披针叶八角中的四降倍半萜类化合物和檀香烷型倍半萜类化合物及其对口腔病原菌牙龈卟啉单胞菌的抗菌活性。

Tetranorsesquiterpenoids and Santalane-Type Sesquiterpenoids from Illicium lanceolatum and Their Antimicrobial Activity against the Oral Pathogen Porphyromonas gingivalis.

作者信息

Kubo Miwa, Nishikawa Yuri, Harada Kenichi, Oda Masataka, Huang Jian-Mei, Domon Hisanori, Terao Yutaka, Fukuyama Yoshiyasu

机构信息

†Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Tokushima 770-8514, Japan.

‡Division of Microbiology and Infectious Diseases, Niigata University Graduate School of Medical and Dental Sciences, 2-5274, Gakkocho-dori, Chuo-ku, Niigata 951-8514, Japan.

出版信息

J Nat Prod. 2015 Jun 26;78(6):1466-9. doi: 10.1021/acs.jnatprod.5b00237. Epub 2015 May 13.

DOI:10.1021/acs.jnatprod.5b00237

PMID:25970656

Abstract

The methanol extract of the leaves of Illicium lanceolatum, indigenous to Fujian Province, People's Republic of China, was found to exhibit antimicrobial activity against the periodontal pathogen Porphyromonas gingivalis, and a bioassay-guided fractionation led to the isolation of two new compounds, 1 and 2, along with two known santalane-type sesquiterpenoids, 3 and 4. The structures of lanceolactone A (1) and lanceolactone B (2) were elucidated by analyzing their 2D NMR spectroscopic data. Compounds 1 and 2 were assigned as new tetranorsesquiterpenoids with a spiroacetal ring and tricyclic structure, respectively. Compound 3 (α-santal-11-en-10-one) showed potent antimicrobial activity against the oral pathogen P. gingivalis.

摘要

原产于中华人民共和国福建省的披针叶八角（Illicium lanceolatum）叶的甲醇提取物，被发现对牙周病原体牙龈卟啉单胞菌具有抗菌活性，通过生物活性导向的分级分离法，分离出两种新化合物1和2，以及两种已知的檀香烷型倍半萜3和4。通过分析披针叶内酯A（1）和披针叶内酯B（2）的二维核磁共振光谱数据，阐明了它们的结构。化合物1和2分别被鉴定为具有螺缩醛环和三环结构的新四降倍半萜类化合物。化合物3（α-檀香-11-烯-10-酮）对口腔病原体牙龈卟啉单胞菌显示出强效抗菌活性。