Bórquez Jorge, Ardiles Alejandro, Loyola Luis Alberto, Peña-Rodriguez Luis Manuel, Molina-Salinas Gloria María, Vallejos Javier, Collado Isidro G, Simirgiotis Mario J
Laboratorio de Productos Naturales, Departamento de Química, Universidad de Antofagasta, Av. Coloso S-N, Antofagasta 1240000, Chile.
Grupo de Química Orgánica, Unidad de Biotecnología, Centro de Investigación Científica de Yucatán, Calle 43 No 130, Colonia Chuburná, Mérida, Yucatán 97200, Mexico.
Molecules. 2014 Mar 28;19(4):3898-908. doi: 10.3390/molecules19043898.
The new mulinane diterpenoids 1 and 2 were isolated from the EtOAc extract of Mulinum crassifolium, while the rearranged mulinane 5, which was isolated for the first time from a natural source, was isolated from Azorella compacta. Compounds 1-2 were prepared by semi-synthesis thorough acetylation of the diterpene 17-acetoxymulinic acid (3). A mechanism of reaction was proposed, while the structures of the new compounds were elucidated on the basis of comprehensive spectroscopic analysis and computational methods.
新的穆里烷二萜类化合物1和2是从粗叶穆里草的乙酸乙酯提取物中分离得到的,而首次从天然来源分离得到的重排穆里烷5则是从紧密亚佐尔草中分离得到的。化合物1-2是通过二萜17-乙酰氧基穆里酸(3)的乙酰化半合成制备的。提出了反应机理,同时基于全面的光谱分析和计算方法阐明了新化合物的结构。