TY - JOUR
T1 - Agelasines O-U, new diterpene alkaloids with a 9-N-methyladenine unit from a marine sponge Agelas sp.
AU - Kubota, Takaaki
AU - Iwai, Takahiro
AU - Takahashi-Nakaguchi, Azusa
AU - Fromont, Jane
AU - Gonoi, Tohru
AU - Kobayashi, Jun'Ichi
N1 - Funding Information:
We thank Mr. Z. Nagahama for his help with sponge collection, and Ms. S. Oka, Instrumental Analysis Division, Equipment Management Center, Creative Reseach Institution, Hokkaido University, for measurements of ESIMS. This work was supported by the Akiyama Life Sience Foundation, the Suhara Memorial Foundation, and Grant-in-Aid for Scientific Research on Innovative Areas (Biosynthetic Machinery) from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.
PY - 2012/11/25
Y1 - 2012/11/25
N2 - New diterpene alkaloids, agelasines O-U (1-7), have been isolated from an Okinawan marine sponge Agelas sp. The gloss structures and relative stereochemistries of 1-7 were elucidated from the spectroscopic data. Agelasines O-R (1-4) were the third examples of diterpene alkaloid with a 9-N-methyladenine and a pyrrole units. Agelasine O (1) has a halimane skeleton, while agelasines P-R (2-4) have a clerodane skeleton. Agelasines S-U (5-7) were new diterpene alkaloids with a 9-N-methyladenine unit consisting of a halimane skeleton, a labdane skeleton, and a clerodane skeleton, respectively. Agelasines O-R (1-4) and T (6) showed antimicrobial activities against several bacteria and fungi.
AB - New diterpene alkaloids, agelasines O-U (1-7), have been isolated from an Okinawan marine sponge Agelas sp. The gloss structures and relative stereochemistries of 1-7 were elucidated from the spectroscopic data. Agelasines O-R (1-4) were the third examples of diterpene alkaloid with a 9-N-methyladenine and a pyrrole units. Agelasine O (1) has a halimane skeleton, while agelasines P-R (2-4) have a clerodane skeleton. Agelasines S-U (5-7) were new diterpene alkaloids with a 9-N-methyladenine unit consisting of a halimane skeleton, a labdane skeleton, and a clerodane skeleton, respectively. Agelasines O-R (1-4) and T (6) showed antimicrobial activities against several bacteria and fungi.
KW - Agelas sp.
KW - Agelasines O-U
KW - Antimicrobial activity
KW - Bromopyrrole alkaloid
KW - Diterpene alkaloid
KW - Marine sponge
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U2 - 10.1016/j.tet.2012.09.040
DO - 10.1016/j.tet.2012.09.040
M3 - Article
AN - SCOPUS:84867521605
SN - 0040-4020
VL - 68
SP - 9738
EP - 9744
JO - Tetrahedron
JF - Tetrahedron
IS - 47
ER -
