Cantharidin derivatives from the medicinal insect Mylabris phalerata. Issue 40 (5th October 2017)

• Record Type: Journal Article
• Authors: Deng, Yuan-Yuan; Zhang, Wei; Li, Ni-Ping; Lei, Xue-Ping; Gong, Xue-Ying; Zhang, Dong-Mei; Wang, Lei; Ye, Wen-Cai
• Is Part Of: Tetrahedron. Volume 73:Issue 40(2017)
• Page Start: 5932
• Page End: 5939
• Publication Date: 2017-10-05
• Subjects: Cantharidin derivatives -- Mylabris phalerata -- Chemical constituent; NAHMNIGDAZVEDN-MSKXDSNOSA-N; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2017.08.034
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Thirteen new cantharidin derivatives including six cantharimide-amino acid adducts (1 –6 ), five cantharimide dimers (7 –11 ) and two cantharimide-aromatic compound hybrids (12 –13 ) were isolated from Mylabris phalerata Pallas. Compounds1 –5 represent the first natural products combined through cantharimide and neutral amino acids. Compounds7 –11 are the first cantharimide dimers consisting of two different cantharimide cores. Their structures with absolute configurations were elucidated by means of NMR spectroscopy, single-crystal X-ray diffraction, and semi-synthesis. Compound6 showed weak cytotoxicity against HepG2, A549 and MDA-MB-231 cells with IC50 values of 15.70 ± 3.06, 20.67 ± 4.05 and 23.79 ± 4.54 μ M, respectively. Graphical abstract: