beta-Carboline alkaloids from the stems of Picrasma quassioides
ABSTRACT Five new beta-carboline alkaloids, 6,12-dimethoxy-3-(2-hydroxylethyl)-beta-carboline (1), 3,10-dihydroxy-beta-carboline (2), 6,12-dimethoxy-3-(1-hydroxylethyl)-beta-carboline (3), 6,12-dimethoxy-3-(1,2-dihydroxylethyl)-beta-carboline (4), and 6-methoxy-3-(2-hydroxyl-1-ethoxylethyl)-beta-carboline (5), and two new natural products, 6-methoxy-12-hydroxy-3-methoxycarbonyl-beta-carboline (6) and 3-hydroxy-beta-carboline (7) were isolated from the stems of Picrasma quassioides along with 16 known beta-carboline alkaloids (8-23). The structures of new compounds were determined by extensive spectroscopic analyses, and the 1D and 2D NMR data of compounds 6, 7 and 10 were reported for the first time. The bioassays showed that only compounds 14 and 16 could enhance the differentiation of 3T3-L1 preadiocytes accompanied by secretion of adiponectin proteins among these 23 compounds.
SourceAvailable from: Valery Dembitsky
Dataset: PhytoMed 21 1559 2014
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ABSTRACT: The present study was designed to investigate the anti-inflammatory effects of Picrasma quassioides (P. quassioides) in lipopolysaccharide (LPS)- and interferon (IFN)-γ-stimulated RAW 264.7 cells. P. quassioides has been used as a traditional medicine for the treatment of gastro-enteritis, eczema, and snakebite. P. quassioides significantly decreased LPS- and IFN-γ-stimulated nitric oxide (NO) production in a concentration-dependent manner. Real-time PCR or Western blotting confirmed that the expression of the extra-cellular signal-regulated kinase (ERK), p42 and, p38 mitogen-activated protein kinases (MAPKs), c-Jun N-terminal kinase, inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) mediated MAPK signaling pathways in LPS- and IFN-γ-stimulated RAW264.7 cells. Mechanistic studies revealed the activities of nuclear factor kappa B (NF-κB). As P. quassioides regulated the gene expression of iNOS and COX-2 in RAW264.7 cells, it might be a promising agent for the prevention and/or treatment of various inflammatory diseases.Biotechnology and Bioprocess Engineering 06/2014; 19(3):404-410. DOI:10.1007/s12257-014-0131-4 · 1.22 Impact Factor
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ABSTRACT: The Simaroubaceae family includes 32 genera and more than 170 species of trees and brushes of pantropical distribution. The main distribution hot spots are located at tropical areas of America, extending to Africa, Madagascar and regions of Australia bathed by the Pacific. This family is characterized by the presence of quassinoids, secondary metabolites responsible of a wide spectrum of biological activities such as antitumor, antimalarial, antiviral, insecticide, feeding deterrent, amebicide, antiparasitic and herbicidal. Although the chemical and pharmacological potential of Simaroubaceae family as well as its participation in official compendia; such as British, German, French and Brazilian pharmacopoeias, and patent registration, many of its species have not been studied yet. In order to direct further investigation to approach detailed botanical, chemical and pharmacological aspects of the Simaroubaceae, the present work reviews the information regarding the main genera of the family up to 2013.Revista Brasileira de Farmacognosia 08/2014; 24(4). DOI:10.1016/j.bjp.2014.07.021 · 0.80 Impact Factor