Co-reporter:Miwa Kubo; Yuri Nishikawa; Kenichi Harada; Masataka Oda; Jian-Mei Huang; Hisanori Domon; Yutaka Terao;Yoshiyasu Fukuyama
Journal of Natural Products 2015 Volume 78(Issue 6) pp:1466-1469
Publication Date(Web):May 13, 2015
DOI:10.1021/acs.jnatprod.5b00237
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.
Co-reporter:Miwa Kubo, Minori Gima, Kohei Baba, Megumi Nakai, Kenichi Harada, Midori Suenaga, Yoichi Matsunaga, Eishin Kato, Shinya Hosoda, Yoshiyasu Fukuyama
Bioorganic & Medicinal Chemistry Letters 2015 Volume 25(Issue 7) pp:1586-1591
Publication Date(Web):1 April 2015
DOI:10.1016/j.bmcl.2015.02.005
Two new curcuminoids 1 and 2, and a new phenylbutenoid dimer 3, were isolated from Bangle (Zingiber purpureum). Their structures were determined on the basis of comprehensive spectroscopic data and their biogenetic pathway. Compounds 1 and 2 are the first example of curcumin coupled with phenylbutenoid. Compounds 1 and 2 promoted neurite outgrowth of NGF-mediated PC12 cells at concentrations ranging from 1 to 10 μM. In addition, compound 1 was found to accelerate the prevention of Aβ42 aggregation.
Co-reporter:Miwa Kubo, Rina Ishii, Yoichi Ishino, Kenichi Harada, Nobuaki Matsui, Masaaki Akagi, Eishin Kato, Shinya Hosoda, and Yoshiyasu Fukuyama
Journal of Natural Products 2013 Volume 76(Issue 4) pp:769-773
Publication Date(Web):March 18, 2013
DOI:10.1021/np300911b
Three new compounds, 1–3, together with 22 known compounds, were isolated from the fruits of Piper retrofractum. The structures of the new compounds were elucidated on the basis of spectroscopic data analysis and comparison with literature values. Compound 1 was found to enhance the neurite outgrowth of NGF-mediated PC12 cells at concentrations ranging from 0.1 to 10 μM.
Co-reporter:Miwa Kubo, Kana Kobayashi, Jian-Mei Huang, Kenichi Harada, Yoshiyasu Fukuyama
Tetrahedron Letters 2012 Volume 53(Issue 10) pp:1231-1235
Publication Date(Web):7 March 2012
DOI:10.1016/j.tetlet.2011.12.107
Two seco-prezizaane-type sesquiterpenoids (2R)-hydroxy-norneomajucin (1) and jiadifenone (2) that represent the first examples of nor-type were isolated from the methanol extract of the pericarps of Illicium jiadifengpi. Their structures and the absolute configuration of 1 were established by the analysis of spectroscopic data and chemical conversion of (2S)-hydroxyneomajucin to 1, respectively. In addition, compound 1 exhibited neurotrophic activity to significantly promote neurite outgrowth in the primary cultured rat cortical neurons at concentrations ranging from 1 to 10 μmol L−1.