Tanaka H, Sato M, Oh-Uchi T, Yamaguchi R, Etoh H, Shimizu H, Sako M, Takeuchi H
Department of Natural Product Chemistry, Faculty of Pharmacy, Meijo University, Yagoto, Tempaku-ku, Nagoya, Japan.
Phytomedicine. 2004;11(4):331-7. doi: 10.1078/0944711041495137.
A new isoflavonoid, together with four known isoflavonoids, was isolated from the roots of Erythrina poeppigiana. The chemical structure was determined by extensive spectroscopic studies, and then its antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) was investigated. The new isoflavonoid was identified as 3,9-dihyroxy-10-gamma,gamma-dimethylallyl-6a,11a-dehydropterocarpan (compound 1). Compound 1 inhibited bacterial growth most potently of the five isolates, and had a minimum inhibitory concentration (MIC) of 125 microg/ml against thirteen MRSA strains. Inhibitory activity was based on bactericidal action and viable cell number reduced by approximately 1/10,000 after 4 h incubation with compound 1. Despite intense bactericidal action against MRSA, compound 1 never resulted in leakage of 260 nm-absorbing substances from bacterial cells. Compound 1 (12.5 microg/ml) completely inhibited incorporation of radio-labeled thymidine, uridine and leucine into MRSA cells. Although glucose incorporation was also markedly inhibited by the compound, the amount of glucose incorporated by bacterial cells increased gradually with incubation time. These findings suggest that compound 1 exhibits anti-MRSA activity by interfering with incorporation of metabolites and nutrients into bacterial cells or by affecting the nucleic acids of MRSA cells. Furthermore, this new compound could be a potent phytotherapeutic agent for treating MRSA infections.
从绒毛刺桐根部分离出一种新的异黄酮类化合物以及四种已知的异黄酮类化合物。通过广泛的光谱研究确定了其化学结构,随后研究了其对耐甲氧西林金黄色葡萄球菌(MRSA)的抗菌活性。该新异黄酮类化合物被鉴定为3,9 - 二羟基 - 10 - γ,γ - 二甲基烯丙基 - 6a,11a - 脱氢紫檀素(化合物1)。在这五种分离物中,化合物1对细菌生长的抑制作用最强,对13株MRSA菌株的最低抑菌浓度(MIC)为125μg/ml。其抑制活性基于杀菌作用,与化合物1孵育4小时后,活细胞数量减少了约1/10000。尽管对MRSA有强烈的杀菌作用,但化合物1从未导致细菌细胞中260nm吸收物质的泄漏。化合物1(12.5μg/ml)完全抑制了放射性标记的胸苷、尿苷和亮氨酸掺入MRSA细胞。尽管该化合物也显著抑制了葡萄糖的掺入,但细菌细胞掺入的葡萄糖量随孵育时间逐渐增加。这些发现表明,化合物1通过干扰代谢物和营养物质掺入细菌细胞或影响MRSA细胞的核酸来表现出抗MRSA活性。此外,这种新化合物可能是治疗MRSA感染的一种有效的植物治疗剂。