Apratoxin H and apratoxin A sulfoxide from the Red Sea cyanobacterium Moorea producens.

PubWeight™: 0.95‹?› | Rank: Top 15%

🔗 View Article (PMC 3969888)

Published in J Nat Prod on September 09, 2013

Authors

Christopher C Thornburg1, Elise S Cowley, Justyna Sikorska, Lamiaa A Shaala, Jane E Ishmael, Diaa T A Youssef, Kerry L McPhail

Author Affiliations

1: Department of Pharmaceutical Sciences, College of Pharmacy, Oregon State University , Corvallis, Oregon 97331, United States.

Articles cited by this

A simple, fast, and accurate algorithm to estimate large phylogenies by maximum likelihood. Syst Biol (2003) 102.57

MRBAYES: Bayesian inference of phylogenetic trees. Bioinformatics (2001) 101.31

CAP3: A DNA sequence assembly program. Genome Res (1999) 50.04

jModelTest: phylogenetic model averaging. Mol Biol Evol (2008) 44.78

At least 1 in 20 16S rRNA sequence records currently held in public repositories is estimated to contain substantial anomalies. Appl Environ Microbiol (2005) 15.41

New screening software shows that most recent large 16S rRNA gene clone libraries contain chimeras. Appl Environ Microbiol (2006) 10.78

Predictive, structure-based model of amino acid recognition by nonribosomal peptide synthetase adenylation domains. Chem Biol (2000) 4.59

cAC10-vcMMAE, an anti-CD30-monomethyl auristatin E conjugate with potent and selective antitumor activity. Blood (2003) 3.25

Single cell genome amplification accelerates identification of the apratoxin biosynthetic pathway from a complex microbial assemblage. PLoS One (2011) 2.73

Total structure determination of apratoxin A, a potent novel cytotoxin from the marine cyanobacterium Lyngbya majuscula. J Am Chem Soc (2001) 2.06

A comparison between two brine shrimp assays to detect in vitro cytotoxicity in marine natural products. BMC Biotechnol (2002) 1.79

Moorea producens gen. nov., sp. nov. and Moorea bouillonii comb. nov., tropical marine cyanobacteria rich in bioactive secondary metabolites. Int J Syst Evol Microbiol (2011) 1.71

Interpretation of tandem mass spectra obtained from cyclic nonribosomal peptides. Anal Chem (2009) 1.37

Leinamycin, a new antitumor antibiotic from Streptomyces: producing organism, fermentation and isolation. J Antibiot (Tokyo) (1989) 1.36

Apratoxin D, a potent cytotoxic cyclodepsipeptide from papua new guinea collections of the marine cyanobacteria Lyngbya majuscula and Lyngbya sordida. J Nat Prod (2008) 1.29

Apratoxin a reversibly inhibits the secretory pathway by preventing cotranslational translocation. Mol Pharmacol (2009) 1.28

Apratoxin E, a cytotoxic peptolide from a guamanian collection of the marine cyanobacterium Lyngbya bouillonii. J Nat Prod (2008) 1.28

Dendroamides, new cyclic hexapeptides from a blue-green alga. Multidrug-resistance reversing activity of dendroamide A. J Nat Prod (1996) 1.26

Tenuecyclamides A-D, cyclic hexapeptides from the cyanobacterium Nostoc spongiaeforme var. tenue. J Nat Prod (1998) 1.26

New apratoxins of marine cyanobacterial origin from Guam and Palau. Bioorg Med Chem (2002) 1.24

Evolved diversification of a modular natural product pathway: apratoxins F and G, two cytotoxic cyclic depsipeptides from a Palmyra collection of Lyngbya bouillonii. Chembiochem (2010) 1.22

Biosynthesis of pipecolic acid by RapL, a lysine cyclodeaminase encoded in the rapamycin gene cluster. J Am Chem Soc (2006) 1.20

Structure and absolute stereochemistry of hectochlorin, a potent stimulator of actin assembly. J Nat Prod (2002) 1.19

Carriebowmide, a new cyclodepsipeptide from the marine cyanobacterium Lyngbya polychroa. J Nat Prod (2008) 1.16

Lyngbyabellin B, a toxic and antifungal secondary metabolite from the marine cyanobacterium Lyngbya majuscula. J Nat Prod (2000) 1.07

Haligramides A and B, two new cytotoxic hexapeptides from the marine sponge Haliclona nigra. J Nat Prod (2000) 1.05

Largazole: from discovery to broad-spectrum therapy. Nat Prod Rep (2012) 1.03

Systematic Chemical Mutagenesis Identifies a Potent Novel Apratoxin A/E Hybrid with Improved in Vivo Antitumor Activity. ACS Med Chem Lett (2011) 1.02

Coibamide A induces mTOR-independent autophagy and cell death in human glioblastoma cells. PLoS One (2013) 1.01

Planktocyclin, a cyclooctapeptide protease inhibitor produced by the freshwater cyanobacterium Planktothrix rubescens. J Nat Prod (2007) 1.00

Total synthesis and biological evaluation of grassypeptolide A. Chemistry (2013) 0.95

Grassypeptolides A-C, cytotoxic bis-thiazoline containing marine cyclodepsipeptides. J Org Chem (2010) 0.93

Anti-inflammatory thiazine alkaloids isolated from the New Zealand ascidian Aplidium sp.: inhibitors of the neutrophil respiratory burst in a model of gouty arthritis. J Nat Prod (2007) 0.90

Cyclic depsipeptides, grassypeptolides D and E and Ibu-epidemethoxylyngbyastatin 3, from a Red Sea Leptolyngbya cyanobacterium. J Nat Prod (2011) 0.88

Total synthesis of the cyclodepsipeptide apratoxin A and its analogues and assessment of their biological activities. Chemistry (2006) 0.88

A nomenclature system for labeling cyclic peptide fragments. J Am Soc Mass Spectrom (1999) 0.87

A new antifouling hexapeptide from a Palauan sponge, Haliclona sp. J Nat Prod (2003) 0.81

Waiakeamide, a Cyclic Hexapeptide from the Sponge Ircinia dendroides(1). J Org Chem (1996) 0.77

Articles by these authors

Structure of trichamide, a cyclic peptide from the bloom-forming cyanobacterium Trichodesmium erythraeum, predicted from the genome sequence. Appl Environ Microbiol (2006) 2.07

CTIP1 and CTIP2 are differentially expressed during mouse embryogenesis. Gene Expr Patterns (2004) 1.83

Coibamide A, a potent antiproliferative cyclic depsipeptide from the Panamanian marine cyanobacterium Leptolyngbya sp. J Am Chem Soc (2008) 1.36

Pachycladins A-E, prostate cancer invasion and migration inhibitory Eunicellin-based diterpenoids from the red sea soft coral Cladiella pachyclados. J Nat Prod (2010) 1.31

Oxo-phytodienoic acid-containing galactolipids in Arabidopsis: jasmonate signaling dependence. Plant Physiol (2007) 1.27

Deep-sea hydrothermal vents: potential hot spots for natural products discovery? J Nat Prod (2010) 1.25

Characterization of the initial enzymatic steps of barbamide biosynthesis. J Nat Prod (2006) 1.25

Oxylipin profiling of the hypersensitive response in Arabidopsis thaliana. Formation of a novel oxo-phytodienoic acid-containing galactolipid, arabidopside E. J Biol Chem (2006) 1.16

Bioactive natural and semisynthetic latrunculins. J Nat Prod (2006) 1.14

The genome of tolypocladium inflatum: evolution, organization, and expression of the cyclosporin biosynthetic gene cluster. PLoS Genet (2013) 1.13

Symplocamide A, a potent cytotoxin and chymotrypsin inhibitor from the marine Cyanobacterium Symploca sp. J Nat Prod (2007) 1.06

Coibamide A induces mTOR-independent autophagy and cell death in human glioblastoma cells. PLoS One (2013) 1.01

Biocatalytic and antimetastatic studies of the marine cembranoids sarcophine and 2-epi-16-deoxysarcophine. J Nat Prod (2006) 1.00

Hydroxyalkenylresorcinols from Stylogyne turbacensis. J Nat Prod (2007) 0.97

Bioactive brominated metabolites from the red sea sponge Suberea mollis. J Nat Prod (2008) 0.97

Latrunculin A and its C-17-O-carbamates inhibit prostate tumor cell invasion and HIF-1 activation in breast tumor cells. J Nat Prod (2008) 0.95

N-methyl-D-aspartate receptor subunits are non-myosin targets of myosin regulatory light chain. J Biol Chem (2008) 0.93

Brominated arginine-derived alkaloids from the red sea sponge Suberea mollis. J Nat Prod (2011) 0.93

Survey of marine natural product structure revisions: a synergy of spectroscopy and chemical synthesis. Bioorg Med Chem (2011) 0.92

Formation of the nonproteinogenic amino acid 2S,3R-capreomycidine by VioD from the viomycin biosynthesis pathway. Chembiochem (2004) 0.92

Neurotoxic meroditerpenoids from the tropical marine brown alga Stypopodium flabelliforme. J Nat Prod (2005) 0.91

Semiplenamides A-G, fatty acid amides from a Papua New Guinea collection of the marine cyanobacterium Lyngbya semiplena. J Nat Prod (2003) 0.91

Reactive oxygen species mediated apoptosis of esophageal cancer cells induced by marine triprenyl toluquinones and toluhydroquinones. Mol Cancer Ther (2007) 0.90

Sipholenol A, a marine-derived sipholane triterpene, potently reverses P-glycoprotein (ABCB1)-mediated multidrug resistance in cancer cells. Cancer Sci (2007) 0.90

Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids. J Nat Prod (2007) 0.88

Cyclic depsipeptides, grassypeptolides D and E and Ibu-epidemethoxylyngbyastatin 3, from a Red Sea Leptolyngbya cyanobacterium. J Nat Prod (2011) 0.88

Coibacins A-D, antileishmanial marine cyanobacterial polyketides with intriguing biosynthetic origins. Org Lett (2012) 0.88

Direct interaction of myosin regulatory light chain with the NMDA receptor. J Neurochem (2005) 0.87

Mandelalides A-D, cytotoxic macrolides from a new Lissoclinum species of South African tunicate. J Org Chem (2012) 0.87

Sipholane triterpenoids: chemistry, reversal of ABCB1/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling. J Nat Prod (2009) 0.87

Hyrtiazepine, an azepino-indole-type alkaloid from the Red Sea marine sponge Hyrtios erectus. J Nat Prod (2006) 0.86

Antimycobacterial scalarane-based sesterterpenes from the Red Sea sponge Hyrtios erecta. J Nat Prod (2005) 0.86

Analysis of macamides in samples of Maca (Lepidium meyenii) by HPLC-UV-MS/MS. Phytochem Anal (2005) 0.85

Hepatoprotective effect of flavonol glycosides rich fraction from Egyptian Vicia calcarata Desf. against CCl4-induced liver damage in rats. Arch Pharm Res (2005) 0.85

Two cytotoxic stereoisomers of malyngamide C, 8-epi-malyngamide C and 8-O-acetyl-8-epi-malyngamide C, from the marine cyanobacterium Lyngbya majuscula. Phytochemistry (2010) 0.84

3,4-Dehydrodebrisoquine, a novel debrisoquine metabolite formed from 4-hydroxydebrisoquine that affects the CYP2D6 metabolic ratio. Drug Metab Dispos (2006) 0.83

Bioactive brominated metabolites from the Red Sea sponge Pseudoceratina arabica. J Nat Prod (2008) 0.83

Alkaloids from Eschscholzia californica and their capacity to inhibit binding of [3H]8-Hydroxy-2-(di-N-propylamino)tetralin to 5-HT1A receptors in Vitro. J Nat Prod (2006) 0.82

Bioactive rearranged and halogenated semisynthetic derivatives of the marine natural product sarcophine. J Nat Prod (2004) 0.82

Co-expression of myosin II regulatory light chain and the NMDAR1 subunit in neonatal and adult mouse brain. Brain Res Bull (2007) 0.81

Subereamolline A as a potent breast cancer migration, invasion and proliferation inhibitor and bioactive dibrominated alkaloids from the Red Sea sponge Pseudoceratina arabica. Mar Drugs (2012) 0.81

2,3-seco-2,3-dioxo-lyngbyatoxin A from a Red Sea strain of the marine cyanobacterium Moorea producens. Nat Prod Res (2014) 0.80

Santacruzamate A, a potent and selective histone deacetylase inhibitor from the Panamanian marine cyanobacterium cf. Symploca sp. J Nat Prod (2013) 0.80

Dragmacidoside: a new nucleoside from the Red Sea sponge Dragmacidon coccinea. Nat Prod Res (2014) 0.79

Semisynthetic latrunculin derivatives as inhibitors of metastatic breast cancer: biological evaluations, preliminary structure-activity relationship and molecular modeling studies. ChemMedChem (2010) 0.79

Bioactive compounds from the Red Sea marine sponge Hyrtios species. Mar Drugs (2013) 0.79

Enantioselective Total Synthesis of Mandelalide A and Isomandelalide A: Discovery of a Cytotoxic Ring-Expanded Isomer. J Am Chem Soc (2016) 0.79

Two new polyacetylene derivatives from the Red Sea sponge Xestospongia sp. Z Naturforsch C (2015) 0.78

New alkaloids from Pancratium maritimum. Planta Med (2013) 0.77

Design of semisynthetic analogues and 3D-QSAR study of eunicellin-based diterpenoids as prostate cancer migration and invasion inhibitors. Eur J Med Chem (2011) 0.77

Wewakamide A and guineamide G, cyclic depsipeptides from the marine cyanobacteria Lyngbya semiplena and Lyngbya majuscula. J Microbiol Biotechnol (2011) 0.77

Survival of Swiss-Webster mouse cerebellar granule neurons is promoted by a combination of potassium channel blockers. Toxicol Lett (2007) 0.77

Evaluation of the efficiency of three different solvent systems to extract triterpene saponins from roots of Panax quinquefolius using high-performance liquid chromatography. J Agric Food Chem (2004) 0.77

Absolute stereochemistry of ibhayinol from a South African sea hare. J Nat Prod (2002) 0.76

MDR1 function is sensitive to the phosphorylation state of myosin regulatory light chain. Biochem Biophys Res Commun (2010) 0.76

Antimicrobial rubrolides from a South African species of Synoicum tunicate. J Nat Prod (2012) 0.76

A new bioactive sesquiterpenoid quinone from the Mediterranean Sea marine sponge Dysidea avara. Nat Prod Commun (2013) 0.75

3D-QSAR studies of latrunculin-based actin polymerization inhibitors using CoMFA and CoMSIA approaches. Eur J Med Chem (2010) 0.75

Bathymodiolamides A and B, ceramide derivatives from a deep-sea hydrothermal vent invertebrate mussel, Bathymodiolus thermophilus. J Nat Prod (2011) 0.75

Towards theory driven structure elucidation of complex natural products: mandelalides and coibamide A. Org Biomol Chem (2016) 0.75

Didemnacerides A and B: two new glycerides from Red Sea ascidian Didemnum species. Nat Prod Res (2014) 0.75

Penicilloitins A and B, new antimicrobial fatty acid esters from a marine endophytic Penicillium species. Z Naturforsch C (2016) 0.75

Urgineaglyceride A: a new monoacylglycerol from the Egyptian Drimia maritima bulbs. Nat Prod Res (2014) 0.75

Non-alkaloidal compounds from the bulbs of the Egyptian plant Pancratium maritimum. Z Naturforsch C (2014) 0.75

Development of a quantitative assay amenable for high-throughput screening to target the type II secretion system for new treatments against plant-pathogenic bacteria. J Biomol Screen (2013) 0.75

Semisynthetic analogues of the marine cembranoid sarcophine as prostate and breast cancer migration inhibitors. Bioorg Med Chem (2011) 0.75

Personnel training and patient education in medical marijuana dispensaries in Oregon. J Am Pharm Assoc (2003) (2016) 0.75

New fatty acids from the Red Sea sponge Mycale euplectellioides. Nat Prod Res (2014) 0.75