Okaramines S-U, three new indole diketopiperazine alkaloids from Aspergillus taichungensis ZHN-7-07

被引：45

作者：

Cai, Shengxin ^{[1
]}

Sun, Shiwei ^{[1
]}

Peng, Jixing ^{[1
]}

Kong, Xianglan ^{[1
]}

Zhou, Huinan ^{[1
]}

Zhu, Tianjiao ^{[1
]}

Gu, Qianqun ^{[1
]}

Li, Dehai ^{[1
]}

机构：

[1] Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Chinese Minist Educ, Qingdao 266003, Shandong, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 22期

基金：

国家高技术研究发展计划(863计划); 中国国家自然科学基金;

关键词：

Indole diketopiperazine alkaloids; Okaramine; Mangrove plant; Aspergillus taichungensis; Cytotoxicity; CONGENERS;

D O I：

10.1016/j.tet.2014.09.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three new indole diketopiperazine alkaloids, okaramines S-U (1-3), with two (1 and 2) of them prenylated, were obtained from the Aspergillus taichungensis ZHN-7-07. Their structures including the absolute configurations were determined by combination of NMR, MS, TDDFT ECD calculation, and Marfey's analysis. Okaramine S (1) showed the best cytotoxic activity against HL-60 cell with IC50 value of 0.78 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3715 / 3719

页数：5

共 25 条

[1]

[Anonymous], 2013, SPART 14

[2] Short, enantioselective total synthesis of okaramine N [J].

Baran, PS ;

Guerrero, CA ;

Corey, EJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (19) :5628-5629

[3]

Brox T., 2011, Largedisplacementopticalflow: descriptormatchinginvariationalmo

[4] Two New Indole Alkaloids from the Marine-Derived Bacterium Aeromonas sp CB101 [J].

Cai, Sheng-Xin ;

Li, De-Hai ;

Zhu, Tian-Jiao ;

Wang, Feng-Ping ;

Xiao, Xiang ;

Gu, Qian-Qun .

HELVETICA CHIMICA ACTA, 2010, 93 (04) :791-795

[5] Isolation and Photoinduced Conversion of 6-epi-Stephacidins from Aspergillus taichungensis [J].

Cai, Shengxin ;

Luan, Yepeng ;

Kong, Xianglan ;

Zhu, Tianjiao ;

Gu, Qianqun ;

Li, Dehai .

ORGANIC LETTERS, 2013, 15 (09) :2168-2171

[6] Aspergilazine A, a diketopiperazine dimer with a rare N-1 to C-6 linkage, from a marine-derived fungus Aspergillus taichungensis [J].

Cai, Shengxin ;

Kong, Xianglan ;

Wang, Wei ;

Zhou, Huinan ;

Zhu, Tianjiao ;

Li, Dehai ;

Gu, Qianqun .

TETRAHEDRON LETTERS, 2012, 53 (21) :2615-2617

[7] Prenylated Polyhydroxy-p-terphenyls from Aspergillus taichungensis ZHN-7-07 [J].

Cai, Shengxin ;

Sun, Shiwei ;

Zhou, Huinan ;

Kong, Xianglan ;

Zhu, Tianjiao ;

Li, Dehai ;

Gu, Qianqun .

JOURNAL OF NATURAL PRODUCTS, 2011, 74 (05) :1106-1110

[8]

Frisch M. J., 2016, GAUSSIAN 16

[9]

Guzman F. S. D., 1992, J NAT PRODUCTS, V55, P931

[10] Okaramine G, a new okaramine congener from Penicillium simplicissimum ATCC 90288 [J].

Hayashi, H ;

Sakaguchi, A .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1998, 62 (04) :804-806

← 1 2 3 →