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ent-Kaurane-based regio- and stereoselective inverse electron demand hetero-Diels–Alder reactions: synthesis of dihydropyran-fused diterpenoids

https://doi.org/10.1039/c4ob01040j
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Outgoing claims: the papers this work cites, builds on, or argues with.

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Pharmacognosy, Phytochemistry, Medicinal Plants
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Highly Enantio- and Diastereoselective Hetero-Diels-Alder Reactions Catalyzed by New Chiral Tridentate Chromium(III) Catalysts
inferredcites →https://doi.org/10.1002/anie.200250652openalex-snapshot
The First Organocatalytic Enantioselective Inverse‐Electron‐Demand Hetero‐Diels–Alder Reaction
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Maoecrystal V, Cytotoxic Diterpenoid with a Novel C19 Skeleton from Isodon eriocalyx (Dunn.) Hara.
inferredcites →https://doi.org/10.1002/cjoc.20020200915openalex-snapshot
A Novel Asymmetric ent‐Kauranoid Dimer from Isodon enanderianus
inferredcites →https://doi.org/10.1002/cmdc.201200559openalex-snapshot
Library Construction and Biological Evaluation of Enmein‐Type Diterpenoid Analogues as Potential Anticancer Agents
inferredcites →https://doi.org/10.1007/bf00807566openalex-snapshot
Hetero-Diels-Alder reaction of 3-aryl-2-benzoyl-2-propenenitriles with enol ethers. Synthesis of 2-alkoxy-3,4-dihydro-2H-pyran-5-carbonitriles
inferredcites →https://doi.org/10.1007/bf01937766openalex-snapshot
Antitumor activity of the isodon diterpenoids: Structural requirements for the activity
inferredcites →https://doi.org/10.1007/s10637-006-6452-1openalex-snapshot
A multi-center phase II study of sequential paclitaxel and bryostatin-1 (NSC 339555) in patients with untreated, advanced gastric or gastroesophageal junction adenocarcinoma
inferredcites →https://doi.org/10.1007/s11178-005-0118-xopenalex-snapshot
Conformational Mobility of Substituted 2-Methoxychalcones under the Action of Lanthanide Shift Reagents
inferredcites →https://doi.org/10.1016/0040-4020(95)00980-9openalex-snapshot
Exclusively endo-selective lewis acid-vatalyzed hetero diels-alder reactions of (E)-1-phenylsuifonyl-3-alken-2-ones with vinyl ethers
inferredcites →https://doi.org/10.1016/j.abb.2009.08.011openalex-snapshot
Oridonin induces G2/M arrest and apoptosis via activating ERK–p53 apoptotic pathway and inhibiting PTK–Ras–Raf–JNK survival pathway in murine fibrosarcoma L929 cells
inferredcites →https://doi.org/10.1016/j.bbrc.2005.09.040openalex-snapshot
Differential control of growth, cell cycle progression, and expression of NF-κB in human breast cancer cells MCF-7, MCF-10A, and MDA-MB-231 by ponicidin and oridonin, diterpenoids from the chinese herb Rabdosia rubescens
inferredcites →https://doi.org/10.1016/j.biocel.2011.01.020openalex-snapshot
Oridonin: An active diterpenoid targeting cell cycle arrest, apoptotic and autophagic pathways for cancer therapeutics
inferredcites →https://doi.org/10.1016/j.bmcl.2008.06.097openalex-snapshot
Synthesis and biological evaluation of novel 1-O- and 14-O-derivatives of oridonin as potential anticancer drug candidates
inferredcites →https://doi.org/10.1016/j.ejmech.2012.03.024openalex-snapshot
The conversion of oridonin to spirolactone-type or enmein-type diterpenoid: Synthesis and biological evaluation of ent-6,7-seco-oridonin derivatives as novel potential anticancer agents
inferredcites →https://doi.org/10.1016/j.ejmech.2013.04.012openalex-snapshot
Enmein-type diterpenoid analogs from natural kaurene-type oridonin: Synthesis and their antitumor biological evaluation
inferredcites →https://doi.org/10.1016/j.jss.2014.03.036openalex-snapshot
Oridonin inhibits hepatic stellate cell proliferation and fibrogenesis
inferredcites →https://doi.org/10.1016/j.tet.2009.01.068openalex-snapshot
Asymmetric hetero-Diels–Alder reactions of carbonyl compounds
inferredcites →https://doi.org/10.1016/j.tetlet.2004.02.051openalex-snapshot
Novel ent-kaurane dimers from Isodon rubescens var. rubescens
inferredcites →https://doi.org/10.1016/j.tetlet.2005.06.004openalex-snapshot
An asymmetric ent-kauranoid dimer from Isodon rubescens var. lushanensis
inferredcites →https://doi.org/10.1016/s0031-9422(00)90595-8openalex-snapshot
Maoecrystal M: A naturally occurring symmetric ent-kaurane dimer from Rabdosia eriocalyx
inferredcites →https://doi.org/10.1016/s0031-9422(01)00252-7openalex-snapshot
Semisynthetic derivatives of ent-kauranes and their antifeedant activity
inferredcites →https://doi.org/10.1016/s0040-4039(99)02187-5openalex-snapshot
Synthetic studies towards phorboxazole A. Stereoselective synthesis of the C3–C19 bis-oxane oxazole portion of the phorboxazole macrolide
inferredcites →https://doi.org/10.1021/ar700234ropenalex-snapshot
Evolution of the Petasis−Ferrier Union/Rearrangement Tactic: Construction of Architecturally Complex Natural Products Possessing the Ubiquitous cis-2,6-Substituted Tetrahydropyran Structural Element
inferredcites →https://doi.org/10.1021/ja00221a043openalex-snapshot
Total synthesis of zincophorin
inferredcites →https://doi.org/10.1021/ja0105055openalex-snapshot
Total Synthesis of (+)-Phorboxazole A
inferredcites →https://doi.org/10.1021/ja011867fopenalex-snapshot
Total Synthesis of (+)-Ambruticin S
inferredcites →https://doi.org/10.1021/ja064783lopenalex-snapshot
Racemization in Prins Cyclization Reactions
inferredcites →https://doi.org/10.1021/ja305464sopenalex-snapshot
Biomimetic Syntheses of (−)-Gochnatiolides A–C and (−)-Ainsliadimer B
inferredcites →https://doi.org/10.1021/jm400367nopenalex-snapshot
Novel Nitrogen-Enriched Oridonin Analogues with Thiazole-Fused A-Ring: Protecting Group-Free Synthesis, Enhanced Anticancer Profile, and Improved Aqueous Solubility
inferredcites →https://doi.org/10.1021/jm401248xopenalex-snapshot
Oridonin Ring A-Based Diverse Constructions of Enone Functionality: Identification of Novel Dienone Analogues Effective for Highly Aggressive Breast Cancer by Inducing Apoptosis
inferredcites →https://doi.org/10.1021/jo0264729openalex-snapshot
A Short Olefin Metathesis-Based Route to Enantiomerically Pure Arylated Dihydropyrans and α,β-Unsaturated δ-Valero Lactones
inferredcites →https://doi.org/10.1021/jo048351+openalex-snapshot
Elaboration of d -(−)-Ribose into a Tricyclic, Natural Product-like Scaffold
inferredcites →https://doi.org/10.1021/ol0481535openalex-snapshot
Maoecrystal V, Cytotoxic Diterpenoid with a Novel C19 Skeleton from Isodon eriocalyx (Dunn.) Hara
inferredcites →https://doi.org/10.1021/ol0531379openalex-snapshot
Bisrubescensins A−C: Three New Dimeric ent-Kauranoids Isolated from Isodon rubescens
inferredcites →https://doi.org/10.1021/ol101705jopenalex-snapshot
A Biomimetic Total Synthesis of (+)-Ainsliadimer A
inferredcites →https://doi.org/10.1021/ol102296topenalex-snapshot
Synthesis of the Spirochroman Core of Dihypoestoxide and Stereochemical Proposal for the Natural Product
inferredcites →https://doi.org/10.1021/ol4015865openalex-snapshot
Overcoming Synthetic Challenges of Oridonin A-Ring Structural Diversification: Regio- and Stereoselective Installation of Azides and 1,2,3-Triazoles at the C-1, C-2, or C-3 Position
inferredcites →https://doi.org/10.1021/ol701669bopenalex-snapshot
Enantioselective Formal [3+3] Annulation for the Direct Construction of Bicyclic Skeletons with Four Stereogenic Centers
inferredcites →https://doi.org/10.1021/ol901065eopenalex-snapshot
Hetero-Diels−Alder Reactions of Cyclic Ketone Derived Enamide. A New and Efficient Concept for the Asymmetric Robinson Annulation
inferredcites →https://doi.org/10.1021/ol991326jopenalex-snapshot
First Asymmetric Synthesis of a 6-Alkoxy-5,6-dihydro-1,3-oxazine: A Promising Enantioselective Route to β-Amido Aldehydes
inferredcites →https://doi.org/10.1023/b:cohc.0000046686.33312.e6openalex-snapshot
Features of the Reaction of Heterocyclic Analogs of 2'-Alkoxychalcones with Lanthanide Shift Reagents
inferredcites →https://doi.org/10.1038/aps.2012.53openalex-snapshot
Oridonin induces apoptosis and autophagy in murine fibrosarcoma L929 cells partly via NO-ERK-p53 positive-feedback loop signaling pathway
inferredcites →https://doi.org/10.1038/sj.cdd.4401996openalex-snapshot
Eriocalyxin B induces apoptosis of t(8;21) leukemia cells through NF-κB and MAPK signaling pathways and triggers degradation of AML1-ETO oncoprotein in a caspase-3-dependent manner
inferredcites →https://doi.org/10.1039/a704463aopenalex-snapshot
Effects of lanthanide complexes on the facial reactivity of 2-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyloxy)benzaldehyde in hetero-Diels–Alder reactions and a model to account for such effects
inferredcites →https://doi.org/10.1039/a800103kopenalex-snapshot
Facial selectivity in the cycloaddition of heterodienes to carbohydrate cyclic ketene acetals. A novel synthesis of disaccharide derivatives
inferredcites →https://doi.org/10.1039/b416247aopenalex-snapshot
Revisiting the Maitland–Japp reaction. Concise construction of highly functionalised tetrahydropyran-4-ones
inferredcites →https://doi.org/10.1039/b604174dopenalex-snapshot
Diterpenoids from Isodon species and their biological activities
inferredcites →https://doi.org/10.1039/c1ob05611eopenalex-snapshot
Synthesis and revision of stereochemistry of rubescensin S
inferredcites →https://doi.org/10.1055/s-1977-24523openalex-snapshot
The Prins Reaction
inferredcites →https://doi.org/10.1055/s-2005-871234openalex-snapshot
An Anti-Inflammatoryent-Kaurane from the Stems ofAnnona squamosathat Inhibits Various Human Neutrophil Functions
inferredcites →https://doi.org/10.1097/jto.0b013e31823f43caopenalex-snapshot
A Phase II Study of Halichondrin B Analog Eribulin Mesylate (E7389) in Patients with Advanced Non-small Cell Lung Cancer Previously Treated with a Taxane: A California Cancer Consortium Trial
inferredcites →https://doi.org/10.1111/j.1742-4658.2008.06864.xopenalex-snapshot
Autophagy inhibits reactive oxygen species‐mediated apoptosis via activating p38‐nuclear factor‐kappa B survival pathways in oridonin‐treated murine fibrosarcoma L929 cells
inferredcites →https://doi.org/10.1111/j.1745-7254.2006.00440.xopenalex-snapshot
Pharmacokinetic behaviors and oral bioavailability of oridonin in rat plasma
inferredcites →https://doi.org/10.1111/j.1745-7254.2007.00667.xopenalex-snapshot
Oridonin induces apoptosis via PI3K/Akt pathway in cervical carcinoma HeLa cell line
inferredcites →https://doi.org/10.1158/1535-7163.mct-04-0277openalex-snapshot
Oridonin, a diterpenoid purified fromRabdosia rubescens, inhibits the proliferation of cells from lymphoid malignancies in association with blockade of the NF-κB signal pathways
inferredcites →https://doi.org/10.1158/1535-7163.mct-12-0066openalex-snapshot
Triggering Fbw7-Mediated Proteasomal Degradation of c-Myc by Oridonin Induces Cell Growth Inhibition and Apoptosis
inferredcites →https://doi.org/10.1182/blood-2006-06-032250openalex-snapshot
Oridonin, a diterpenoid extracted from medicinal herbs, targets AML1-ETO fusion protein and shows potent antitumor activity with low adverse effects on t(8;21) leukemia in vitro and in vivo
inferredcites →https://doi.org/10.1246/cl.1994.145openalex-snapshot
(E)-2-Oxo-1-sulfonyl-3-alkenes as Reactive Hetero 1,3-Dienes. Absolutely endo-Selective Hetero Diels-Alder Reactions with Vinyl Ethers in the Presence of a Lewis Acid Catalyst
inferredcites →https://doi.org/10.1248/cpb.24.2118openalex-snapshot
The antitumor and antibacterial activity of the Isodon diterpenoids.
inferredcites →https://doi.org/10.2174/1385272802666220128214243openalex-snapshot
Diels-Aider Type Natural Products - Structures and Biosynthesis
inferredcites →https://doi.org/10.3390/12030455openalex-snapshot
Occurrence, Biological Activities and Synthesis of Kaurane Diterpenes and their Glycosides
inferredcites →https://doi.org/10.3724/sp.j.1009.2011.00194openalex-snapshot
Synthesis and Anti-tumor Activity of 14-O-Derivatives of Natural Oridonin
inferredcites →https://doi.org/10.3892/ijo.26.3.579openalex-snapshot
The cytostatic and cytotoxic effects of oridonin (Rubescenin), a diterpenoid from Rabdosia rubescens, on tumor cells of different lineage
inferredcites →https://doi.org/10.4161/cbt.6.2.3621openalex-snapshot
Oridonin induced apoptosis through Akt and MAPKs signaling pathways in human osteosarcoma cells

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

inferred← citeshttps://doi.org/10.1016/j.phytochem.2020.112495zenodo-depositor-declared
Dimeric and esterified sesquiterpenes from the liverwort Chiastocaulon caledonicum
inferred← citeshttps://doi.org/10.1002/0471264180.or101.01openalex-snapshot
Dihydropyrans by Cycloadditions of Oxadienes
inferred← citeshttps://doi.org/10.1002/asia.201500564openalex-snapshot
Asymmetric Total Synthesis of (−)‐Maoecrystal V
inferred← citeshttps://doi.org/10.1002/ejoc.201701771openalex-snapshot
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inferred← citeshttps://doi.org/10.1002/ejoc.202101277openalex-snapshot
Knoevenagel‐Cyclization Cascade Reactions of Substituted 5,6‐Dihydro‐2H‐Pyran Derivatives
inferred← citeshttps://doi.org/10.1002/mef2.35openalex-snapshot
Direct cellular targets and anticancer mechanisms of the natural product oridonin
inferred← citeshttps://doi.org/10.1007/s00044-021-02779-6openalex-snapshot
Recent progress of oridonin and its derivatives for cancer therapy and drug resistance
inferred← citeshttps://doi.org/10.1007/s11010-015-2562-4openalex-snapshot
Enhanced anti-fibrogenic effects of novel oridonin derivative CYD0692 in hepatic stellate cells
inferred← citeshttps://doi.org/10.1007/s12272-016-0867-9openalex-snapshot
Lasiokaurin derivatives: synthesis, antimicrobial and antitumor biological evaluation, and apoptosis-inducing effects
inferred← citeshttps://doi.org/10.1016/b978-0-12-824021-2.00004-2openalex-snapshot
Applications of Diels–Alder cycloaddition reaction in total synthesis of alkaloids
inferred← citeshttps://doi.org/10.1016/b978-0-444-63929-5.00005-xopenalex-snapshot
Chemistry and Bioactivity of ent -Kaurene Diterpenoids
inferred← citeshttps://doi.org/10.1016/j.bmc.2022.116977openalex-snapshot
Spirolactone-type and enmein-type derivatives as potential anti-cancer agents derived from oridonin
inferred← citeshttps://doi.org/10.1016/j.bmcl.2016.04.068openalex-snapshot
Novel anticancer oridonin derivatives possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: Design, synthesis, biological evaluation and nitric oxide release studies
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Targeting the NRF-2/RHOA/ROCK signaling pathway with a novel aziridonin, YD0514, to suppress breast cancer progression and lung metastasis
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Evolution in medicinal chemistry of ursolic acid derivatives as anticancer agents
inferred← citeshttps://doi.org/10.1016/j.ejmech.2016.06.015openalex-snapshot
Discovery and development of natural product oridonin-inspired anticancer agents
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Diterpenoid lead stevioside and its hydrolysis products steviol and isosteviol: Biological activity and structural modification
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Oridonin derivatives as potential anticancer drug candidates triggering apoptosis through mitochondrial pathway in the liver cancer cells
inferred← citeshttps://doi.org/10.1016/j.ejmech.2022.114155openalex-snapshot
Identification of new potent anticancer derivatives through simplifying the core structure and modification on their 14- hydroxyl group from oridonin
inferred← citeshttps://doi.org/10.1016/j.gendis.2020.06.010openalex-snapshot
Oridonin and its derivatives for cancer treatment and overcoming therapeutic resistance
inferred← citeshttps://doi.org/10.1016/j.jss.2015.07.042openalex-snapshot
Enhanced effects of novel oridonin analog CYD0682 for hepatic fibrosis
inferred← citeshttps://doi.org/10.1016/j.phymed.2022.154085openalex-snapshot
Discovery of oridonin as a novel agonist for BRS-3
inferred← citeshttps://doi.org/10.1021/acs.jmedchem.6b00408openalex-snapshot
Probing the Anticancer Action of Oridonin with Fluorescent Analogues: Visualizing Subcellular Localization to Mitochondria
inferred← citeshttps://doi.org/10.1021/acs.jmedchem.7b01514openalex-snapshot
Regio- and Stereospecific Synthesis of Oridonin D-Ring Aziridinated Analogues for the Treatment of Triple-Negative Breast Cancer via Mediated Irreversible Covalent Warheads
inferred← citeshttps://doi.org/10.1021/acs.joc.0c00233openalex-snapshot
Total Synthesis of Nominal ent-Chlorabietol B
inferred← citeshttps://doi.org/10.1021/acs.orglett.1c01724openalex-snapshot
Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis
inferred← citeshttps://doi.org/10.1021/jacs.0c05647openalex-snapshot
Enantioselective Type II Cycloaddition of Alkynes via C–C Activation of Cyclobutanones: Rapid and Asymmetric Construction of [3.3.1] Bridged Bicycles
inferred← citeshttps://doi.org/10.1021/jacs.2c05366openalex-snapshot
Unified, Asymmetric Total Synthesis of the Asnovolins and Related Spiromeroterpenoids: A Fragment Coupling Approach
inferred← citeshttps://doi.org/10.1039/c8ra05728aopenalex-snapshot
Structural modification of oridonin via DAST induced rearrangement
inferred← citeshttps://doi.org/10.1039/d2ra03031dopenalex-snapshot
Diastereoselective synthesis of chroman bearing spirobenzofuranone scaffolds via oxa-Michael/1,6-conjugated addition of para -quinone methides with benzofuranone-type olefins
inferred← citeshttps://doi.org/10.1055/s-0037-1611024openalex-snapshot
Total Synthesis of Lycoposerramine-R
inferred← citeshttps://doi.org/10.1080/14756366.2017.1419219openalex-snapshot
Design and synthesis of novel oridonin analogues as potent anticancer agents
inferred← citeshttps://doi.org/10.1080/14786419.2023.2275287openalex-snapshot
Design and synthesis of oridonin derivatives as cytotoxic agents
inferred← citeshttps://doi.org/10.1097/md.0000000000041945openalex-snapshot
Isodon rubescens research literature based on Web of Science database for visual analysis: A review
inferred← citeshttps://doi.org/10.1111/fcp.12176openalex-snapshot
Cytotoxic, apoptotic, and sensitization properties of ent ‐kaurane‐type diterpenoids from Croton tonkinensis Gagnep on human liver cancer HepG2 and Hep3b cell lines
inferred← citeshttps://doi.org/10.1371/journal.pone.0115819openalex-snapshot
Effect of Natural and Semisynthetic Pseudoguianolides on the Stability of NF-κB:DNA Complex Studied by Agarose Gel Electrophoresis
inferred← citeshttps://doi.org/10.18632/oncotarget.10863openalex-snapshot
Targeting XBP1-mediated β-catenin expression associated with bladder cancer with newly synthetic Oridonin analogues
inferred← citeshttps://doi.org/10.2174/1389557517666170417170609openalex-snapshot
Recent Development of Oridonin Derivatives with Diverse Pharmacological Activities
inferred← citeshttps://doi.org/10.2174/1389557519666191029121809openalex-snapshot
Recent Progress of Oridonin and Its Derivatives for the Treatment of Acute Myelogenous Leukemia
inferred← citeshttps://doi.org/10.3389/fchem.2023.1066280openalex-snapshot
Recent advances in oridonin derivatives with anticancer activity
inferred← citeshttps://doi.org/10.3389/fmicb.2016.00768openalex-snapshot
Comparative Bioinformatics and Experimental Analysis of the Intergenic Regulatory Regions of Bacillus cereus hbl and nhe Enterotoxin Operons and the Impact of CodY on Virulence Heterogeneity
inferred← citeshttps://doi.org/10.3390/ijms17091395openalex-snapshot
Oridonin, a Promising ent-Kaurane Diterpenoid Lead Compound
inferred← citeshttps://doi.org/10.3390/molecules23020474openalex-snapshot
Therapeutic Potential of Oridonin and Its Analogs: From Anticancer and Antiinflammation to Neuroprotection
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Bio-pharmacological screening on liver-protective and anti-hepatocarcinoma activities of Vietnam natural products
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