Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia.

PubWeight™: 8.56‹?› | Rank: Top 0.1%

🔗 View Article (PMID 5553076)

Published in J Am Chem Soc on May 05, 1971

Authors

M C Wani, H L Taylor, M E Wall, P Coggon, A T McPhail

Articles citing this

(truncated to the top 100)

Taxol stabilizes microtubules in mouse fibroblast cells. Proc Natl Acad Sci U S A (1980) 8.94

Isoprenoid pathway optimization for Taxol precursor overproduction in Escherichia coli. Science (2010) 4.96

A taxol-dependent procedure for the isolation of microtubules and microtubule-associated proteins (MAPs). J Cell Biol (1982) 4.94

Microtubule-binding agents: a dynamic field of cancer therapeutics. Nat Rev Drug Discov (2010) 4.66

Bioprospecting for microbial endophytes and their natural products. Microbiol Mol Biol Rev (2003) 3.99

Taxol induces the assembly of free microtubules in living cells and blocks the organizing capacity of the centrosomes and kinetochores. Proc Natl Acad Sci U S A (1981) 3.40

Taxol-resistant epithelial ovarian tumors are associated with altered expression of specific beta-tubulin isotypes. J Clin Invest (1997) 2.96

Taxol-induced microtubule asters in mitotic extracts of Xenopus eggs: requirement for phosphorylated factors and cytoplasmic dynein. J Cell Biol (1991) 2.90

Taxol binds to polymerized tubulin in vitro. J Cell Biol (1981) 2.86

Studies of peripheral sensory nerves in paclitaxel-induced painful peripheral neuropathy: evidence for mitochondrial dysfunction. Pain (2006) 2.51

Studies on the biosynthesis of taxol: the taxane carbon skeleton is not of mevalonoid origin. Proc Natl Acad Sci U S A (1996) 2.45

Regulation of a high molecular weight microtubule-associated protein in PC12 cells by nerve growth factor. J Cell Biol (1983) 1.96

Albumin-bound formulation of paclitaxel (Abraxane ABI-007) in the treatment of breast cancer. Int J Nanomedicine (2009) 1.93

Taxol binds to cellular microtubules. J Cell Biol (1982) 1.91

Novobiocin and additional inhibitors of the Hsp90 C-terminal nucleotide-binding pocket. Curr Med Chem (2008) 1.84

An angiogenic switch in macrophages involving synergy between Toll-like receptors 2, 4, 7, and 9 and adenosine A(2A) receptors. Am J Pathol (2003) 1.80

Overcoming multidrug resistance of small-molecule therapeutics through conjugation with releasable octaarginine transporters. Proc Natl Acad Sci U S A (2008) 1.71

Tubulin-interactive natural products as anticancer agents. J Nat Prod (2009) 1.59

Role of formulation vehicles in taxane pharmacology. Invest New Drugs (2001) 1.58

Vascular smooth muscle cell proliferation in restenosis. Circ Cardiovasc Interv (2011) 1.52

Nociceptor beta II, delta, and epsilon isoforms of PKC differentially mediate paclitaxel-induced spontaneous and evoked pain. J Neurosci (2015) 1.50

Discovery and resupply of pharmacologically active plant-derived natural products: A review. Biotechnol Adv (2015) 1.49

Taxadiene synthase structure and evolution of modular architecture in terpene biosynthesis. Nature (2010) 1.49

Randomized crossover pharmacokinetic study of solvent-based paclitaxel and nab-paclitaxel. Clin Cancer Res (2008) 1.48

Scalable enantioselective total synthesis of taxanes. Nat Chem (2011) 1.40

Heat shock protein 90 mediates macrophage activation by Taxol and bacterial lipopolysaccharide. Proc Natl Acad Sci U S A (1999) 1.40

Update on taxane development: new analogs and new formulations. Drug Des Devel Ther (2012) 1.36

Correct diffusion coefficients of proteins in fluorescence correlation spectroscopy. Application to tubulin oligomers induced by Mg2+ and Paclitaxel. Biophys J (2004) 1.36

The relevance of higher plants in lead compound discovery programs. J Nat Prod (2011) 1.34

Random sequencing of an induced Taxus cell cDNA library for identification of clones involved in Taxol biosynthesis. Proc Natl Acad Sci U S A (2004) 1.30

Docetaxel (Taxotere) is active in non-small-cell lung cancer: a phase II trial of the EORTC Early Clinical Trials Group (ECTG) Br J Cancer (1994) 1.30

Taxol biosynthesis and molecular genetics. Phytochem Rev (2006) 1.29

Mesoporous Silica Nanoparticles for Cancer Therapy: Energy-Dependent Cellular Uptake and Delivery of Paclitaxel to Cancer Cells. Nanobiotechnology (2007) 1.27

Cytotoxic and apoptotic effects of six herbal plants against the human hepatocarcinoma (HepG2) cell line. Chin Med (2011) 1.27

Action of taxol on mitosis: modification of microtubule arrangements and function of the mitotic spindle in Haemanthus endosperm. J Cell Biol (1983) 1.27

Crystal and molecular structure of paclitaxel (taxol). Proc Natl Acad Sci U S A (1995) 1.25

p53-independent apoptosis induced by paclitaxel through an indirect mechanism. Proc Natl Acad Sci U S A (1997) 1.24

A natural love of natural products. J Org Chem (2008) 1.24

Paclitaxel chemotherapy for the treatment of gastric cancer. Gastric Cancer (2009) 1.22

Antitumour activity of ANG1005, a conjugate between paclitaxel and the new brain delivery vector Angiopep-2. Br J Pharmacol (2008) 1.20

Taxol inhibits neointimal smooth muscle cell accumulation after angioplasty in the rat. J Clin Invest (1995) 1.18

Cancer therapies utilizing the camptothecins: a review of the in vivo literature. Mol Pharm (2010) 1.17

Microtubule stabilizing agents as potential treatment for Alzheimer's disease and related neurodegenerative tauopathies. J Med Chem (2012) 1.17

Mitotic architecture of the cell: the filament networks of the nucleus and cytoplasm. J Cell Biol (1983) 1.16

Taxol, a microtubule stabilizing agent, blocks the replication of Trypanosoma cruzi. Proc Natl Acad Sci U S A (1981) 1.15

Triterpenoid biosynthesis and engineering in plants. Front Plant Sci (2011) 1.14

Paclitaxel binding to human and murine MD-2. J Biol Chem (2008) 1.13

High-resolution MS, MS/MS, and UV database of fungal secondary metabolites as a dereplication protocol for bioactive natural products. J Nat Prod (2013) 1.13

Engineering microbial factories for synthesis of value-added products. J Ind Microbiol Biotechnol (2011) 1.13

Recent progress with microtubule stabilizers: new compounds, binding modes and cellular activities. Nat Prod Rep (2014) 1.13

Structural requirements for the antiproliferative activity of pre-mRNA splicing inhibitor FR901464. Chemistry (2010) 1.12

Combinatorial biosynthesis--potential and problems. J Biotechnol (2006) 1.11

Chemical Diversity of Metabolites from Fungi, Cyanobacteria, and Plants Relative to FDA-Approved Anticancer Agents. ACS Med Chem Lett (2012) 1.11

Growth-inhibiting effects of taxol on human liver cancer in vitro and in nude mice. World J Gastroenterol (2000) 1.09

Phase I dose escalation trial of feverfew with standardized doses of parthenolide in patients with cancer. Invest New Drugs (2004) 1.09

The shape of things to come: structural and synthetic studies of taxol and related compounds. Phytochemistry (2006) 1.08

Taxol-induced rose microtubule polymerization in vitro and its inhibition by colchicine. J Cell Biol (1984) 1.08

Targeting microtubules by natural agents for cancer therapy. Mol Cancer Ther (2014) 1.08

Induction of apoptosis in human breast cancer cells via caspase pathway by vernodalin isolated from Centratherum anthelminticum (L.) seeds. PLoS One (2013) 1.05

Inhibition of infection of macrophages with Ehrlichia risticii by cytochalasins, monodansylcadaverine, and taxol. Infect Immun (1994) 1.05

An endophytic taxol-producing fungus from Taxus media, Cladosporium cladosporioides MD2. Curr Microbiol (2009) 1.05

Role of arginine-304 in the diphosphate-triggered active site closure mechanism of trichodiene synthase. Biochemistry (2005) 1.04

Nab-paclitaxel for the treatment of breast cancer: efficacy, safety, and approval. Onco Targets Ther (2011) 1.04

Small molecule screening in zebrafish: an in vivo approach to identifying new chemical tools and drug leads. Cell Commun Signal (2010) 1.03

Regulatory polymorphisms in β-tubulin IIa are associated with paclitaxel-induced peripheral neuropathy. Clin Cancer Res (2012) 1.03

How Taxol/paclitaxel kills cancer cells. Mol Biol Cell (2014) 1.03

Taxanes for the treatment of metastatic breast cancer. Breast Cancer (Auckl) (2012) 1.02

Chemotherapy for early-stage breast cancer: a brief history. Br J Cancer (2009) 1.02

The microbiome of medicinal plants: diversity and importance for plant growth, quality and health. Front Microbiol (2013) 1.02

Paclitaxel enhances early dendritic cell maturation and function through TLR4 signaling in mice. Cell Immunol (2010) 1.01

Paclitaxel chemotherapy: from empiricism to a mechanism-based formulation strategy. Ther Clin Risk Manag (2005) 1.01

TLR4 induces tumor growth and inhibits paclitaxel activity in MyD88-positive human ovarian carcinoma in vitro. Oncol Lett (2013) 1.01

Synthesis, characterization, and biological evaluation of poly(L-γ-glutamyl-glutamine)- paclitaxel nanoconjugate. Int J Nanomedicine (2010) 1.00

Phase II multi-institutional prospective randomised trial comparing S-1+paclitaxel with S-1+cisplatin in patients with unresectable and/or recurrent advanced gastric cancer. Br J Cancer (2012) 0.99

Microtubule coils versus the surface membrane cytoskeleton in maintenance and restoration of platelet discoid shape. Am J Pathol (1998) 0.99

Retrospective study of the impact of pharmacogenetic variants on paclitaxel toxicity and survival in patients with ovarian cancer. Eur J Clin Pharmacol (2011) 0.98

Structure of the α-tubulin acetyltransferase, αTAT1, and implications for tubulin-specific acetylation. Proc Natl Acad Sci U S A (2012) 0.98

The roles of beta-tubulin mutations and isotype expression in acquired drug resistance. Cancer Inform (2007) 0.98

Natural product inhibitors of Hsp90: potential leads for drug discovery. Mini Rev Med Chem (2009) 0.98

Arrangements of actin filaments in the cytoskeleton of human platelets. Am J Pathol (1984) 0.97

Influence of taxol on the response of platelets to chilling. Am J Pathol (1982) 0.96

Overview of major classes of plant-derived anticancer drugs. Int J Biomed Sci (2009) 0.96

Organization of the actin cytoskeleton of resting and activated platelets in suspension. Am J Pathol (1986) 0.96

Elimination of ergoline alkaloids following treatment of Ipomoea asarifolia (Convolvulaceae) with fungicides. Planta (2004) 0.96

CD14 is not involved in Rhodobacter sphaeroides diphosphoryl lipid A inhibition of tumor necrosis factor alpha and nitric oxide induction by taxol in murine macrophages. Infect Immun (1995) 0.95

Effects of microtubule modulators on HIV-1 infection of transformed and resting CD4 T cells. J Virol (2011) 0.95

From nature to the laboratory and into the clinic. Bioorg Med Chem (2008) 0.95

Trimethyl lock: A trigger for molecular release in chemistry, biology, and pharmacology. Chem Sci (2012) 0.95

Investigation of the biosynthetic potential of endophytes in traditional Chinese anticancer herbs. PLoS One (2012) 0.95

Transcriptome analyses of a Chinese hazelnut species Corylus mandshurica. BMC Plant Biol (2013) 0.94

Microtubule-stabilizing agents as potential therapeutics for neurodegenerative disease. Bioorg Med Chem (2013) 0.94

The continuing search for antitumor agents from higher plants. Phytochem Lett (2010) 0.94

Taxol-induced bundling of brain-derived microtubules. J Cell Biol (1984) 0.94

The use of endophytes to obtain bioactive compounds and their application in biotransformation process. Biotechnol Res Int (2010) 0.94

Coordinate depression of bradykinin receptor recycling and microtubule-dependent transport by taxol. Proc Natl Acad Sci U S A (1994) 0.94

Progress in adjuvant chemotherapy for breast cancer: an overview. BMC Med (2015) 0.93

Polygamain, a new microtubule depolymerizing agent that occupies a unique pharmacophore in the colchicine site. Mol Pharmacol (2011) 0.93

Influence of a microtubule stabilizing agent on platelet structural physiology. Am J Pathol (1983) 0.93

S-phase specificity of cell killing by docetaxel (Taxotere) in synchronised HeLa cells. Br J Cancer (1995) 0.93

Microtubule-stabilizing drugs from marine sponges: focus on peloruside A and zampanolide. Mar Drugs (2010) 0.93

Articles by these authors

A questionnaire for the assessment of leisure time physical activities. J Chronic Dis (1978) 10.20

Indices of relative weight and obesity. J Chronic Dis (1972) 6.60

Probability of middle-aged men developing coronary heart disease in five years. Circulation (1972) 2.88

Germination of Witchweed (Striga lutea Lour.): Isolation and Properties of a Potent Stimulant. Science (1966) 2.57

Leukaemia and residence near electricity transmission equipment: a case-control study. Br J Cancer (1989) 2.33

Epidemiological studies related to coronary heart disease: characteristics of men aged 40-59 in seven countries. Acta Med Scand Suppl (1966) 2.20

Famine Edema and the Mechanism of Its Formation. Science (1946) 2.18

DNA topoisomerase I--targeted chemotherapy of human colon cancer in xenografts. Science (1989) 2.11

Mortality and coronary heart disease among men studied for 23 years. Arch Intern Med (1971) 2.09

Hemodynamic predictors of myocardial oxygen consumption during static and dynamic exercise. Circulation (1974) 2.01

Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum. J Nat Prod (2001) 1.97

Mortality in St. Louis, Missouri, during heat waves in 1936, 1953, 1954, 1955, and 1966. Environ Res (1976) 1.84

Hemodynamic correlates of myocardial oxygen consumption during upright exercise. J Appl Physiol (1972) 1.80

Coronary heart disease: overweight and obesity as risk factors. Ann Intern Med (1972) 1.75

Structure-activity study of the actions of camptothecin derivatives on mammalian topoisomerase I: evidence for a specific receptor site and a relation to antitumor activity. Cancer Res (1989) 1.71

Leisure time physical activity and its relationship to coronary risk factors in a population-based sample. The Minnesota Heart Survey. Am J Epidemiol (1985) 1.71

Physical activity: is it still a risk factor? Prev Med (1983) 1.66

Improvement in hypertension detection and control from 1973-1974 to 1980-1981. The Minnesota Heart Survey experience. JAMA (1983) 1.57

Effect of tannins on screening of plant extracts for enzyme inhibitory activity and techniques for their removal. Phytomedicine (1996) 1.56

Colon cancer and blood-cholesterol. Lancet (1974) 1.49

Anti-AIDS agents. 42. Synthesis and anti-HIV activity of disubstituted (3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone analogues. J Med Chem (2001) 1.49

Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra. J Nat Prod (1992) 1.48

Metabolism, disposition, and kinetics of delta-9-tetrahydrocannabinol in men and women. Clin Pharmacol Ther (1983) 1.44

Antitumor agents. 152. In vitro inhibitory activity of etoposide derivative NPF against human tumor cell lines and a study of its conformation by X-ray crystallography, molecular modeling, and NMR spectroscopy. J Med Chem (1994) 1.40

DNA topoisomerase I-mediated DNA cleavage and cytotoxicity of camptothecin analogues. Cancer Res (1989) 1.40

Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs. J Med Chem (1994) 1.37

Activity of delta8- and delta9-tetrahydrocannabinol and related compounds in the mouse. Science (1971) 1.34

Camptothecin and taxol: discovery to clinic--thirteenth Bruce F. Cain Memorial Award Lecture. Cancer Res (1995) 1.27

Presence of delta9-tetrahydrocannabinol in human milk. N Engl J Med (1982) 1.26

Sudden death and acute myocardial infarction in a metropolitan area, 1970-1980. The Minnesota Heart Survey. N Engl J Med (1983) 1.24

Camptothecin overcomes MDR1-mediated resistance in human KB carcinoma cells. Cancer Res (1991) 1.20

Prevalence of overweight and weight loss behavior in a metropolitan adult population: the Minnesota Heart Survey experience. Am J Public Health (1984) 1.14

Basal metabolism and age of adult man. Metabolism (1973) 1.14

Exercise in controlled trials of the prevention of coronary heart disease. Fed Proc (1973) 1.14

Metabolism and disposition of naltrexone in man after oral and intravenous administration. Drug Metab Dispos (1981) 1.13

Relationship of physical characteristics and life habits to treadmill exercise capacity. Am J Epidemiol (1981) 1.11

Plant antitumor agents. 30. Synthesis and structure activity of novel camptothecin analogs. J Med Chem (1993) 1.11

Camptothecin and taxol: from discovery to clinic. J Ethnopharmacol (1996) 1.10

Two isoflavones from the bark of Petalostemon purpureus. Phytochemistry (1996) 1.09

Antitrypanosomal activity of camptothecin analogs. Structure-activity correlations. Biochem Pharmacol (1995) 1.06

Two isoflavones from the bark of Petalostemon purpureus. Phytochemistry (1996) 1.05

Plant antitumor agents. 18. Synthesis and biological activity of camptothecin analogues. J Med Chem (1980) 1.05

Decline in coronary deaths: a search for explanations. The Minnesota Mortality and Morbidity Surveillance Program. Minn Med (1982) 1.05

Pharmacology of orally administered 9 -tetrahydrocannabinol. Clin Pharmacol Ther (1973) 1.05

Intravenous injection in man of 9 -tetrahydrocannabinol and 11-OH- 9 -tetrahydrocannabinol. Science (1972) 1.05

Interaction of an alkylating camptothecin derivative with a DNA base at topoisomerase I-DNA cleavage sites. Proc Natl Acad Sci U S A (1995) 1.04

Lipid bilayer partitioning and stability of camptothecin drugs. Biochemistry (1993) 1.01

Effect of dietary fat on the fecal excretion of cholesterol and its degradation products in man. J Clin Invest (1968) 1.00

Biotransformation products of 3,4,4'-trichlorocarbanilide in rat, monkey, and man. Drug Metab Dispos (1978) 0.99

Determinants of bistability in induction of the Escherichia coli lac operon. IET Syst Biol (2008) 0.97

Pentacyclic triterpenes derived from Maprounea africana are potent inhibitors of HIV-1 reverse transcriptase. J Nat Prod (1994) 0.96

Strenuous physical activity, treadmill exercise test performance and plasma high-density lipoprotein cholesterol. The Lipid Research Clinics Program Prevalence Study. Circulation (1980) 0.96

Vascular access for hemodialysis by bovine graft arteriovenous fistulas. Surg Gynecol Obstet (1975) 0.96

The metabolism of delta 9-tetrahydrocannabinol and related cannabinoids in man. J Clin Pharmacol (1982) 0.94

The metabolism and toxicity of halogenated carbanilides. Biliary metabolites of 3,4,4'-trichlorocarbanilide and 3-trifluoromethyl-4,4'-dichlorocarbanilide in the rat. Drug Metab Dispos (1977) 0.94

Bioactive constituents of the roots of Licania intrapetiolaris. J Nat Prod (2001) 0.94

Plant antitumor agents. IV. An approach toward the synthesis of camptothecin. J Org Chem (1969) 0.93

Dietary measures of physical activity. Am J Epidemiol (1984) 0.93

Coronary heart disease in seven countries. XVI. The electrocardiogram in prediction of five-year coronary heart disease incidence among men aged forty through fifty-nine. Circulation (1970) 0.93

The electrocardiogram during exercise. Findings in bipolar chest leads of 1,449 middle-aged men, at moderate work levels. Circulation (1966) 0.93

Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa. J Nat Prod (1993) 0.92

High-resolution macromolecular structure determination using CCD detectors and synchrotron radiation. Structure (1995) 0.92

The effect of "usual care" on cardiovascular risk factors in a clinical trial. Control Clin Trials (1984) 0.91

Synthesis and pharmacological evaluation of 1-phenyl-3-amino-1,2,3,4-tetrahydronaphthalenes as ligands for a novel receptor with sigma-like neuromodulatory activity. J Med Chem (1993) 0.91

Measurement of physical activity in population studies: a review. Hum Biol (1984) 0.91

Comparative molecular field analysis and molecular modeling studies of 20-(S)-camptothecin analogs as inhibitors of DNA topoisomerase I and anticancer/antitumor agents. J Comput Aided Mol Des (1997) 0.91

Plant antitumor agents. 23. Synthesis and antileukemic activity of camptothecin analogues. J Med Chem (1986) 0.90

Comparison of in vitro activities of camptothecin and nitidine derivatives against fungal and cancer cells. Antimicrob Agents Chemother (1999) 0.90

Blood lipids and lipoproteins in a Minnesota urban population. J Chronic Dis (1980) 0.90

Plasma high-density lipoprotein cholesterol: association with measurements of body mass. The Lipid Research Clinics Program Prevalence Study. Circulation (1980) 0.89

New bioactive aromatic compounds from Vismia guianensis. Phytochemistry (2000) 0.89

The isolation of uliginosin A and uliginosin B from Hypericum uliginosum. Lloydia (1969) 0.88

Premature ventricular complexes induced by stress testing. Their frequency and response to physical conditioning. Am J Cardiol (1973) 0.88

Isolation, structure, and biological activity of several metabolites of delta-9-tetrahydrocannabinol. J Am Chem Soc (1970) 0.87

Novel 7-alkyl methylenedioxy-camptothecin derivatives exhibit increased cytotoxicity and induce persistent cleavable complexes both with purified mammalian topoisomerase I and in human colon carcinoma SW620 cells. Mol Pharmacol (1997) 0.87

Synthesis, antifertility activity, and protein binding affinity of 7(8 leads to 11 alpha)abeo steroids. J Med Chem (1977) 0.87

Structure and stereochemistry of bryophyllin-A, a novel potent cytotoxic bufadienolide orthoacetate from Bryophyllum pinnatum. Chem Pharm Bull (Tokyo) (1988) 0.87

Isolation of symlandine from the roots of common comfrey (Symphytum officinale) using countercurrent chromatography. J Nat Prod (2001) 0.87

Camptothecin. Discovery to clinic. Ann N Y Acad Sci (1996) 0.86

Occupational factors in the study of coronary heart disease and physical activity. Can Med Assoc J (1967) 0.86