cadinol and calamenene

Polyalthia is one of the largest genera in the Annonaceae family, and has been widely used in folk medicine for the treatment of rheumatic fever, gastrointestinal ulcer, and generalized body pain. The present investigation reports on the extraction by hydrodistillation and the composition of the essential oils of four Polyalthia species (P. sumatrana, P. stenopetalla, P. cauliflora, and P. rumphii) growing in Malaysia. The chemical composition of these essential oils was determined by gas chromatography (GC-FID) and gas chromatography-mass spectrometry (GC-MS). The multivariate analysis was determined using principal component analysis (PCA) and hierarchical clustering analysis (HCA) methods. The results revealed that the studied essential oils are made up principally of bicyclogermacrene (18.8%), cis-calamenene (14.6%) and β-elemene (11.9%) for P. sumatrana; α-cadinol (13.0%) and δ-cadinene (10.2%) for P. stenopetalla; δ-elemene (38.1%) and β-cubebene (33.1%) for P. cauliflora; and finally germacrene D (33.3%) and bicyclogermacrene for P. rumphii. PCA score and HCA plots revealed that the essential oils were classified into three separated clusters of P. cauliflora (Cluster I), P. sumatrana (Cluster II), and P. stenopetalla, and P. rumphii (Cluster III) based on their characteristic chemical compositions. Our findings demonstrate that the essential oil could be useful for the characterization, pharmaceutical, and therapeutic applications of Polyalthia essential oil.

Topics: Cluster Analysis; Gas Chromatography-Mass Spectrometry; Humans; Medicine, Traditional; Oils, Volatile; Polyalthia; Polycyclic Sesquiterpenes; Principal Component Analysis; Sesquiterpenes; Sesquiterpenes, Germacrane; Species Specificity; Terpenes

T-cadinol and calamenene are sesquiterpenes isolated from the heartwood of Cryptomeria japonica and are pharmacologically active substances. Dendritic cells are pivotal in the initiation of adaptive immune responses and are recognized as key to the induction of immune responses to cancer. This study investigated the effects of T-cadinol and calamenene on the phenotypic and functional maturation of human monocyte-derived dendritic cells in vitro. Human monocytes were cultured with recombinant human granulocyte-macrophage colony-stimulation factor (GM-CSF) and recombinant human interleukin-4 (IL-4) for 6 days under standard conditions, followed by another 2 days in the presence of T-cadinol, calamenene, lipopolysaccharide (LPS), CT or nifedipine. Dendritic cells harvested on day 8 were examined using functional assays. The expression levels of CD1a, CD80, CD83, CD86 and HLA-DR on T-cadinol-primed dendritic cells or calamenene-primed dendritic cells were enhanced with a concomitant decrease in endocytic activity. T-cadinol-primed dendritic cells or calamenene-primed dendritic cells also enhanced the T cell stimulatory capacity in an allogeneic mixed lymphocyte reaction, as measured by T cell proliferation. Naïve T cells co-cultured with allogeneic T-cadinol-primed dendritic cells or calamenene-primed dendritic cells at 1:5 dendritic cells/T cell ratio turned into typical Th1 cells which produced large quantities of interferon-gamma (IFN-gamma) and released small amounts of IL-4 depending on IL-12 secretion. In contrast, naïve T cells co-cultured with CT-primed dendritic cells turned into Th2 cells. T-cadinol-primed dendritic cells and calamenene-primed dendritic cells expressed the chemokine receptor CCR7 and had a high migration to macrophage inflammatory protein (MIP-3beta). Intracellular Ca(2+) mobilization in T-cadinol-primed dendritic cells and calamenene-primed dendritic cells was induced by MIP-3beta. The differentiation and functional maturation of human monocyte-derived dendritic cells were not affected by nifedipine. These results suggest that T-cadinol and calamenene may be used in dendritic cells-based immunotherapy for cancer.

Topics: Antigens, Surface; Calcium; Cell Differentiation; Cell Movement; Cryptomeria; Cytokines; Dendritic Cells; Endocytosis; Gene Expression Regulation; Granulocyte-Macrophage Colony-Stimulating Factor; Humans; Interleukin-4; Lymphocyte Culture Test, Mixed; Monocytes; Polycyclic Sesquiterpenes; Receptors, CCR7; Receptors, Chemokine; RNA, Messenger; Terpenes; Th1 Cells