ArticleAngewandte Chemie (International ed. in English)2015
Stereochemical Studies of the Karlotoxin Class Using NMR Spectroscopy and DP4 Chemical-Shift Analysis: Insights into their Mechanism of Action.
Article in Angewandte Chemie (International ed. in English), 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
22 citing papers in PubMed.
- Article
- Aleutianamine B, A Novel Chiral Sulfoxide Isolated fromJournal of natural products · 2026Article
- Article
- The Chemistry of Phytoplankton.Chemical reviews · 2024Review
- Sterolysin from a 1950s culture of Karlodinium veneficum (aka Gymnodinium veneficum Ballantine) forms lethal sterol dependent membrane pores.Scientific reports · 2024Article
- Antibacterial Polyketides from the Deep-Sea Cold-Seep-Derived FungusMarine drugs · 2024Article
- A Toxic Sterolysin From a 1950s Culture of Gymnodinium Veneficum Ballantine.Research square · 2024Article
- Prenylated flavonoids with significant anti-hepatoma activity from Daphne giraldii and effects on Fibroblast Growth Factor Receptor 1 (FGFR1).European journal of medicinal chemistry · 2023Article
- Determination of the Absolute Configuration of Ballonigrin Lactone A Using Density Functional Theory Calculations.ACS omega · 2023Article
- Phytoplankton Toxins and Their Potential Therapeutic Applications: A Journey toward the Quest for Potent Pharmaceuticals.Marine drugs · 2022Review
- Review
- Contemporary Approaches to the Discovery and Development of Broad-Spectrum Natural Product Prototypes for the Control of Coronaviruses.Journal of natural products · 2021Article
- Discovery of benthol A and its challenging stereochemical assignment: opening up a new window for skeletal diversity of super-carbon-chain compounds.Chemical science · 2021Article
- A Polyol-Polyol Super-Carbon-Chain Compound Containing Thirty-Six Carbon Stereocenters from the DinoflagellateMarine drugs · 2020Article
- Computationally Assisted Discovery and Assignment of a Highly Strained and PANC-1 Selective Alkaloid from Alaska's Deep Ocean.Journal of the American Chemical Society · 2019Article
- Pilot-scale outdoor photobioreactor culture of the marine dinoflagellate Karlodinium veneficum: Production of a karlotoxins-rich extract.Bioresource technology · 2018Article
- Biotechnological and Pharmacological Applications of Biotoxins and Other Bioactive Molecules from Dinoflagellates.Marine drugs · 2017Review
- HPLC-HRMS Quantification of the Ichthyotoxin Karmitoxin from Karlodinium armiger.Marine drugs · 2017Article
- Karmitoxin: An Amine-Containing Polyhydroxy-Polyene Toxin from the Marine Dinoflagellate Karlodinium armiger.Journal of natural products · 2017Article
- Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla.Scientific reports · 2017Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
After publication of karlotoxin 2 (KmTx2; 1), the harmful algal bloom dinoflagellate Karlodinium sp. was collected and scrutinized to identify additional biologically active complex polyketides. The structure of 1 was validated and revised at C49 using computational NMR tools including J-based configurational analysis and chemical-shift calculations. The characterization of two new compounds [KmTx8 (2) and KmTx9 (3)] was achieved through overlaid 2D HSQC NMR techniques, while the relative configurations were determined by comparison to 1 and computational chemical-shift calculations. The detailed evaluation of 2 using the NCI-60 cell lines, NMR binding studies, and an assessment of the literature supports a mode of action (MoA) for targeting cancer-cell membranes, especially of cytostatic tumors. This MoA is uniquely different from that of current agents employed in the control of cancers for which 2 shows sensitivity.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.