Facile synthesis and structural characterization of μ4-oxo tetrazinc clusters of beyerenoic and kaurenoic acids

Gómez‐Hurtado, Mario A.; Andrade, Karina Nava; Villagomez-Guzman, Ana K.; Río, Rosa E. del; Andrade‐López, Noemí; Alvarado‐Rodríguez, José G.; Martı́nez-Otero, Diego; Morales‐Morales, David

doi:10.1016/j.tetlet.2017.01.085

Cited by 6 publications

(1 citation statement)

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“…On the basis of this fact, total characterization of natural products is mandatory due to their pharmacological applications, of which artemisinine and paclitaxel are illustrative biologically active terpenes. Other interesting applications have been described recently, and involve their use as chiral auxiliaries, ligands in coordination chemistry, as well as supramolecular applications of terpene derivatives …”

Section: Introductionmentioning

confidence: 99%

Conformational, configurational, and supramolecular studies of podocephalol acetate from Lasianthaea aurea

et al. 2019

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Although podocephalol (1) and its derived acetate 2 were found in Lasianthaea podocephala four decades ago, and 1 was later detected in the essential oils of several vegetal species, its absolute configuration (AC) and conformational preferences remained to be established. The structures of ar‐himachalene 1, now isolated from Lasianthaea aurea, and its derived acetate 2, were herein confirmed by extensive 1D and 2D nuclear magnetic resonance (NMR) studies, while the conformational preferences of the cycloheptene was established by density functional theory (DFT) calculations, which in combination with vibrational circular dichroism measurements provided the (R) absolute configuration of the molecules. The structure and AC were further verified through the Flack and Hooft parameters calculations derived from single crystal X‐ray diffraction data of 2. In addition, careful evaluation of the crystal data allowed observing supramolecular layers cell package, an uncommon property in natural terpenes that might have potential applications. A transmission electron microscopy analysis of crystal of 2 was also possible, providing its physical characteristics at the micrometric scale.

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Section: Introductionmentioning

confidence: 99%