Indole diketopiperazine alkaloids from the deep-sea-derived fungus Aspergillus sp. FS445

References

• Bruhn T, Schaumlöffel A, Hemberger Y, Bringmann G. 2013. SpecDis: Quantifying the comparison of calculated and experimental electronic circular dichroism spectra. Chirality. 25:243–249.
   PubMed Web of Science ®Google Scholar
• Cao J, Wang BG. 2020. Chemical diversity and biological function of indolediketopiperazines from marine-derived fungi. Mar Life Sci Tech. 2:31–40.
   Google Scholar
• Ding Y, Zhu X, Hao L, Zhao M, Hua Q, An F. 2020. Bioactive indolyl diketopiperazines from the marine derived endophytic Aspergillus versicolor DY180635. Mar Drugs. 18:338–349.
   PubMedGoogle Scholar
• Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, et al. 2013. Gaussian 09, revision D.01. Wallingford (CT): Gaussian Inc.
   Google Scholar
• Fujimoto H, Fujimaki T, Okuyama E, Yamazaki M. 1999. Immunomodulatory constituents from an ascomycete, Microascus tardifaciens. Chem Pharm Bull. 47:1426–1432.
   PubMed Web of Science ®Google Scholar
• Gatti G, Cardillo R, Fuganti C. 1978. Molecular structure of cryptoechinuline G, an isoprenylated dehydrotryptophan metabolite isolated from Aspergillus ruber. Tetrahed Lett. 29: 2605–2606.
   Google Scholar
• He W, Xu Y, Fu P, Zuo M, Liu W, Jiang Y, Wang L, Zhu W. 2019. Cytotoxic indolyl diketopiperazines from the Aspergillus sp. GZWMJZ-258, endophytic with the medicinal and edible plant Garcinia multiflora. J Agric Food Chem. 67:10660–10666.
   PubMed Web of Science ®Google Scholar
• Hou XM, Wang,CY, Gerwick WH, Shao CL. 2019. Marine natural products as potential anti-tubercular agents. Eur J Med Chem. 165:273–292.
   PubMed Web of Science ®Google Scholar
• Inoue S, Murata J, Takamatsu N, Nagano H, Kishi Y. 1977. Synthetic studies on echinulin and related natural products. V. Isolation, structure and synthesis of echinulin-neoechinulin type alkaloids isolated from Aspergillus amstelodami. Yakugaku Zasshi. 97:576–581.
   PubMed Web of Science ®Google Scholar
• Jia B, Ma YM, Liu B, Chen P, Hu Y, Zhang R. Synthesis, antimicrobial activity, structure-activity relationship, and molecular docking studies of indole diketopiperazine alkaloids. Front Chem. 7:837.
   PubMed Web of Science ®Google Scholar
• Khalifa SAM, Elias N, Farag MA, Chen L, Saeed A, Hegazy MEF, Moustafa MS, EI-Wahed AA, AI-Mousawi SM, Musharraf SG, et al. 2019. Marine natural products: a source of novel anticancer drugs. Mar Drugs. 17:491–521.
   PubMed Web of Science ®Google Scholar
• Li J, Hu Y, Hao X, Tan X, Tan J, Li F, Qiao X, Chen S, Xiao CL Chen ML, et al. 2019. Raistrickindole A, an anti-HCV oxazinoindole alkaloid from Penicillium raistrickii IMB17-034. J Nat Prod. 82:1391–1395.
   PubMed Web of Science ®Google Scholar
• Litman BJ, Schellman JA. 1965. The n—π* cotton effect of the peptide linkage. J Phys Chem. 69:978–983.
   Web of Science ®Google Scholar
• Liu Z, Qiu P, Liu H, Li J, Shao C, Yan T, Cao W, She Z. 2019. Identification of anti-inflammatory polyketides from the coral-derived fungus Penicillium sclerotiorin: In vitro approaches and molecular-modeling. Bioorg Chem. 88:102973.
   PubMed Web of Science ®Google Scholar
• Ma YM, Liang YM, Kong Y, Jia B. 2016. Structural diversity and biological activities of indole diketopiperazine alkaloids from fungi. J Agric Food Chem. 64:6659–6671.
   PubMed Web of Science ®Google Scholar
• Marchelli R, Dossens A, Pochini A, Dredi E. 1977. The structures of five new didehydropeptides related to neoechinulin isolated from Aspergillus amstelodami. J Chem Soc, Perkin Trans I. 713–717.
   PubMedGoogle Scholar
• Meng LH, Du FY, Li XM, Pedpradab P, Xu GM, Wang BG. 2015. Rubrumazines A–C, indolediketopiperazines of the isoechinulin class from Eurotium rubrum MA-150, a fungus obtained from marine mangrove-derived rhizospheric soil. J Nat Prod. 78:909–913.
   PubMed Web of Science ®Google Scholar
• Meng LH, Wang CY, Mándi A, Li XM, Hu XY, Kassack MU, Kurtán T, Wang BG. 2016. Three diketopiperazine alkaloids with spirocyclic skeletons and one bisthiodiketopiperazine derivative from the mangrove-derived endophytic fungus Penicillium brocae MA-231. Org Lett. 18:5304–5307.
   PubMed Web of Science ®Google Scholar
• Montagne C. 1842. Exploration scientifique de l’Algérie pendant les années 1840, 1841, 1842. In Durieu De Maisonneuve, MC, editos. Paris, France: Imprimerie Royale; pp. 1–197.
   Google Scholar
• Nagasawa H, Isogai A, Suzuki A, Tamura S. 1976. Structures of isoechinulins A, B and C, new indole metabolites from aspergillus ruber. Tetrahed Lett. 19, 1606–1604.
   Google Scholar
• Peng J, Gao H, Li J, Ai J, Geng M, Zhang G, Zhu T, Gu Q, Li D. 2014. Prenylated indole diketopiperazines from the marine-derived fungus Aspergillus versicolor. J Org Chem. 79:7895–790.
   PubMed Web of Science ®Google Scholar
• Raju R, Piggott AM, Huang XC, Capon RJ. 2011. Nocardioazines: a novel bridged diketopiperazine scaffold from a marine-derived bacterium inhibits P-glycoprotein. Org Lett. 13:2770–2773.
   PubMed Web of Science ®Google Scholar
• Saleem M, Ali MS, Hussain S, Jabbar A, Ashraf M, Lee YS. 2007. Marine natural products of fungal origin. Nat Prod Rep. 24:1142–1152.
   PubMed Web of Science ®Google Scholar
• Shin HJ. 2020. Natural products from marine fungi. Mar Drugs. 18:230–232.
   Google Scholar
• Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, Warren JT, Bokesch H, Kenney S, Boyd MR. 1990. New colorimetric cytotoxicity assay for anticancer-drug screening. J Natl Cancer Inst. 82:1107–1112.
   PubMed Web of Science ®Google Scholar
• Steffan N, Grundmann A, Yin WB, Kremer A, Li SM. 2009. Indole prenyltransferases from fungi: a new enzyme group with high potential for the production of prenylated indole derivatives. Cur Med Chem. 16:218–231.
   PubMed Web of Science ®Google Scholar
• Xu J, Yi M, Ding L, He S. 2019. A review of anti-inflammatory compounds from marine fungi, 2000–2018. Mar Drugs. 17:636–659.
   PubMed Web of Science ®Google Scholar
• Yang YH, Yang DS, Li GQ, Pu XJ, Mo MH, Zhao PJ. 2019. Antibacterial diketopiperazines from an endophytic fungus Bionectria sp. Y1085. J Antibiot. 72:752–758.
   PubMed Web of Science ®Google Scholar