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ORGANIC & BIOMOLECULAR CHEMISTRY, ISSN 1477-0520, 02/2017, Volume 15, Issue 7, pp. 1593 - 1596
We describe stereocontrolled semi-syntheses of deguelin and tephrosin, anti-cancer rotenoids isolated from Tephrosia vogelii. Firstly, we present a new... 
CHEMISTRY, ORGANIC | (+/-)-DEGUELIN | ACID | ROTENOIDS | STEREOCHEMISTRY
Journal Article
Synthesis, ISSN 0039-7881, 03/2019, Volume 51, Issue 5, pp. 1139 - 1156
Abstract A general synthetic approach to rotenoids is described, featuring 1) stereospecific, group-selective 1,2-rearrangements of epoxy alcohols, and 2) S N... 
feature | rotenoid | CHEMISTRY, ORGANIC | IDENTIFICATION | CONSTITUTION | DEGUELIN | PINACOL-TYPE REARRANGEMENT | semi-pinacol rearrangement | INSECT TOXINS | isoflavonoid | (+/-)-DEGUELIN | ISOFLAVONOIDS | SNAr cyclization | TRIETHYLALUMINUM | total synthesis | ASYMMETRIC TOTAL-SYNTHESIS | CONCISE SYNTHESIS
Journal Article
European Journal of Medicinal Chemistry, ISSN 0223-5234, 04/2019, Volume 167, pp. 485 - 498
A series of novel B and C-rings truncated deguelin derivatives have been designed and synthesized in the present study as heat shock protein 90 (Hsp90)... 
Deguelin | Anticancer | Structure simplification | Heat shock protein 90 | MIGRATION | APOPTOSIS | CHEMISTRY, MEDICINAL | A549 | PROLIFERATION | DISCOVERY | HEAT-SHOCK PROTEINS | INVASION | RESISTANCE | (+/-)-DEGUELIN | Ubiquitin | Heat shock proteins | Drug discovery | Analysis
Journal Article
American Journal of Chinese Medicine, ISSN 0192-415X, 2018, Volume 46, Issue 1, pp. 209 - 229
Journal Article
Oncology Reports, ISSN 1021-335X, 2010, Volume 24, Issue 4, pp. 957 - 963
Journal Article
Chemical Communications: Chem Comm, ISSN 1359-7345, 05/2015, Volume 51, Issue 43, pp. 9026 - 9029
Enantioselective synthesis of (-)-deguelin was accomplished via an iterative pyran-ring formation approach. The key features involve the anionic addition of a... 
Strategy | Formations | Palladium | Synthesis | Aldehydes | Precursors
Journal Article
Cancer Research, ISSN 0008-5472, 02/2009, Volume 69, Issue 4, pp. 1624 - 1632
Hypoxia-inducible factor-1 (HIF-1) has been suggested to play a major role in tumor radioresistance. However, the mechanisms through which irradiation... 
FACTOR 1-ALPHA | HIF-1 | HSP90 | THERAPY | ONCOLOGY | INHIBITOR 17-ALLYLAMINO-17-DEMETHOXYGELDANAMYCIN | GELDANAMYCIN | FACTOR-I | IONIZING-RADIATION | EXPRESSION | ENDOTHELIAL GROWTH-FACTOR | Hsp90 | HIF-1α | deguelin | resistance | Radiation
Journal Article
Organic and Biomolecular Chemistry, ISSN 1477-0520, 2017, Volume 15, Issue 7, pp. 1593 - 1596
We describe stereocontrolled semi-syntheses of deguelin and tephrosin, anti-cancer rotenoids isolated from Tephrosia vogelii. Firstly, we present a new... 
ROTENONE | ACID | BRONCHIAL EPITHELIAL-CELLS | SHOCK-PROTEIN 90 | BIOSYNTHESIS | INDUCED LUNG TUMORIGENESIS | STEREOCHEMISTRY | CHEMISTRY, ORGANIC | (+/-)-DEGUELIN | DERIVATIVES
Journal Article
Bioorganic & Medicinal Chemistry, ISSN 0968-0896, 01/2012, Volume 20, Issue 2, pp. 672 - 680
Deguelin, a rotenoid, has emerged as an attractive pharmacophore for chemoprevention showing in vivo activity in several xenografts. Recently, several lines of... 
Natural product | Rotenoid | Deguelin | Affinity tag
Journal Article
Oncotarget, ISSN 1949-2553, 2018, Volume 9, Issue 1, pp. 152 - 166
Angiogenesis plays a crucial role in the development of human hepatocellular carcinoma (HCC). In the present study, we found a natural compound, deguelin, has... 
Angiogenesis | Hepatocellular carcinoma | Deguelin | VEGF | C-Met | APOPTOSIS | METASTASIS | BEVACIZUMAB | angiogenesis | PHASE-II | TUMOR ANGIOGENESIS | AKT INHIBITOR | CELL BIOLOGY | CELL LUNG-CANCER | deguelin | c-Met | EXPRESSION | hepatocellular carcinoma | ENDOTHELIAL GROWTH-FACTOR
Journal Article
Organic and Biomolecular Chemistry, ISSN 1477-0520, 2018, Volume 16, Issue 35, pp. 6395 - 6398
We describe semi-syntheses of the 11-hydroxyrotenoids sumatrol (1) and villosinol (2), starting from rotenone (5), using an oxime-directed C-11-H... 
FUNCTIONALIZATION | DEOXIMATION | SUBSTITUTION | OXIMES | STEREOCHEMISTRY | CHEMISTRY, ORGANIC | UNACTIVATED METHYL-GROUPS | ROTENOIDS | CYCLOPALLADATION | NADH-UBIQUINONE OXIDOREDUCTASE | DEGUELIN | Oxidation | Potassium dichromate | Rotenone | Intermediates
Journal Article
Angewandte Chemie International Edition, ISSN 1433-7851, 01/2017, Volume 56, Issue 1, pp. 182 - 187
The total syntheses of (−)‐rotenone and (−)‐dalpanol have been achieved by a group‐selective, stereospecific 1,2‐shift of an epoxy alcohol and SNAr... 
cyclizations | natural products | total synthesis | heterocycles | rearrangements | REACTIVITY | ARYL FLUORIDES | CONSTITUTION | CHEMISTRY, MULTIDISCIPLINARY | DEGUELIN | ROTENONE | REDUCTION | MOLECULAR-REARRANGEMENTS | ASYMMETRIC DIHYDROXYLATION | ASSIGNMENT | PARKINSONS-DISEASE | Chemical synthesis | Epoxy resins | Rotenone | Alcohols
Journal Article
ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, ISSN 1871-5206, 2019, Volume 19, Issue 15, pp. 1887 - 1898
Background: Anaplastic Thyroid Cancer (ATC) is one of the most lethal and aggressive human malignancies. Studies have shown that Cancer Stem-Cell (CSC)... 
MIGRATION | CAPACITY | APOPTOSIS | CHEMISTRY, MEDICINAL | METASTASIS | MANAGEMENT | MARKERS | CULTURE | CSC phenotype | EPITHELIAL-MESENCHYMAL TRANSITION | Anaplastic thyroid cancer | cancer stem cell | ONCOLOGY | deguelin | docetaxel | CARCINOMA | curcumin | CYCLE | Index Medicus
Journal Article
Chemical Communications, ISSN 1359-7345, 05/2015, Volume 51, Issue 43, pp. 9026 - 9029
Enantioselective synthesis of (-)-deguelin was accomplished via an iterative pyran-ring formation approach. The key features involve the anionic addition of a... 
RETINAL NEOVASCULARIZATION | IODINATION | HIF-1-ALPHA | CHEMISTRY, MULTIDISCIPLINARY | DEGUELIN | Cyclization | Rotenone - chemical synthesis | Pyrans - chemistry | Stereoisomerism | Rotenone - analogs & derivatives | Rotenone - chemistry | Catalysis | Palladium - chemistry
Journal Article
European Journal of Organic Chemistry, ISSN 1434-193X, 05/2019, Volume 2019, Issue 19, pp. 2971 - 2983
An approach to construct the oxo‐dehydrorotenoids via direct lactonization of isoflavone‐2‐carboxylic acids is reported. The present reaction proceeds smoothly... 
Bioactivity | Rotenoid | Direct C–H functionalization | Natural products | Direct lactonization | DEHYDROGENATIVE LACTONIZATION | ACIDS | NATURAL-PRODUCTS | CHEMISTRY, ORGANIC | O BOND FORMATION | ROTENOIDS | DEGUELIN | Direct C-H functionalization | CATALYZED C(SP)-H | C-H OXYGENATION | INHIBITORS | CONSTITUENTS | Chemical synthesis
Journal Article
Cell Reports, ISSN 2211-1247, 04/2018, Volume 23, Issue 1, pp. 58 - 67
A hallmark of advanced prostate cancer (PC) is the concomitant loss of PTEN and p53 function. To selectively eliminate such cells, we screened cytotoxic... 
prostate cancer | ATP synthase | glucose | deguelin | mitochondria | RapidCaP | complex I | metabolism | Pten | ATP | MORTALITY | ROTENONE | ACTIVATION | THERAPY | OXIDOREDUCTASE | METFORMIN USE | SUPPRESSION | METASTATIC PROSTATE-CANCER | GENOME | DEGUELIN | CELL BIOLOGY
Journal Article
European Journal of Organic Chemistry, ISSN 1434-193X, 01/2018, Volume 2018, Issue 2, pp. 223 - 227
The reaction between propargyl ethers of hydroxybenzaldehydes and the ylide ethyl (triphenylphosphoranylidene)acetate was carried out under microwave... 
Domino reactions | Arenes | Microwave chemistry | Oxygen heterocycles | Alkynes | Rearrangement | ANTI-AIDS AGENTS | ROUTE | TANDEM | CHEMISTRY, ORGANIC | CATALYST | COUMARINS | DEGUELIN | SESELIN | DERIVATIVES
Journal Article
PLANTS-BASEL, ISSN 2223-7747, 12/2019, Volume 8, Issue 12, p. 597
Tephrosia vogelii is a plant species chemically characterized by the presence of entomotoxic rotenoids and used widely across Africa as a botanical pesticide.... 
spatial-temporal variation | rotenoids | EFFICACY | chemotype 3 | deguelin | MALAWI | botanical insecticides | MAIZE | EXTRACT | PLANT SCIENCES
Journal Article
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