Cytotoxic linear acetylenes from a marine sponge Pleroma sp.

被引：5
|
作者：
Takanashi, Emi [1 ]
Takada, Kentaro [1 ]
Hashimoto, Masahiro [2 ]
Itoh, Yoshiyuki [2 ]
Ise, Yuji [3 ]
Ohtsuka, Susumu [4 ]
Okada, Shigeru [1 ]
Matsunaga, Shigeki [1 ]
机构：
[1] Univ Tokyo, Grad Sch Agr & Life Sci, Lab Aquat Nat Prod Chem, Bunkyo Ku, Tokyo 1138657, Japan
[2] Japan JEOL Ltd, Akishima, Tokyo 1968558, Japan
[3] Nagoya Univ, Sugashima Marine Biol Lab, Toba, Mie 5170004, Japan
[4] Hiroshima Univ, Takehara Marine Sci Stn, Takehara, Hiroshima 7250024, Japan
来源：
TETRAHEDRON | 2015年 / 71卷 / 51期
关键词：
Sponge; Cytotoxic; Linear acetylene; Structure elucidation; ABSOLUTE-CONFIGURATION; NATURAL-PRODUCTS; A-F; POLYACETYLENES; MIYAKOSYNE;
D O I：
10.1016/j.tet.2015.10.062
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Bioassay-guided fractionation of the extract of the rare deep-sea marine sponge Pleroma sp. afforded seven new linear acetylenes, yakushynols A-F (1-6) and neopetroformyne E (7). The structures of 1-7 were determined by a combination of the analysis of spectroscopic data and chemical derivatization. Compounds 1-6 are the first examples of the sponge-derived acetylenes of the size of duryne with oxidation at the sixth carbon from the terminus. Compounds 1-5 and 7 exhibited moderate cytotoxic activity. A biosynthetic route of neopetroformyne A was inferred from the structural transition among sponge-derived linear acetylenes. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9564 / 9570
页数：7
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