ArticleJournal of natural products2011
Stereochemical analysis of leubethanol, an anti-TB-active serrulatane, from Leucophyllum frutescens.
Article in Journal of natural products, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers, 1 of them a synthesis that pooled it.
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Who cites it
17 citing papers in PubMed, 1 synthesis or guideline pooled it.
- Analysis and purification of bioactive natural products: the AnaPurNa study.Journal of natural products · 2012Pooled it
- Mining coral-derived terpene synthases and mechanistic studies of the coral biflorane synthase.Science advances · 2025Article
- Deconstructive and Divergent Synthesis of Bioactive Natural Products.Molecules (Basel, Switzerland) · 2023Review
- Plant Terpenoid Permeability through Biological Membranes Explored via Molecular Simulations.The journal of physical chemistry. B · 2023Article
- Autoxidation of a C2-Olefinated Dihydroartemisinic Acid Analogue to Form an Aromatic Ring: Application to Serrulatene Biosynthesis.Journal of natural products · 2022Review
- Biological Potential of Silver Nanoparticles Mediated byNanomaterials (Basel, Switzerland) · 2021Article
- The biosynthesis of the anti-microbial diterpenoid leubethanol in Leucophyllum frutescens proceeds via an all-cis prenyl intermediate.The Plant journal : for cell and molecular biology · 2020Article
- Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C-C Activation of Cyclopentanones.Angewandte Chemie (International ed. in English) · 2020Article
- Nerylneryl diphosphate is the precursor of serrulatane, viscidane and cembrane-type diterpenoids in Eremophila species.BMC plant biology · 2020Article
- Broadly Applicable Stereoselective Syntheses of Serrulatane, Amphilectane Diterpenes, and Their Diastereoisomeric Congeners Using Asymmetric Hydrovinylation for Absolute Stereochemical Control.Journal of the American Chemical Society · 2018Article
- Cytotoxic Serrulatane-Type Diterpenoids from the Gorgonian Euplexaura sp. and Their Absolute Configurations by Vibrational Circular Dichroism.Scientific reports · 2017Article
- Structure Elucidation and Botanical Characterization of Diterpenes from a Specific Type of Bee Glue.Molecules (Basel, Switzerland) · 2017Article
- Quantitative Aspect ofJournal of analytical methods in chemistry · 2017Article
- Toward Structural Correctness: Aquatolide and the Importance of 1D Proton NMR FID Archiving.The Journal of organic chemistry · 2016Article
- Diterpenes Synthesized from the Natural Serrulatane Leubethanol and Their in Vitro Activities against Mycobacterium tuberculosis.Molecules (Basel, Switzerland) · 2015Article
- Chlorinated coumarins from the polypore mushroom Fomitopsis officinalis and their activity against Mycobacterium tuberculosis.Journal of natural products · 2013Article
- Evaluation of pseudopteroxazole and pseudopterosin derivatives against Mycobacterium tuberculosis and other pathogens.Marine drugs · 2012Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Bioactivity-guided fractionation of the methanolic root bark extract of Leucophyllum frutescens led to the identification of leubethanol (1), a new serrulatane-type diterpene with activity against both multi-drug-resistant and drug-sensitive strains of virulent Mycobacterium tuberculosis. Leubethanol (1) was identified by 1D/2D NMR data, as a serrulatane closely related to erogorgiane (2), and exhibited anti-TB activity with minimum inhibitory concentrations in the range 6.25-12.50 μg/mL. Stereochemical evidence for 1 was gleaned from 1D and 2D NOE experiments, from 1H NMR full spin analysis, and by comparison of the experimental vibrational circular dichroism (VCD) spectrum to density functional theory calculated VCD spectra of two diastereomers.
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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.