Antiprotozoal Linear Furanosesterterpenoids from the Marine Sponge Ircinia oros

被引：19

作者：

Chianese, Giuseppina ^{[1
]}

Silber, Johanna ^{[1
]}

Luciano, Paolo ^{[2
]}

Merten, Christian ^{[3
]}

Erpenbeck, Dirk ^{[4
,5
]}

Topaloglu, Bulent ^{[6
]}

Kaiser, Marcel ^{[7
,8
]}

Tasdemir, Deniz ^{[1
]}

机构：

[1] GEOMAR Helmholtz Ctr Ocean Res Kiel, Res Unit Marine Nat Prod Chem, GEOMAR Ctr Marine Biotechnol GEOMAR Biotech, D-24106 Kiel, Germany

[2] Univ Naples Federico II, Dept Pharm, I-80131 Naples, Italy

[3] Ruhr Univ Bochum, Lehrstuhl Organ Chem 2, D-44801 Bochum, Germany

[4] Ludwig Maximilians Univ Munchen, Dept Earth & Environm Sci, D-80333 Munich, Germany

[5] Ludwig Maximilians Univ Munchen, GeoBio Ctr, D-80333 Munich, Germany

[6] Istanbul Univ, Dept Marine Biol, Fac Fisheries, TR-34480 Istanbul, Turkey

[7] Swiss Trop & Publ Hlth Inst, Dept Med Parasitol & Infect Biol, CH-4002 Basel, Switzerland

[8] Univ Basel, CH-4003 Basel, Switzerland

来源：

JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 09期

关键词：

TETRONIC ACIDS; GENUS IRCINIA; SESTERTERPENES; METABOLITES;

D O I：

10.1021/acs.jnatprod.7b00543

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Chemical investigation of the marine sponge Ircinia oros yielded four linear furanosesterterpenoids, including the known metabolites ircinin-1 (1) and ircinin-2 (2) and two new compounds, ircinialactam E (3) and ircinialactam F (4). Their chemical structures were elucidated by using a combination of [alpha](D), NMR, HRMS, and FT-IR spectroscopy. The absolute configuration of C-18 in compounds 1-3 was identified as R by electronic circular dichroism (ECD) spectroscopy coupled with time-dependent density functional theory calculations. Compounds 1-4 showed moderate leishmanicidal, trypanocidal, and antiplasmodial activities (IC50 values 28-130 mu M). This is the second report of rare glycinyl lactam derivatives 3 and 4 from the genus Ircinia.

引用

页码：2566 / 2571

页数：6

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