyrazine from the fungus Septoria nodorum. Phytochemistry 31, 4393-4394. https://doi.org/10.1016/0031-9422(92)80492-W.
- Devys, M., Bousquet, J.-F., Kollmann, A., Barbier, M., 1980. Dihydroisocoumarines et acide mycophenolique du milieu de culture du champignon phytopathogene Septoria nodorum. Phytochemistry 19, 2221-2222. https://doi.org/10.1016/S0031-9422(92) 82234-7.
- Doherty, G.H., 2011. Nitric oxide in neurodegeneration: potential benefits of nonsteroidal anti-inflammatories. Neurosci. Bull. 27, 366-382. https://doi.org/ 10.1007/s12264-011-1530-6.
- El-Demerdash, A., Genta-Jouve, G., B¨arenstrauch, M., Kunz, C., Baudouin, E., Prado, S., 2019. Highly oxygenated isoprenylated cyclohexanoids from the fungus Parastagonospora nodorum SN15. Phytochemistry 166, 112056. https://doi.org/ 10.1016/j.phytochem.2019.112056.
- Ellis, J.B., Halsted, B.D., 1989. New fungi. J. Mycol. 6, 33-35. https://doi.org/10.2307/ 3752359.
- Fang, W., Wang, J.J., Wang, J.F., Shi, L.Q., Li, K.L., Lin, X.P., Min, Y., Yang, B., Tang, L., Liu, Y.H., Zhou, X.F., 2018. Cytotoxic and antibacterial eremophilane sesquiterpenes from the marine-derived fungus Cochliobolus lunatus SCSIO41401. J. Nat. Prod. 6, 1405-1410. https://doi.org/10.1021/acs.jnatprod.8b00015.
- Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Petersson, G.A., Nakatsuji, H., Li, X., Caricato, M., Marenich, A.V., Bloino, J., Janesko, B.G., Gomperts, R., Mennucci, B., Hratchian, H. P., Ortiz, J.V., Izmaylov, A.F., Sonnenberg, J.L., Williams Ding, F., Lipparini, F., Egidi, F., Goings, J., Peng, B., Petrone, A., Henderson, T., Ranasinghe, D., Zakrzewski, V.G., Gao, J., Rega, N., Zheng, G., Liang, W., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Throssell, K., Montgomery Jr., J.A., Peralta, J.E., Ogliaro, F., Bearpark, M.J., Heyd, J.J., Brothers, E.N., Kudin, K.N., Staroverov, V.N., Keith, T.A., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A.P., Burant, J.C., Iyengar, S. S., Tomasi, J., Cossi, M., Millam, J.M., Klene, M., Adamo, C., Cammi, R., Ochterski, J. W., Martin, R.L., Morokuma, K., Farkas, O., Foresman, J.B., Fox, D.J., 2016. Gussian 16. Rev. B.01, Wallingford, CT.
- Guerriero, A., D' Ambrosio, M., Cuomo, V., Vanzanella, F., Pietra, F., 1989. Novel trinoreremophilanes (dendryphiellin B, C, and D), eremophilanes (dendryphiellin E, F, and G), and branched C9-carboxylic acids (dendryphiellic acid A and B) from the marine deuteromycete Dendryphiella salina (Sutherland) puch et Nicot. Helv. Chim. Acta 72, 438-446. https://doi.org/10.1002/hlca.19890720304.
- Handore, K.L., Jadhav, P.D., Hazra, B., Basu, A., Reddy, D.S., 2015. Total syntheses and biological evaluation of (±)-botryosphaeridione, (±)-pleodendione, 4-epi - periconianone B, and analogues. ACS Med. Chem. Lett. 6, 1117-1121. https://doi. org/10.1021/acsmedchemlett.5b00241.
- Kim, S.K., Hatori, M., Ojika, M., Sakagami, Y., Marumo, S., 1998. KM-01, a brassinolide inhibitor, its production, isolation and structure from two fungi Drechslera avenae and Pycnoporus coccineus. Bioorg. Med. Chem. 6, 1975-1982. https://doi.org/ 10.1016/S0968-0896(98)00088-1.
- Krupinsky, J.M., 1989. Variability in Septoria musiva in aggressiveness. Phytopathology 79, 4. https://doi.org/10.1094/Phyto-79-413.
- Kumarihamy, M., Fronczek, F.R., Ferreira, D., Jacob, M., Khan, S.I., Nanayakkara, N.P. D., 2010. Bioactive 1,4-dihydroxy-5-phenyl-2-pyridinone alkaloids from Septoria pistaciarum. J. Nat. Prod. 73, 1250-1253. https://doi.org/10.1021/np1000939.
- Kumarihamy, M., Khan, S.I., Jacob, M., Tekwani, B.L., Duke, S.O., Ferreira, D., Nanayakkara, N.P.D., 2012. Antiprotozoal and antimicrobial compounds from the plant pathogen Septoria pistaciarum. J. Nat. Prod. 75, 883-889. https://doi.org/ 10.1021/np200940b.
- Li, C.S., Ding, Y.Q., Yang, B.J., Hoffman, N., Yin, H.Q., Mahmud, T., Turkson, J., Cao, S. G., 2016. Eremophilane sesquiterpenes from Hawaiian endophytic fungus Chaetoconis sp. FT087. Phytochemistry 126, 41-46. https://doi.org/10.1016/j. phytochem.2016.03.005.
- Liu, J.M., Zhang, D.W., Zhang, M., Zhao, J.L., Chen, R.D., Wang, N., Zhang, D., Dai, J.G., 2016. Eremophilane sesquiterpenes from an endophytic fungus Periconia species. J. Nat. Prod. 79, 2229-2235. https://doi.org/10.1021/acs.jnatprod.6b00299.
- Newbery, F., Robinson, R.J., Beal, E., Scrace, J., 2020. First record of Septoria rudbeckiae on rudbeckiae in the United Kingdom. New Dis. Rep. 42, 2. https://doi.org/10.5197/ j.2044-0588.2020.042.002.
- Quaedvlieg, W., Verkley, G.J.M., Shin, H.-D., Barreto, R.W., Alfenas, A.C., Swart, W.J., Groenewald, J.Z., Crous, P.W., 2013. Sizing up Septoria. Stud. Mycol. 75, 307-390. https://doi.org/10.3114/sim0017.
- Tang, D., Xu, Y.Z., Wang, W.W., Yang, Z., Liu, B., Stadler, M., Liu, L.L., Gao, J.M., 2019. Cyathane diterpenes from cultures of the bird' s nest fungus Cyathus hookeri and their neurotrophic and anti-neuroinflammatory activities. J. Nat. Prod. 82, 1599-1608. https://doi.org/10.1021/acs.jnatprod.9b00091.
- Vonlanthen, B., Zhang, X.M., Bruelheide, H., 2011. Establishment and early survival of five phreatophytes of the Taklamakan Desert. Flora 206, 100-106. https://doi.org/ 10.1016/j.flora.2010.01.013.
- Watanabe, N., Fujita, A., Ban, N., Yagi, A., Etoh, H., Ina, K., 1995. Bipolal: antimicroalgal compound isolated as a candidate for marine antifouling produced by Bipolaris sp. F5206. J. Nat. Prod. 58, 463-466. https://doi.org/10.1021/ np50117a021.
- Wu, Z.Y., Raven, P.H., 1994. Flora of China. Science Press, Beijing/Missouri Botanical Garden, St. Louis.
- Wu, G.W., Lin, A.Q., Gu, Q.Q., Zhu, T.J., Li, D.H., 2013. Four new chloro-eremophilane sesquiterpenes from an antarctic deep-sea derived fungus, Penicillium sp. PR19N-1. Mar. Drugs 11, 1399-1408. https://doi.org/10.3390/md11041399.
- Xiao, J., Lin, L.B., Hu, J.Y., Jiao, F.R., Duan, D.Z., Zhang, Q., Tang, H.Y., Gao, J.M., Wang, L., Wang, X.L., 2017. Highly oxygenated caryophyllene-type and drimanetype sesquiterpenes from Pestalotiopsis adusta, an endophytic fungus of Sinopodophyllum hexandrum. RSC Adv. 7, 29071-29079. https://doi.org/10.1039/ c7ra04267a.
- Xu, B., Song, J.G., Xi, P.G., Li, M.H., Hsiang, T., Jiang, Z.D., 2017. A destructive leaf spot and blight caused by Alternaria kareliniae sp. nov. on a sand-stabilizing plant, caspian sea karelinia. Plant Dis. https://doi.org/10.1094/PDIS-06-17-0842-RE. PDIS-06-17- 0842.
- Zhang, L., Wang, S.Q., Li, X.J., Zhang, A.L., Zhang, Q., Gao, J.M., 2012. New insight into the stereochemistry of botryosphaeridione from a Phoma endophyte. J. Mol. Struct. 1016, 72-75. https://doi.org/10.1016/j.molstruc.2012.02.041.