Diarylheptanoid Glucosides from Pyrostria major and Their Antiprotozoal Activities

被引:14
作者
Beniddir, Mehdi A. [1 ]
Grellier, Philippe [2 ]
Rasoanaivo, Philippe [3 ]
Loiseau, Philippe M. [4 ]
Bories, Christian [4 ]
Dumontet, Vincent [1 ]
Gueritte, Francoise [1 ]
Litaudon, Marc [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, Ctr Rech Gif, Labex LERMIT, F-91198 Gif Sur Yvette, France
[2] Museum Natl Hist Nat, UMR CNRS 7245, Team APE, F-75231 Paris 05, France
[3] Inst Malgache Rech Appl, Antananarivo 102, Madagascar
[4] Univ Paris 11, Fac Pharm, UMR CNRS 8076, Grp Chimiotherapie Antiparasitaire,Labex LERMIT, F-92296 Chatenay Malabry, France
关键词
Natural products; Medicinal chemistry; Carbohydrates; Structure elucidation; Configuration determination; EXCITON CHIRALITY METHOD; IN-VITRO; ABSOLUTE STEREOCHEMISTRY; CURCUMIN; RHIZOMES; ANALOGS;
D O I
10.1002/ejoc.201101414
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Eight new diarylheptanoid glucosides 18 have been isolated from the leaves of Pyrostria major (A. Rich & DC.) Cavaco [syn. Canthium major (A. Rich & DC.)] Cavaco. Their structures were determined by 1D and 2D NMR spectroscopic and HRMS analyses. The absolute configurations of the diarylheptanoids 14 were determined to be 3S and 5S by the application of the CD exciton chirality method to the corresponding 3,5-bis(p-bromobenzoyl) (13) and 3,5-bis(p-dimethylaminobenzoyl) (4) derivatives. Their antiparasitic activities against Plasmodium falciparum, Leishmania donovani (amastigote forms), and Trypanosoma brucei (trypomastigote bloodstream forms) as well as their cytotoxic activities against the HL-60, KB, and MRC5 cell lines of naturally occurring diarylheptanoid glucosides and their derivatives are reported.
引用
收藏
页码:1039 / 1046
页数:8
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