title: Prenylated flavonoids from the stems and roots of Tripterygium wilfordii.
abstract: Phytochemical investigation on the stems and roots of Tripterygium wilfordii led to the isolation and characterization of three new prenylated flavanones, tripteryols A-C (1-3), along with (±)-5,4'-dihydroxy-2'-methoxy-6',6″-dimethypyraro-(2″,3″:7,8)-6-methyflavanone (4), and ((2S)-5,7,4'-trihydroxy-2'-methoxy-8,5'-di(3-methyl-2-butenyl)-6-methylflavanone (5). Structures of the compounds 1-5 were elucidated using spectroscopic techniques, such as UV, IR, NMR (1D and 2D), and HRESI-MS. Tripteryols B (2) was found active in the antimicrobial assay against Cryptococcus neoformans, Pseudomonas aeruginosa, vancomycin-resistant Enterococcus faecalis (VRE) and methicillin-resistant Staphylococcus aureus (MRSA) with IC50values in the range of 2.95-8.59μg/mL. Compounds 4 and 5 showed significant antimicrobial activities against C. neoformans, MRSA and Staphylococcus aureus with IC50values in the range of 1.06-2.60μg/mL. Additionally, significant antimalarial activities of tripteryols A-B (1-2) against chloroquine-sensitive D6 and resistant W2 clones of Plasmodium falciparum were observed and none of the compounds 1-5 were cytotoxic to Vero cells.
authors.affiliation: TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Chen
authors.affiliation: National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, University of Mississippi, University, MS 38677, United States.
authors.forename: Jianping
authors.initials: J
authors.lastname: Zhao
authors.affiliation: TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors.forename: Yixing
authors.initials: Y
authors.lastname: Qiu
authors.affiliation: TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors.forename: Hanwen
authors.initials: H
authors.lastname: Yuan
authors.affiliation: National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, University of Mississippi, University, MS 38677, United States.
authors.forename: Shabana I
authors.initials: SI
authors.lastname: Khan
authors.affiliation: TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China; H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: Nusrat
authors.initials: N
authors.lastname: Hussain
authors.affiliation: H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan.
authors.forename: M
authors.initials: M
authors.lastname: Iqbal Choudhary
authors.affiliation: Shanghai Research Center for Modernization of Traditional Chinese Medicine, National Engineering Laboratory for TCM Standardization Technology, Shanghai Medica, CAS, Shanghai 201203, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Zeng
authors.affiliation: Shanghai Research Center for Modernization of Traditional Chinese Medicine, National Engineering Laboratory for TCM Standardization Technology, Shanghai Medica, CAS, Shanghai 201203, China.
authors.forename: De-An
authors.initials: DA
authors.lastname: Guo
authors.affiliation: National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, University of Mississippi, University, MS 38677, United States.
authors.forename: Ikhlas A
authors.initials: IA
authors.lastname: Khan
authors.affiliation: TCM and Ethnomedicine Innovation & Development Laboratory, Sino-Pakistan TCM and Ethnomedicine Research Center, School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China. Electronic address: wangwei402@hotmail.com.
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification; D000935:Antifungal Agents / Q000737:chemistry* / Q000302:isolation & purification; D000962:Antimalarials / Q000737:chemistry* / Q000302:isolation & purification; D001419:Bacteria / Q000187:drug effects; D002522:Chlorocebus aethiops; D003455:Cryptococcus neoformans / Q000187:drug effects; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D054876:Prenylation; D029757:Tripterygium / Q000737:chemistry*; D014709:Vero Cells
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D000962:Antimalarials; D005419:Flavonoids
keywords: Antimalarial; Antimicrobial; Celastraceae; Flavanone; NMR; Tripterygium wilfordii