Immunosuppressive resveratrol aneuploids from Hopea chinensis.

Two novel resveratrol aneuploids, hopeachinols A (1) and B (2), as well as a potent immunosuppressive polyphenol diptoindonesin G (3) were characterized from the ethanol extract of Hopea chinensis stem barks. The structure of the polyphenols was accommodated by comprehensive spectroscopic analysis with the absolute stereochemistry determined by the CD approach coupled with theoretical ECD spectra computer-generated through the Gaussian 03 program. The distinct structure and biological profile of 3 recommended it as a starting molecule for the relevant drug discovery.

[1]  H. Ge,et al.  Antioxidant oligostilbenoids from the stem wood of Hopea hainanensis. , 2009, Journal of agricultural and food chemistry.

[2]  Sahidin,et al.  A 2-Arylbenzofuran Derivative from Hopea Mengarawan , 2009, Natural product communications.

[3]  G. Bringmann,et al.  The Assignment of Absolute Stereostructures through Quantum Chemical Circular Dichroism Calculations , 2009 .

[4]  Qiang Xu,et al.  Dregea volubilis Ameliorates Concanavalin A-Induced Liver Injury by Facilitating Apoptosis of Activated T Cells , 2008, Experimental biology and medicine.

[5]  Qiang Xu,et al.  Unprecedented immunosuppressive polyketides from Daldinia eschscholzii, a mantis-associated fungus. , 2008, Angewandte Chemie.

[6]  S. Ng,,et al.  Hopeahainol A: an acetylcholinesterase inhibitor from Hopea hainanensis. , 2008, Chemistry.

[7]  Patrick Norman,et al.  Electronic circular dichroism spectra from the complex polarization propagator. , 2007, The Journal of chemical physics.

[8]  R. Tan,et al.  Hopeanol: A Potent Cytotoxin with A Novel Skeleton from Hopea exalata , 2006 .

[9]  S. Tsutsumi,et al.  Preservation of Rat Aortic Tissue Transplant with Green Tea Polyphenols , 2006, Cell transplantation.

[10]  H. Ge,et al.  Bioactive oligostilbenoids from the stem bark of Hopea exalata. , 2006, Journal of natural products.

[11]  P. Stephens,et al.  Determination of absolute configuration using density functional theory calculations of optical rotation and electronic circular dichroism: chiral alkenes. , 2006, The Journal of organic chemistry.

[12]  Qiang Xu,et al.  Astilbin inhibits contact hypersensitivity through negative cytokine regulation distinct from cyclosporin A. , 2005, The Journal of allergy and clinical immunology.

[13]  R. Tan,et al.  New Resveratrol Oligomers from the Stem Bark of Hopea hainanensis , 2005 .

[14]  Shuguang Wang,et al.  Three New Compounds from the Aerial Parts of Caragana sinica , 2005 .

[15]  Philip F Halloran,et al.  Immunosuppressive drugs for kidney transplantation. , 2004, The New England journal of medicine.

[16]  Wenhan Lin,et al.  Oligomeric stilbenes from the root of Caragana stenophylla. , 2004, Chemical and pharmaceutical bulletin.

[17]  M. Frisch,et al.  Determination of the absolute configuration of [3(2)](1,4)barrelenophanedicarbonitrile using concerted time-dependent density functional theory calculations of optical rotation and electronic circular dichroism. , 2004, Journal of the American Chemical Society.

[18]  Tetsuro Ito,et al.  Three new resveratrol oligomers from the stem bark of Vatica pauciflora. , 2004, Journal of natural products.

[19]  M. Frisch,et al.  Determination of absolute configuration using concerted ab Initio DFT calculations of electronic circular dichroism and optical rotation: bicyclo[3.3.1]nonane diones. , 2004, The Journal of organic chemistry.

[20]  B. Kahan.  Individuality: the barrier to optimal immunosuppression , 2003, Nature Reviews Immunology.

[21]  M. Iinuma,et al.  Stilbenoids in the stem bark of Hopea parviflora. , 2000, Phytochemistry.

[22]  G. Cordell,et al.  Resveratrol Tetramers from Vatica diospyroides , 1999 .

[23]  H. Nagawa,et al.  Epigallocatechin gallate induces apoptosis of monocytes. , 2005, The Journal of allergy and clinical immunology.

[24]  A. Thomson,et al.  Dendritic cells: emerging pharmacological targets of immunosuppressive drugs , 2004, Nature Reviews Immunology.