{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,10]],"date-time":"2026-02-10T08:53:58Z","timestamp":1770713638530,"version":"3.49.0"},"reference-count":26,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2023,12,24]],"date-time":"2023-12-24T00:00:00Z","timestamp":1703376000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Natural Science Foundation of Hainan","award":["322MS131"],"award-info":[{"award-number":["322MS131"]}]},{"name":"Natural Science Foundation of Hainan","award":["41776093"],"award-info":[{"award-number":["41776093"]}]},{"name":"Natural Science Foundation of Hainan","award":["NFZX2021"],"award-info":[{"award-number":["NFZX2021"]}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["322MS131"],"award-info":[{"award-number":["322MS131"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["41776093"],"award-info":[{"award-number":["41776093"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["NFZX2021"],"award-info":[{"award-number":["NFZX2021"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Financial Fund of the Ministry of Agriculture and Rural Affairs, China","award":["322MS131"],"award-info":[{"award-number":["322MS131"]}]},{"name":"Financial Fund of the Ministry of Agriculture and Rural Affairs, China","award":["41776093"],"award-info":[{"award-number":["41776093"]}]},{"name":"Financial Fund of the Ministry of Agriculture and Rural Affairs, China","award":["NFZX2021"],"award-info":[{"award-number":["NFZX2021"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Marine Drugs"],"abstract":"<jats:p>Two undescribed p-terphenyl derivatives, asperterphenylcins A\u2013B (1\u20132), and two undescribed diphenyl ether derivatives, asperdiphenylcins A\u2013B (3\u20134), together with three previously described p-terphenyl derivatives\u20144\u2033-deoxyterprenin (5), terphenyllin (6), and 3\u2033-hydroxyterphenyllin (7)\u2014were obtained from the solid-rice culture of the marine-derived fungus Aspergillus candidus HM5-4, which was isolated from sponges from the South China Sea. Their structures were elucidated by HRESIMS data and NMR spectroscopic analysis. Compound 1 showed a strong inhibitory effect on Neoscytalidium dimidiatum, with an inhibition circle diameter of 31.67 \u00b1 2.36 mm at a concentration of 10.0 \u00b5g\/disc. Compounds 5 and 7 displayed cytotoxic activity against human chronic myeloid leukemia cells (K562), human liver cancer cells (BEL-7402), human gastric cancer cells (SGC-7901), human non-small cell lung cancer cells (A549) and human HeLa cervical cancer cells, with IC50 values ranging from 3.32 to 60.36 \u00b5M, respectively. Compounds 2, 6 and 7 showed potent inhibitory activity against \u03b1-glucosidase, with IC50 values of 1.26 \u00b1 0.19, 2.16 \u00b1 0.44 and 13.22 \u00b1 0.55 \u00b5M, respectively.<\/jats:p>","DOI":"10.3390\/md22010013","type":"journal-article","created":{"date-parts":[[2023,12,24]],"date-time":"2023-12-24T20:42:30Z","timestamp":1703450550000},"page":"13","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["p-Terphenyl and Diphenyl Ether Derivatives from the Marine-Derived Fungus Aspergillus candidus HM5-4"],"prefix":"10.3390","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-8992-4151","authenticated-orcid":false,"given":"Yanbo","family":"Zeng","sequence":"first","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"},{"name":"Ocean College of Hebei Agricultural University, Qinhuangdao 066000, China"},{"name":"Zhanjiang Experimental Station of Chinese Academy of Tropical Agricultural Sciences, Zhanjiang 524013, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shirong","family":"Wang","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"},{"name":"Ocean College of Hebei Agricultural University, Qinhuangdao 066000, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hanyang","family":"Peng","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"},{"name":"Jiangsu Key Laboratory for Functional Substances of Chinese Medicine, Nanjing University of Chinese Medicine, Nanjing 210023, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Weibo","family":"Zhao","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"},{"name":"Beijing Key Laboratory for Separation and Analysis in Biomedicine and Pharmaceuticals, School of Life Science, Beijing Institute of Technology, Beijing 100081, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wenjun","family":"Chang","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"},{"name":"Zhanjiang Experimental Station of Chinese Academy of Tropical Agricultural Sciences, Zhanjiang 524013, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6838-6550","authenticated-orcid":false,"given":"Hao","family":"Wang","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Huiqin","family":"Chen","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Haofu","family":"Dai","sequence":"additional","affiliation":[{"name":"Hainan Provincial Key Laboratory for Functional Components Research and Utilization of Marine Bio-Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,12,24]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2041","DOI":"10.1021\/acs.jnatprod.8b00362","article-title":"Cytotoxic p-terphenyls from the endolichenic fungus Floricola striata","volume":"81","author":"Xu","year":"2018","journal-title":"J. Nat. Prod."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2822","DOI":"10.1021\/acs.jnatprod.1c00400","article-title":"p-Terphenyls as anti-HSV-1\/2 agents from a deep-sea-derived Penicillium sp.","volume":"84","author":"Chen","year":"2021","journal-title":"J. Nat. Prod."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3159","DOI":"10.1021\/acs.joc.7b00147","article-title":"Total synthesis of kehokorins A\u2013E, cytotoxic p-terphenyls","volume":"82","author":"Takahashi","year":"2017","journal-title":"J. Org. Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1080\/10286020.2017.1381089","article-title":"Structural and biological diversity of natural p-terphenyls","volume":"20","author":"Li","year":"2018","journal-title":"J. Asian Nat. Prod. Res."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"2188","DOI":"10.1021\/acs.jnatprod.6b00197","article-title":"p-terphenyl derivatives from the endolichenic fungus Floricola striata","volume":"79","author":"Li","year":"2016","journal-title":"J. Nat. Prod."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Zhu, J.J., Li, Z.Y., Lu, H.H., Liu, S.Q., Ding, W.J., Li, J.Z., Xiong, Y.H., and Li, C.Y. (2021). New diphenyl ethers from a fungus Epicoccum sorghinum L28 and their antifungal activity against phytopathogens. Bioorg. Chem., 115.","DOI":"10.1016\/j.bioorg.2021.105232"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1627","DOI":"10.1080\/14786419.2019.1633651","article-title":"Cytotoxic p-terphenyls from the deep-sea-derived Aspergillus candidus","volume":"35","author":"Lin","year":"2021","journal-title":"Nat. Prod. Res."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"3504","DOI":"10.1021\/acs.jnatprod.9b00963","article-title":"Cytotoxic p-terphenyls from a marine-derived Nocardiopsis species","volume":"82","author":"Wang","year":"2019","journal-title":"J. Nat. Prod."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"52","DOI":"10.1038\/s41429-022-00579-7","article-title":"p-Terphenyl glucosides from the culture broth of Phlebiopsis castanea","volume":"76","author":"Choi","year":"2023","journal-title":"J. Antibiot."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"300","DOI":"10.1093\/bbb\/zbab224","article-title":"Antioxidant p-terphenyl compound, isolated from edible mushroom, Boletopsis leucomelas","volume":"86","author":"Sofian","year":"2022","journal-title":"Biosci. Biotechnol. Biochem."},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Guo, Z.K., Abulaizi, A., Huang, L., Xiong, Z.J., Zhang, S.Q., Liu, T.M., and Wang, R. (2022). Discovery of p-terphenyl metabolites as potential phosphodiesterase PDE4D inhibitors from the coral-associated fungus Aspergillus sp. ITBBc1. Mar. Drugs, 20.","DOI":"10.3390\/md20110679"},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Xu, Y.C., Wang, Y., Wu, D., He, W.W., Wang, L.P., and Zhu, W.M. (2021). p-terphenyls from Aspergillus sp. GZWMJZ-055: Identification, derivation, antioxidant and \u03b1-glycosidase inhibitory activities. Front. Microbiol., 12.","DOI":"10.3389\/fmicb.2021.654963"},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Shin, H.J. (2020). Natural products from marine fungi. Mar. Drugs., 18.","DOI":"10.3390\/md18050230"},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Yurchenko, E.A., Menchinskaya, E.S., Pislyagin, E.A., Chingizova, E.A., Girich, E.V., Yurchenko, A.N., Aminin, D.L., and Mikhailov, V.V. (2021). Cytoprotective activity of p-Terphenyl polyketides and flavuside B from marine-derived fungi against oxidative stress in Neuro-2a Cells. Molecules, 26.","DOI":"10.3390\/molecules26123618"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Peng, G.Y., Kurt\u00e1n, T., M\u00e1ndi, A., He, J., Cao, Z.Y., Tang, H., Mao, S.C., and Zhang, W. (2021). Neuronal modulators from the coral-associated fungi Aspergillus candidus. Mar. Drugs, 19.","DOI":"10.3390\/md19050281"},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Zhou, G.L., Zhang, X.M., Shah, M., Che, Q., Zhang, G.J., Gu, Q.Q., Zhu, T.J., and Li, D.H. (2021). Polyhydroxy p-terphenyls from a mangrove endophytic fungus Aspergillus candidus LDJ-5. Mar. Drugs, 19.","DOI":"10.3390\/md19020082"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"76","DOI":"10.1016\/j.phytol.2021.11.006","article-title":"Two new azaphilones from the marine-derived fungus Penicillium sclerotiorum E23Y\u22121A","volume":"47","author":"Wang","year":"2022","journal-title":"Phytochem. Lett."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"138","DOI":"10.1016\/j.phytol.2022.10.005","article-title":"Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y\u22121A","volume":"52","author":"Wang","year":"2022","journal-title":"Phytochem. Lett."},{"key":"ref_19","doi-asserted-by":"crossref","unstructured":"Zeng, Y.B., Wang, Z., Chang, W.J., Zhao, W.B., Wang, H., Chen, H.Q., Dai, F.H., and Lv, F. (2023). New azaphilones from the marine-derived fungus Penicillium sclerotiorum E23Y\u22121A with their anti-inflammatory and antitumor activities. Mar. Drugs, 21.","DOI":"10.3390\/md21020075"},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Zhao, W.B., Zeng, Y.B., Chang, W.J., Chen, H.Q., Wang, H., Dai, F.H., and Lv, F. (2023). Potential \u03b1-glucosidase inhibitors from the deep-sea sediment-derived fungus Aspergillus insulicola. Mar. Drugs, 21.","DOI":"10.3390\/md21030157"},{"key":"ref_21","first-page":"334","article-title":"Three new compounds from the marine fungal strain Aspergillus sp. AF119","volume":"6","author":"Liu","year":"2012","journal-title":"Rec. Nat. Prod."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"586","DOI":"10.1038\/ja.2007.75","article-title":"Prenylterphenyllin and its dehydroxyl analogs, new cytotoxic substances from a marine-derived fungus Aspergillus candidus IF10","volume":"60","author":"Wei","year":"2007","journal-title":"J. Antibiot."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"e8221","DOI":"10.7717\/peerj.8221","article-title":"A new p-terphenyl derivative from the insect-derived fungus Aspergillus candidus Bdf-2 and the synergistic effects of terphenyllin","volume":"8","author":"Shan","year":"2020","journal-title":"PeerJ"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"853","DOI":"10.1080\/14756366.2019.1576657","article-title":"Sesquiterpenoids and 2-(2-phenylethyl) chromones respectively acting as \u03b1-glucosidase and tyrosinase inhibitors from agarwood of an Aquilaria plant","volume":"34","author":"Yang","year":"2019","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"55","DOI":"10.1016\/0022-1759(83)90303-4","article-title":"Rapid colorimetic assay for cellular growth and survival: Application to proliferation and cytotoxicity assays","volume":"65","author":"Mosmann","year":"1983","journal-title":"J. Immunol. Methods"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"8309","DOI":"10.1021\/acs.jafc.2c02626","article-title":"Novel antimycin analogues with agricultural antifungal activities from the sponge-associated actinomycete Streptomyces sp. NBU3104","volume":"70","author":"Li","year":"2022","journal-title":"J. Agr. Food. Chem."}],"container-title":["Marine Drugs"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1660-3397\/22\/1\/13\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:41:15Z","timestamp":1760132475000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1660-3397\/22\/1\/13"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,12,24]]},"references-count":26,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2024,1]]}},"alternative-id":["md22010013"],"URL":"https:\/\/doi.org\/10.3390\/md22010013","relation":{},"ISSN":["1660-3397"],"issn-type":[{"value":"1660-3397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,12,24]]}}}