{"doi":"10.1021/acs.jnatprod.9b00490","title":"Glucoconjugated Monoterpene Indole Alkaloids from <i>Uncaria rhynchophylla</i>","abstract":null,"journal":"Journal of Natural Products","year":2019,"id":685307,"datarank":0.5709993734655481,"base_score":3.8066624897703196,"endowment":3.8066624897703196,"self_citation_contribution":0.5709993734655481,"citation_network_contribution":0.0,"self_endowment_contribution":0.5709993734655481,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":44,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":8,"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":1790419,"name":"Xiali Si","orcid":null,"position":1,"is_corresponding":false},{"id":1606589,"name":"Yuntao Shi","orcid":"0009-0002-5215-8195","position":2,"is_corresponding":false},{"id":1790427,"name":"Hongshuai Yang","orcid":null,"position":3,"is_corresponding":false},{"id":1175642,"name":"Xinyu Liu","orcid":"0009-0003-5747-3810","position":4,"is_corresponding":false},{"id":1208359,"name":"Hong Liang","orcid":"0009-0004-1274-4661","position":5,"is_corresponding":false},{"id":1637475,"name":"Pengfei Tu","orcid":"0000-0003-3553-1840","position":6,"is_corresponding":false},{"id":678714,"name":"Qingying Zhang","orcid":"0000-0002-2085-2660","position":7,"is_corresponding":false},{"id":277068,"name":"Qiang Guo","orcid":"0000-0002-2606-9298","position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"resolved":true,"title":"Glucoconjugated Monoterpene Indole Alkaloids from <i>Uncaria rhynchophylla</i>","abstract":"Twenty-six glucoconjugated monoterpene indole alkaloids, including 12 new compounds, rhynchophyllosides A-L (<b>1</b>-<b>12</b>), and 14 known ones, <b>13</b>-<b>26</b>, were obtained from the hook-bearing stems of <i>Uncaria rhynchophylla</i> (Miq.) Miq. ex Havil. Their structures were unambiguously elucidated by analyses of UV, MS, NMR, ECD, and single-crystal X-ray diffraction data. The ESI-MS<sup><i>n</i></sup> behavior of the new glucoalkaloids was also elucidated. Although comprising the same glucosyl moiety, the aglycone skeletons and glucosidic numbers and linkage varied greatly, implying the diversity in biosynthetic pathways. This is the first report of such structurally diverse glucoconjugated monoterpene indole alkaloids from <i>U. rhynchophylla</i>. Compound <b>1</b> represents a new subtype of oxindole alkaloid with a seven-membered D-ring, <b>10</b> is a rare monoterpene indole alkaloid with the glucosyl moiety located at C-9, <b>4</b> and <b>5</b> are the first two oxindole alkaloid diglycosides, and <b>11</b> and <b>12</b> represent the first two examples of alkaloids with a quinolone nucleus from the genus <i>Uncaria</i>. Compound <b>10</b> exhibited moderate acetylcholinesterase (AChE) inhibitory activity with an IC<sub>50</sub> value of 10.5 μM. Molecular docking was performed to explore the binding mode of inhibitor <b>10</b> at the active site of AChE.","is_dataset_classified":null,"base_score":0.0,"endowment":0.0,"datacite_reuse_total":8,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"31804070","pmcid":null,"openalex_id":null,"authors":[],"funders":[{"funder_name":"Ministry of Science and Technology of the People's Republic of China","grant_id":"2018ZX09711001-008-003","title":null},{"funder_name":"National Natural Science Foundation of China","grant_id":"81872978","title":null}],"total_grants":2,"fwci":null,"citation_percentile":null,"influential_citations":0,"citation_trend":[],"oa_status":"green","license":"https://doi.org/10.15223/policy-029","oa_locations":[{"url":"https://doi.org/10.7270/q25q50dp","host_type":"repository"},{"url":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.9b00490","host_type":"publisher"}],"fields_of_study":[],"mesh_terms":["Cell Line, Tumor","Humans","Uncaria","Secologanin Tryptamine Alkaloids","Glycoconjugates","Crystallography, X-Ray","Spectrum Analysis","Drug Screening Assays, Antitumor","Molecular Structure"],"keywords":[],"sdg_mappings":[],"linked_datasets":[{"doi":"10.7270/q25q50dp","title":"BindingDB Entry 50007442: Glucoconjugated Monoterpene Indole Alkaloids from","publisher":"BindingDB","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc22h1j5","title":"CCDC 1921086: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc222l3w","title":"CCDC 1909107: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc222l2v","title":"CCDC 1909106: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc222l4x","title":"CCDC 1909108: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc222l6z","title":"CCDC 1909110: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc222l5y","title":"CCDC 1909109: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/ccdc.csd.cc23d31p","title":"CCDC 1948041: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"}],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-08-18T16:17:33.442726Z","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":[]}