{"doi":"10.1016/j.phytochem.2017.11.013","title":"PTP1B inhibitory and cytotoxic C-24 epimers of Δ28-24-hydroxy stigmastane-type steroids from the brown alga Dictyopteris undulata Holmes","abstract":null,"journal":"Phytochemistry","year":2018,"id":685309,"datarank":0.515098080672772,"base_score":3.4339872044851463,"endowment":3.4339872044851463,"self_citation_contribution":0.515098080672772,"citation_network_contribution":0.0,"self_endowment_contribution":0.515098080672772,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":30,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":700425,"name":"Ting Wang","orcid":"0000-0001-9213-4687","position":1,"is_corresponding":false},{"id":1790428,"name":"Ai-Hong Liu","orcid":null,"position":2,"is_corresponding":false},{"id":293991,"name":"Jia Li","orcid":"0000-0003-3224-001X","position":3,"is_corresponding":false},{"id":1790431,"name":"Li-Gong Yao","orcid":null,"position":4,"is_corresponding":false},{"id":246792,"name":"Bin Wang","orcid":"0000-0001-6036-5579","position":5,"is_corresponding":false},{"id":56822,"name":"Yue-Wei Guo","orcid":null,"position":6,"is_corresponding":false},{"id":1790432,"name":"Shui-Chun Mao","orcid":null,"position":7,"is_corresponding":false},{"id":1790423,"name":"Mei-Tang Feng","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"PTP1B inhibitory and cytotoxic C-24 epimers of Δ28-24-hydroxy stigmastane-type steroids from the brown alga Dictyopteris undulata Holmes","abstract":"Ten stigmastane-type steroids bearing unusual Δ<sup>28</sup>-24-hydroxy side chains, dictyopterisins A-J, including three pairs of C-24 epimers, dictyopterisins B/C, F/G, and I/J, were isolated from the brown alga Dictyopteris undulata Holmes, together with two previously reported analogues, (24S)- and (24R)-saringosterol. Their structures were elucidated on the basis of extensive spectroscopic analysis, with their absolute configurations at the stereogenic center C-24 of the side chain being assigned by a direct comparison of <sup>1</sup>H NMR data with those of related known compounds. The absolute configurations of the steroidal nuclei of dictyopterisins A, B, and H were determined using the modified Mosher's method. The mixture of dictyopterisins D and E and dictyopterisin I exhibited promising PTP1B inhibitory activities with IC<sub>50</sub> values of 1.88 and 3.47 μM, respectively, comparable to the positive control oleanolic acid (IC<sub>50</sub>, 2.78 μM). In addition, the mixture of dictyopterisins D and E and dictyopterisins F-J displayed significant cytotoxicities against the human cancer cell lines HL-60 (IC<sub>50</sub> from 1.02 to 2.70 μM) and A-549 (IC<sub>50</sub> from 1.35 to 2.85 μM).","is_dataset_classified":null,"base_score":3.4339872044851463,"endowment":3.4339872044851463,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"29207320","pmcid":null,"openalex_id":"https://openalex.org/W2777727712","authors":[],"funders":[{"funder_name":"National Natural Science Foundation of China","grant_id":"21162016","title":null},{"funder_name":"National Natural Science Foundation of China","grant_id":"21362024","title":null},{"funder_name":"Natural Science Foundation of Jiangxi Province, China","grant_id":"20151BAB205082","title":null},{"funder_name":"Natural Science Foundation of Jiangxi Province, China","grant_id":"20161BAB205211","title":null},{"funder_name":"State Key Laboratory of Drug Research-SIMM","grant_id":"SIMM1601KF-10","title":null}],"total_grants":5,"fwci":2.3163,"citation_percentile":0.87222724,"influential_citations":0,"citation_trend":[{"year":2018,"count":7},{"year":2019,"count":1},{"year":2020,"count":3},{"year":2021,"count":5},{"year":2022,"count":6},{"year":2023,"count":4},{"year":2024,"count":1},{"year":2025,"count":2},{"year":2026,"count":1}],"oa_status":"closed","license":"https://www.elsevier.com/tdm/userlicense/1.0/","oa_locations":[{"url":"https://api.elsevier.com/content/article/PII:S003194221730362X?httpAccept=text/xml","host_type":"publisher"},{"url":"https://api.elsevier.com/content/article/PII:S003194221730362X?httpAccept=text/plain","host_type":"publisher"},{"url":"https://doi.org/10.1016/j.phytochem.2017.11.013","host_type":"journal"},{"url":"https://pubmed.ncbi.nlm.nih.gov/29207320","host_type":"repository"}],"fields_of_study":["Marine Sponges and Natural Products","Seaweed-derived Bioactive Compounds","Phytochemistry and Bioactive Compounds","Cell Line, Tumor","Cell Proliferation","Cell Survival","Dose-Response Relationship, Drug","Enzyme Inhibitors","Humans","Molecular Conformation","Protein Tyrosine Phosphatase, Non-Receptor Type 1","Rhodophyta","Steroids","Structure-Activity Relationship"],"mesh_terms":["Rhodophyta","Cell Survival","Dose-Response Relationship, Drug","Enzyme Inhibitors","Humans","Molecular Conformation","Steroids","Structure-Activity Relationship","Cell Line, Tumor","Cell Proliferation","Protein Tyrosine Phosphatase, Non-Receptor Type 1"],"keywords":["Epimer","Stereochemistry","IC50","Side chain","Chemistry","Stereocenter","Absolute configuration","Two-dimensional nuclear magnetic resonance spectroscopy","Oleanolic acid","In vitro","Biochemistry","Organic chemistry","Enantioselective synthesis","Cytotoxicity","X-ray diffraction","Ptp1b Inhibitory Activity","Modified Mosher's Method","Dictyotaceae","Dictyopteris","Dictyopteris Undulata","Dictyopterisins A–j","Stigmastane-type Steroids","Δ(28)-24-hydroxy Side Chain"],"sdg_mappings":[],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-08-18T16:17:06.363802Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}