|
|||||
|
|
Absolute configuration of podophyllotoxin related lignans from Bursera fagaroides using vibrational circular dichroism |
|
| Authors: | Velázquez-Jiménez René Torres-Valencia J Martín Cerda-García-Rojas Carlos M Hernández-Hernández Juan D Román-Marín Luisa U Manríquez-Torres J Jesús Gómez-Hurtado Mario A Valdez-Calderón Alejandro Motilva Virginia García-Mauriño Sofía Talero Elena Avila Javier Joseph-Nathan Pedro |
| Institution: | a Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Km 4.5 Carretera Pachuca-Tulancingo, Mineral de la Reforma, Hidalgo 42184, Mexico b Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, México D.F. 07000, Mexico c Instituto de Investigaciones Químico-Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Apartado 137, Morelia, Michoacán 58000, Mexico d Facultad de Farmacia, Universidad de Sevilla, Profesor García González No. 2, Sevilla 41012, Spain e Facultad de Biología, Universidad de Sevilla, Profesor García González No. 2, Sevilla 41012, Spain |
| Abstract: | The ethanol extract from the dried exudate of Bursera fagaroides (Burseraceae) showed significant cytotoxic activity in the HT-29 (human colon adenocarcinoma) test system. The extract provided four podophyllotoxin related lignans, identified as (7′R,8R,8′R)-(−)-deoxypodophyllotoxin (3), (7′R,8R,8′R)-(−)-morelensin (4), (8R,8′R)-(−)-yatein (5), and (8R,8′R)-(−)-5′-desmethoxyyatein (6), whose spectroscopic and chiroptical properties were compared with those of (7R,7′R,8R,8′R)-(−)-podophyllotoxin (1) and its acetyl derivative (2). Their absolute configurations were assigned by comparison of the vibrational circular dichroism spectra of 1 and 3 with those obtained by density functional theory calculations. |
| Keywords: | Podophyllotoxin derivatives Burseraceae Bursera fagaroides Cytotoxicity Absolute configuration Vibrational circular dichroism |
| 本文献已被 ScienceDirect PubMed 等数据库收录！ | |