Arciniegas Amira, Pérez-Castorena Ana L, Meléndez-Aguirre Mariana, Ávila José Guillermo, García-Bores Ana María, Villaseñor José Luis, Romo de Vivar Alfonso
Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, Mexico.
Laboratorio de Fitoquímica, Unidad de Biología, Tecnología y Prototipos (UBIPRO), Universidad Nacional Autónoma de México, FES Iztacala, Tlanepantla, 54090, Estado de México, Mexico.
Chem Biodivers. 2018 Mar;15(3):e1700529. doi: 10.1002/cbdv.201700529.
The chemical study of Ageratina deltoidea afforded grandiflorenic acid (1), ent-kaurenoic acid (2), and eight benzylbenzoates (3 - 10), two of them, 3,5-dimethoxybenzyl 2,3,6-trimethoxybenzoate (5) and 4-(β-d-glucopyranosyloxy)-3-hydroxybenzyl 2,6-dimethoxybenzoate (9), described for the first time. In addition, the new sesquiterpene lactone deltoidin C (13), together with the known 11 and 12, the phenolic compounds: ayanin, 2,6-dimethoxybenzoic acid, methyl 3,4-dihydroxycinnamate, chlorogenic acid, and 3,5-dicaffeoylquinic acid were also isolated. The structures of these compounds were determined by spectroscopic methods and chemical reactions. The antibacterial and antifungal activities of compounds 1 - 12 were evaluated on Staphylococcus aureus, Escherichia coli, and Candida albicans. Deltoidin A (11) was the most active antibacterial agent (MIC 16.0 μg ml ) against E. coli, and the ent-kaurenoid derivatives (1 - 2) showed activity (MIC 31.0 μg ml ) against S. aureus.
对三角叶藿香蓟的化学研究得到了大花藿香蓟酸(1)、对映贝壳杉烯酸(2)和8种苯甲酸苄酯(3 - 10),其中两种,即2,3,6-三甲氧基苯甲酸3,5-二甲氧基苄酯(5)和2,6-二甲氧基苯甲酸4-(β-D-吡喃葡萄糖氧基)-3-羟基苄酯(9)为首次报道。此外,还分离得到了新的倍半萜内酯三角叶藿香蓟素C(13),以及已知的11和12,酚类化合物:矢车菊素、2,6-二甲氧基苯甲酸、3,4-二羟基肉桂酸甲酯、绿原酸和3,5-二咖啡酰奎宁酸。这些化合物的结构通过光谱方法和化学反应确定。对化合物1 - 12对金黄色葡萄球菌、大肠杆菌和白色念珠菌的抗菌和抗真菌活性进行了评估。三角叶藿香蓟素A(11)是对大肠杆菌最具活性的抗菌剂(最低抑菌浓度为16.0μg/ml),对映贝壳杉烯类衍生物(1 - 2)对金黄色葡萄球菌显示出活性(最低抑菌浓度为31.0μg/ml)。