Hyrtinadines C and D, New Azepinoindole-Type Alkaloids from a Marine Sponge Hyrtios sp.

被引:22
作者
Kubota, Takaaki [1 ,2 ]
Nakamura, Kenta [2 ]
Sakai, Kanae [3 ]
Fromont, Jane [4 ]
Gonoi, Tohru [3 ]
Kobayashi, Jun'ichi [2 ]
机构
[1] Showa Pharmaceut Univ, 3-3165 Higashi Tamagawagakuen, Machida, Tokyo 1948543, Japan
[2] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
[3] Chiba Univ, Med Mycol Res Ctr, Chiba 2600856, Japan
[4] Western Australian Museum, Locked Bag 49, Welshpool Dc, WA 6986, Australia
关键词
marine sponge; Hyrtios sp; bisindole; azepinoindole; hyrtinadine; antimicrobial activity; INDOLE ALKALOIDS; CLAVICIPITIC ACID; ERGOT ALKALOIDS; BIOSYNTHESIS; HYRTIMOMINES;
D O I
10.1248/cpb.c16-00201
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
New bisindole alkaloids, hyrtinadines C (1) and D (2), have been isolated from an Okinawan marine sponge Hyrtios sp. The structures of hyrtinadines C (1) and D (2) were elucidated based on analyses of the spectral data. Hyrtinadines C (1) and D (2) were the relatively rare alkaloids possessing a 3,4-fused azepinoindole skeleton. Hyrtinadines C (1) and D (2) showed antimicrobial activity.
引用
收藏
页码:975 / 978
页数:4
相关论文
共 20 条
[1]   Marine natural products [J].
Blunt, John W. ;
Copp, Brent R. ;
Keyzers, Robert A. ;
Munro, Murray H. G. ;
Prinsep, Michele R. .
NATURAL PRODUCT REPORTS, 2016, 33 (03) :382-431
[2]   Hyrtinadine A, a bis-indole alkaloid from a marine sponge [J].
Endo, Taeko ;
Tsuda, Masashi ;
Fromont, Jane ;
Kobayashi, Jun'ichi .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (03) :423-424
[3]   BIOSYNTHESIS OF ERGOT ALKALOIDS AND RELATED COMPOUNDS [J].
FLOSS, HG .
TETRAHEDRON, 1976, 32 (08) :873-912
[4]   Gesashidine a, β-carboline alkaloid with an imidazole ring from a thorectidae sponge [J].
Iinuma, Y ;
Kozawa, S ;
Ishiyama, H ;
Tsuda, M ;
Fukushi, E ;
Kawabata, J ;
Fromont, J ;
Kobayashi, J .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (07) :1109-1110
[5]   Strategies for the Total Synthesis of Clavicipitic Acid [J].
Ito, Mamoru ;
Tahara, Yu-ki ;
Shibata, Takanori .
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (16) :5468-5477
[6]  
King G., 1977, J CHEM SOC P1, V1977, P2099
[7]  
KING GS, 1973, TETRAHEDRON LETT, P215
[8]   HYRTIOSIN-A AND HYRTIOSIN-B, NEW INDOLE ALKALOIDS FROM THE OKINAWAN MARINE SPONGE HYRTIOS-ERECTA [J].
KOBAYASHI, J ;
MURAYAMA, T ;
ISHIBASHI, M ;
KOSUGE, S ;
TAKAMATSU, M ;
OHIZUMI, Y ;
KOBAYASHI, H ;
OHTA, T ;
NOZOE, S ;
SASAKI, T .
TETRAHEDRON, 1990, 46 (23) :7699-7702
[9]  
KOZLOVSKII AG, 1981, DOKL AKAD NAUK SSSR+, V260, P230
[10]   Hyrtimomines A-C, New Heteroaromatic Alkaloids from a Sponge Hyrtios sp. [J].
Momose, Rei ;
Tanaka, Naonobu ;
Fromont, Jane ;
Kobayashi, Jun'ichi .
ORGANIC LETTERS, 2013, 15 (08) :2010-2013