Stereochemical Analysis of Leubethanol, an Anti-TB-Active Serrulatane, from <i>Leucophyllum frutescens</i> Gloria M. Molina-Salinas Verónica M. Rivas-Galindo Salvador Said-Fernández David C. Lankin Marcelo A. Muñoz Pedro Joseph-Nathan Guido F. Pauli Noemí Waksman 10.1021/np2000667.s001 https://acs.figshare.com/articles/journal_contribution/Stereochemical_Analysis_of_Leubethanol_an_Anti_TB_Active_Serrulatane_from_i_Leucophyllum_frutescens_i_/2611636 Bioactivity-guided fractionation of the methanolic root bark extract of <i>Leucophyllum frutescens</i> led to the identification of leubethanol (<b>1</b>), a new serrulatane-type diterpene with activity against both multi-drug-resistant and drug-sensitive strains of virulent <i>Mycobacterium tuberculosis</i>. Leubethanol (<b>1</b>) was identified by 1D/2D NMR data, as a serrulatane closely related to erogorgiane (<b>2</b>), and exhibited anti-TB activity with minimum inhibitory concentrations in the range 6.25–12.50 μg/mL. Stereochemical evidence for <b>1</b> was gleaned from 1D and 2D NOE experiments, from <sup>1</sup>H 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. 2011-09-23 00:00:00 Mycobacterium tuberculosis VCD spectra evidence strain fractionation serrulatane Leubethanol methanolic root bark 2 D NOE experiments Leucophyllum frutescens density spectrum erogorgiane 1 H NMR concentration identification Stereochemical Analysis leubethanol data 1 D diterpene dichroism vibrational analysis diastereomer Serrulatane