Co-reporter:Keiko Kumagai;Masayuki Tsuda;Eri Fukushi;Jun Kawabata
Journal of Natural Medicines 2017 Volume 71( Issue 3) pp:506-512
Publication Date(Web):02 March 2017
DOI:10.1007/s11418-017-1080-y
Iriomoteolides-9a (1) and 11a (2), new 15- and 19-membered macrolides, respectively, have been isolated from the marine dinoflagellate Amphidinium species (strain KCA09052). Compounds 1 and 2 were obtained from the extracts of the algal cells inoculated in the PES and TKF seawater medium, respectively. The structures of 1 and 2 were assigned on the basis of detailed NMR analyses. Compounds 1 and 2 exhibited cytotoxic activity against human cervix adenocarcinoma HeLa cells.
Co-reporter:Keiko Kumagai, Mika Minamida, Mai Akakabe, Masayuki Tsuda, Yuko Konishi, Akira Tominaga, Masashi Tsuda, Eri Fukushi, Jun Kawabata
Bioorganic & Medicinal Chemistry Letters 2015 Volume 25(Issue 3) pp:635-638
Publication Date(Web):1 February 2015
DOI:10.1016/j.bmcl.2014.12.003
A novel linear polyketide, amphirionin-2 (1), with two unique hexahydrofuro[3,2-b]furan moieties has been isolated from the cultivated algal cells of a benthic dinoflagellate Amphidinium sp. (strain KCA09051). The structure was elucidated on the basis of detailed analyses of 2D NMR data, and the absolute configuration of C-5 was determined by using modified Mosher’s method. Amphirionin-2 (1) exhibited potent cytotoxic activity against human colon carcinoma Caco-2 cells and human lung adenocarcinoma A549 cells.
Co-reporter:Mika Minamida, Keiko Kumagai, Dana Ulanova, Mai Akakabe, Yuko Konishi, Akira Tominaga, Hidenori Tanaka, Masayuki Tsuda, Eri Fukushi, Jun Kawabata, Atsunori Masuda, and Masashi Tsuda
Organic Letters 2014 Volume 16(Issue 18) pp:4858-4861
Publication Date(Web):September 4, 2014
DOI:10.1021/ol5023504
A linear polyketide, amphirionin-4 (1), has been isolated from cultivated algal cells of the marine dinoflagellate Amphidinium species. The structure was elucidated on the basis of detailed analyses of 1D and 2D NMR data, and the absolute configurations of C-4 and C-8 were determined using the modified Mosher’s method. Amphirionin-4 (1) exhibited extremely potent proliferation-promoting activity on murine bone marrow stromal ST-2 cells (950% promotion) at a concentration of 0.1 ng/mL.
Co-reporter:Mai Akakabe, Keiko Kumagai, Masayuki Tsuda, Yuko Konishi, Akira Tominaga, Masashi Tsuda, Eri Fukushi, Jun Kawabata
Tetrahedron Letters 2014 Volume 55(Issue 24) pp:3491-3494
Publication Date(Web):11 June 2014
DOI:10.1016/j.tetlet.2014.04.086
A novel linear polyketide, amphirionin-5 (1), has been isolated from the cultivated algal cells of the benthic dinoflagellate Amphidinium sp. (strain KCA09053), and the structure was elucidated on the basis of detailed analyses of 1D and 2D NMR data. Amphirionin-5 (1) resulted in a 282% increase in the proliferation of murine bone-marrow derived stromal ST-2 cells and 320% increase in the proliferation of murine osteoblastic MC3T3-E1 cells.
Co-reporter:Mai Akakabe, Keiko Kumagai, Masayuki Tsuda, Yuko Konishi, Akira Tominaga, Masashi Tsuda, Eri Fukushi, Jun Kawabata
Tetrahedron 2014 70(18) pp: 2962-2965
Publication Date(Web):
DOI:10.1016/j.tet.2014.03.025
Co-reporter:Keiko Kumagai, Kazuyasu Kawashima, Mai Akakabe, Masayuki Tsuda, Takamasa Abe, Masashi Tsuda
Tetrahedron 2013 69(19) pp: 3896-3900
Publication Date(Web):
DOI:10.1016/j.tet.2013.03.043
Co-reporter:Masashi Tsuda, Keiko Oguchi, Rie Iwamoto, Yumiko Okamoto, Eri Fukushi, Jun Kawabata, Tomoko Ozawa and Atsunori Masuda
Journal of Natural Products 2007 Volume 70(Issue 10) pp:1661-1663
Publication Date(Web):October 11, 2007
DOI:10.1021/np0702537
Two 20-membered macrolides, iriomoteolides-1b (1) and -1c (2), have been isolated from a marine dinoflagellate Amphidinium sp. (strain HYA024), and the structures were elucidated on the basis of detailed analyses of 2D NMR data and chemical correlation.
Co-reporter:Keiko Oguchi, Masashi Tsuda, Rie Iwamoto, Yumiko Okamoto, Taeko Endo, Jun’ichi Kobayashi, Tomoko Ozawa and Atsunori Masuda
Journal of Natural Products 2007 Volume 70(Issue 10) pp:1676-1679
Publication Date(Web):October 9, 2007
DOI:10.1021/np0703085
Two 26-membered macrolides, amphidinolides B6 (2) and B7 (1), have been isolated from a marine symbiotic dinoflagellate Amphidinium sp., and the structures were elucidated on the basis of detailed analyses of 2D NMR data. The relative and absolute configurations for 1 and 2 were assigned by comparison of NMR data and CD data with those of known amphidinolides.