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

页码：9564 / 9570

页数：7

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