1. Academic Validation
  2. Novel phenanthrene and isocoumarin from the rhizomes of Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting (Dioscoreaceae)

Novel phenanthrene and isocoumarin from the rhizomes of Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting (Dioscoreaceae)

  • Bioorg Med Chem Lett. 2017 Aug 1;27(15):3595-3601. doi: 10.1016/j.bmcl.2017.03.095.
Xuejiao Li 1 Chengcheng Zhao 1 Songsong Jing 1 Jiachen Sun 2 Xia Li 1 Shuli Man 3 Ying Wang 2 Wenyuan Gao 4
Affiliations

Affiliations

  • 1 Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.
  • 2 Tianjin Key Laboratory of Chemistry and Analysis of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, China.
  • 3 Tianjin Key Laboratory of Industry Microbiology, College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, China.
  • 4 Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China; Tianjin Key Laboratory of Industry Microbiology, College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, China; Tianjin Key Laboratory of Chemistry and Analysis of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, China. Electronic address: biochemgao@163.com.
Abstract

The investigation of the constituents in the rhizomes of Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting afforded one new phenanthrene 2,2',7,7'-tetramethoxy-[1,1'-biphenanthrene]-4,4',6,6'-tetrol (7) and one new isocoumarin diorosthornoumarin (8), together with 16 known compounds (1-6 and 9-18). Their structures were established on the basis of extensive spectroscopic evidences (IR, HR-ESI-MS, NMR and optical rotation), as well as comparison with literature values. All the compounds 1-18 were firstly isolated from Dioscorea nipponica Makino subsp. Rosthornii (Prain et Burkill) C. T. Ting, and compound 9 was firstly obtained as a natural product from Plants, while the compounds 11 and 14 were obtained from both the genus Dioscorea and the family Dioscoreaceae for the first time. Moreover, the antitumor activities of the compounds were tested against lung carcinoma NCI-H460 cell line. Compound 12, 13, 15 and 16 showed significant cytotoxic activities, whereas 7 displayed moderate cytotoxicity.

Keywords

2,2′,7,7′-Tetramethoxy-[1,1′-biphenanthrene]-4,4′,6,6′-tetrol; Cytotoxicity; Diorosthornoumarin; Dioscorea nipponica Makino subsp. rosthornii (Prain et Burkill) C. T. Ting; Isocoumarin; Phenanthrene.

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