Coscinolactams A and B: new nitrogen-containing sesterterpenoids from the marine sponge Coscinoderma mathewsi exerting anti-inflammatory properties

被引:22
作者
De Marino, Simona [1 ]
Festa, Carmen [1 ]
D'Auria, Maria Valeria [1 ]
Bourguet-Kondracki, Marie-Lise [2 ]
Petek, Sylvain [3 ]
Debitus, Cecile [4 ]
Maria Andres, Rosa [5 ]
Carmen Terencio, Maria [5 ]
Paya, Miguel [5 ]
Zampella, Angela [1 ]
机构
[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, Via D Montesano 49, I-80131 Naples, Italy
[2] MNHN, Lab Chim & Biochim Substances Nat, F-75005 Paris, France
[3] IRD, UMR152, Noumea, New Caledonia
[4] IRD, UMR152, Papeete, Tahiti, France
[5] Univ Valencia, Fac Farm, Dept Farmacol, E-46100 Valencia, Spain
关键词
CONTAINING CLERODANE DITERPENOIDS; INHIBITORS; ECHINOPHYLLINS; SUVANINE; POTENT; ASSAY;
D O I
10.1016/j.tet.2009.02.016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Investigation of the marine sponge Coscinoderma mathewsi led to the isolation of two novel nitrogen-containing cheilanthane sesterterpenoids, coscinolactams A and B, together with known suvanine. The structures were elucidated by extensive spectroscopic measurements including NOE experiments to deduce the stereochemistry. The natural compounds, as well as a semisynthetic derivative, showed moderate anti-inflammatory activity measured as their capability to inhibit PGE(2) and NO production. The suvanine aldehyde derivative 4 inhibited inducible nitric oxide protein expression with an IC50 value of 7.3 mu M. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2905 / 2909
页数:5
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