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  • Title: Cassane diterpenes from Caesalpinia platyloba.
    Author: Gómez-Hurtado MA, Álvarez-Esquivel FE, Rodríguez-García G, Martínez-Pacheco MM, Espinoza-Madrigal RM, Pamatz-Bolaños T, Salvador-Hernández JL, García-Gutiérrez HA, Cerda-García-Rojas CM, Joseph-Nathan P, del Río RE.
    Journal: Phytochemistry; 2013 Dec; 96():397-403. PubMed ID: 24176528.
    Abstract:
    The dichloromethane extract from the leaves of Caesalpinia platyloba provided cassane diterpenes whose structures were determined as (-)-(5S,6R,8S,9S,10R,14R)-6-acetoxyvouacapane (1), (-)-(5S,6R,8S,9S,10R,12Z,14R)-6-acetoxycassa-12,15-diene (3), and (-)-(5S,6R,8S,9S,10R,13E)-6-acetoxycassa-13,15-diene (4). Compound 1 was chemically correlated with (-)-(5S,6R,8S,9S,10R,14R)-6-hydroxyvouacapane (2), (+)-(5S,8S,9S,10R,14R)-6-oxovouacapane (5), and (+)-(5S,6S,8S,9S,10R,14R)-6-acetoxyvouacapane (6), the last one previously isolated from Dipteryx lacunifera. The absolute configurations of all six diterpenes 1-6 were established by comparison of DFT calculated vibrational circular dicroism spectra of 1, 2 and 5 with those obtained experimentally. In addition, several reported chemical shifts for 2 and 5 were reassigned based on two-dimensional NMR measurements.
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