Dihydrochalcones and homoisoflavanes from the red resin of Dracaena cochinchinensis (Chinese dragon's blood)

  • Fitoterapia. 2014 Dec;99:64-71. doi: 10.1016/j.fitote.2014.09.006.
Xiao-Qin Su  1 ,  Yue-Lin Song  2 ,  Jing Zhang  1 ,  Hui-Xia Huo  1 ,  Zheng Huang  1 ,  Jiao Zheng  2 ,  Qian Zhang  2 ,  Yun-Fang Zhao  2 ,  Wei Xiao  3 ,  Jun Li  4 ,  Peng-Fei Tu  5
Affiliations
  • 1. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China; School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100102, People's Republic of China.
  • 2. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China.
  • 3. National Key Laboratory of Pharmaceutical New Technology for Chinese Medicine, Jiangsu Kanion Pharmaceutical Co. Ltd., Lianyungang 222001, People's Republic of China.
  • 4. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China. Electronic address: [email protected].
  • 5. Modern Research Center for Traditional Chinese Medicine, Beijing University of Chinese Medicine, Beijing 100029, People's Republic of China. Electronic address: [email protected].
PMID: 25218969 DOI: 10.1016/j.fitote.2014.09.006
Abstract

Two new Dihydrochalcones, 4-hydroxy-2,4'-dimethoxydihydrochalcone (1) and 3,4'-dihydroxy-2,4,6-trimethoxydihydrochalcone (2), and a new homoisoflavane, 7,3'-dihydroxy-8,4'-dimethoxyhomoisoflavane (3), along with 12 known compounds (4-15), were isolated from the red resin of Dracaena cochinchinensis (Chinese dragon's blood). Their structures were assigned by a variety of spectroscopic techniques. Diversity of cleavage pathways were proposed for Dihydrochalcones and homoisoflavanes based on the mass spectroscopic behaviors of those identified compounds using hybrid ion trap-time of flight mass spectrometry. All the compounds were evaluated for their inhibitory effects on nitric oxide production in lipopolysaccharide-induced RAW 264.7 macrophages, and compound 9 exhibited mild inhibition of NO production in this assay with IC₅₀ value of 50.3 μM.

Keywords
2,4,4′-trihydroxydihydrochalcone (PubChem CID: 10801179); Chinese dragon's blood; Dihydrochalcone; Dracaena cochinchinensis; Homoisoflavane; Loureirin A (PubChem CID: 5319081); Loureirin B (PubChem CID: 189670); Loureirin C (PubChem CID: 14157896); Loureirin D (PubChem CID: 13939318); Mass fragmentation pathway.
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