Molina-Salinas, Gloria M. Rivas-Galindo, Verónica M. Said-Fernández, Salvador Lankin, David C. Muñoz, Marcelo A. Joseph-Nathan, Pedro Pauli, Guido F. Waksman, Noemí Stereochemical Analysis of Leubethanol, an Anti-TB-Active Serrulatane, from <i>Leucophyllum frutescens</i> 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. 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 2011-09-23
    https://acs.figshare.com/articles/journal_contribution/Stereochemical_Analysis_of_Leubethanol_an_Anti_TB_Active_Serrulatane_from_i_Leucophyllum_frutescens_i_/2611636
10.1021/np2000667.s001