Nagelamide I and 2,2′-Didebromonagelamide B, New Dimeric Bromopyrrole-Imidazole Alkaloids from a Marine Sponge Agelas sp.

被引：10

作者：

Iwai, Takahiro ^{[1
]}

Kubota, Takaaki ^{[1
]}

Fromont, Jane ^{[2
]}

Kobayashi, Jun'ichi ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[2] Western Australian Museum, Welshpool Dc, WA 6986, Australia

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2014年 / 62卷 / 02期

关键词：

marine sponge; Agelas sp; dimeric bromopyrrole-imidazole alkaloid; nagelamide I; 2,2 '-didebromonagelamide B; NAKAMURAI HOSHINO; DITERPENOIDS; DERIVATIVES; CLATHRODES; UNIT;

D O I：

10.1248/cpb.c13-00821

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New dimeric bromopyrrole-imidazole alkaloids, nagelamide I (1) and 2,2'-didebromonagelamide B (2), have been isolated from an Okinawan marine sponge Agelas species. The structures of 1 and 2 were elucidated based on analyses of the spectral data. Nagelamide I (1) was the first symmetric dimeric bromopyrrole-imidazole alkaloid consisting of two subunits connected with a single bond.

引用

页码：213 / 216

页数：4

共 18 条

[1] Biosynthesis, asymmetric synthesis, and pharmacology, including cellular targets, of the pyrrole-2-aminoimidazole marine alkaloids
Al-Mourabit, Ali
Zancanella, Manuel A.
Tilvi, Supriya
Romo, Daniel
[J]. NATURAL PRODUCT REPORTS, 2011, 28 (07) : 1229 - 1260
[2] Blunt JW, 2013, NAT PROD REP, V30, P237, DOI [10.1039/d0np00089b, 10.1039/c2np20112g]
[3] Structural Variations to the 9-N-Methyladeninium Diterpenoid Hybrid Commonly Isolated from Agelas Sponges
Calcul, Laurent
Tenney, Karen
Ratnam, Joseline
McKerrow, James H.
Crews, Phillip
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 2010, 63 (06) : 915 - 921
[4] ANTIMICROBIAL METABOLITES FROM A PACIFIC SPONGE, AGELAS SP
CAPON, RJ
FAULKNER, DJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (06) : 1819 - 1822
[5] Nagelamides A-H, new dimeric bromopyrrole alkaloids from marine sponge Agelas species
Endo, T
Tsuda, M
Okada, T
Mitsuhashi, S
Shima, H
Kikuchi, K
Mikami, Y
Fromont, J
Kobayashi, J
[J]. JOURNAL OF NATURAL PRODUCTS, 2004, 67 (08): : 1262 - 1267
[6] NEW BROMO-PYRROLE DERIVATIVES FROM SPONGE AGELAS-OROIDES
FORENZA, S
MINALE, L
RICCIO, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (18): : 1129 - &
[7] Agelasines H and I, 9-methyladenine-containing diterpenoids from an Agelas sponge
Fu, X
Schmitz, FJ
Tanner, RS
Kelly-Borges, M
[J]. JOURNAL OF NATURAL PRODUCTS, 1998, 61 (04): : 548 - 550
[8] REINVESTIGATION INTO STRUCTURE OF OROIDIN, A BROMOPYRROLE DERIVATIVE FROM MARINE SPONGE
GARCIA, EE
BENJAMIN, LE
FRYER, RI
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (03) : 78 - 79
[9] AGELASINE-G, A NEW ANTILEUKEMIC ALKALOID FROM THE OKINAWAN MARINE SPONGE AGELAS SP
ISHIDA, K
ISHIBASHI, M
SHIGEMORI, H
SASAKI, T
KOBAYASHI, J
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (03) : 766 - 767
[10] A NOVEL ANTAGONIST OF SEROTONERGIC RECEPTORS, HYMENIDIN, ISOLATED FROM THE OKINAWAN MARINE SPONGE HYMENIACIDON SP
KOBAYASHI, J
OHIZUMI, Y
NAKAMURA, H
HIRATA, Y
[J]. EXPERIENTIA, 1986, 42 (10): : 1176 - 1177

← 1 2 →