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Structure type: monomer
Trivial name: engelitin, engeletin
Compound class: glycoside, flavonoid glycoside
Contained glycoepitopes: IEDB_136105,IEDB_225177,IEDB_885823

• Article ID: 9194
  Carneiro E, Calixto JB, Monache FD, Yunes RA "Isolation, chemical identification and pharmacological evaluation of eucryphin, astilbin and engelitin obtained from the bark of Hymenaea martiana" - International Journal of Pharmacognosy 31(1) (1993) 38-46
  

  This study was designed to isolate, chemically characterize, and pharmacologically evaluate the active principles present in a crude extract from the bark of Hymenaea martiana. β-Sitosterol-3-O-glycoside and three rhamnosides (eucryphin, engelitin and astilbin) were identified. As demonstrated previously with an alcohol extract from H. martiana, the glycoside eucryphin (29.5-236 μM) caused a concentration-dependent rightward displacement of the bradykinin (BK) concentration response curve in the isolated rat uterus. In contrast, astilbin (22-176 μM) and engeletin (21-92 μM) caused only a discrete displacement to the right of BK-induced contractions. Acetylated astilbin (18-72 μM) and eucryphin (13-53 μM) caused a parallel and concentration-dependent displacement to the right of BK concentration-response curves associated with slight depression of the maximal contraction. However, the antagonistic actions of these glycosides were found to be non-selective against BK, since at the same concentration range they antagonized acetylcholine-induced uterine contractions. These results further extend our previous studies carried out with the crude extract of H. martiana and furnish strong evidence that astilbin, eucryphin and to a lesser extent engelitin seem to be the active principles present in the bark of this plant. Whether these compounds demonstrate in vivo pharmacological activity remains to be determined.

  eucryphin, astilbin, engelitin, Hymenaea martiana

  Publication DOI: 10.3109/13880209309082916
  Journal NLM ID: 9107512
  Publisher: Lisse: Swets & Zeitlinger
  Institutions: Departamento de Química, Universidade Federal de Santa Catarina, Florianópolis, Brasil, Departamento de Farmacologia, Universidade Federal de Santa Catarina, Florianópolis, Brasil, Centro de Chimica del Recettori, CNR, Università Catolica Del Sacro Cuore, Rome, Italy
  Methods: 13C NMR, 1H NMR, biological assays, UV, extraction, CC, melting point determination
  
   
  
  Hymenaea martiana
  CSDB ID 50485 (all data & tools)
• Article ID: 12712
  Souquet J-M, Labarbe B, Le Guernevé C, Cheynier V, Moutounet M "Phenolic composition of grape stems" - Journal of Agricultural and Food Chemistry 48(4) (2000) 1076-1080
  

  Grape stems contain significant amounts of polyphenolic compounds, especially phenolic acids, flavonols, and flavanonols such as astilbin. The tannin content was characterized after the depolymerization reaction thiolysis. Tannins consisted of polymeric proanthocyanidins (up to 27 units) mainly consisting of (-)-epicatechin units along with smaller amounts of (+)-catechin, (-)-epicatechin gallate, and (-)-epigallocatechin. Flavanonols (astilbin) have been identified for the first time in stem and characterized by LC/MS and NMR. All phenolic compounds in grape stems were quantified by HPLC: quercetin 3-glucuronide was the most important, followed by catechin, caffeoyltartaric acid, and dihydroquercetin 3-rhamnoside (astilbin). Comparison was made of proanthocyanidin characteristics in different white and red grape varieties and also among parts of the cluster (skin, seed, and stem). Stem-condensed tannins were qualitatively intermediate between seed and skin but could not be differentiated between red and white varieties.

  grape; stems; proanthocyanidins; flavanols; flavonols; flavanonols; phenolic acids

  NCBI PubMed ID: 10775352
  Publication DOI: 10.1021/jf991171u
  Journal NLM ID: 0374755
  Publisher: American Chemical Society
  Correspondence: souquet@ensam.inra.fr
  Institutions: ISVV-INRA, Institut des Produits de la Vigne, Unité de Recherche Biopolymères et Arômes, Montpellier, France
  Methods: 13C NMR, 1H NMR, NMR-2D, TLC, enzymatic hydrolysis, acid hydrolysis, HPLC, optical rotation measurement, HR-FAB-MS
  
   
  
  Vitis vinifera var. Merlot, Vitis vinifera var. Negrette, Vitis vinifera var. Pinot, Vitis vinifera var. Tannat, Vitis vinifera var. Chardonnay, Vitis vinifera var. Clairette
  CSDB ID 68002 (all data & tools)
• Article ID: 12886
  Yun B-S, Lee I-K, Kim J-P, Chung S-H, Shim G-S, Yoo I-D "Lipid peroxidation inhibitory activity of some constituents isolated from the stem bark of Eucalyptus globulus" - Archives of Pharmacal Research 23(2) (2000) 147-150
  

  Twelve compounds with lipid peroxidation inhibitory activity were isolated from the stem bark of E. globulus. Their structures were assigned as a new aromatic monoterpene (1) and eleven known compounds, pinoresinol (2), vomifoliol (3), 3,4,5-trimethoxyphenol 1-O-β-D-(6′-O-galloyl)glucopyranoside (4), methyl gallate (5), rhamnazin (6), rhamnetin (7), eriodictyol (8), quercetin (9), taxifolin (10), engelitin (11), and catechin (12) on the basis of UV, mass, and NMR spectroscopic analyses. These compounds except vomifoliol significantly inhibited lipid peroxidation in rat liver microsome.

  Myrtaceae, Eucalyptus globulus, α, α-dimethyl-4-hydroxymethylbenzyl alcohol, lipid peroxidation inhibitory activity

  NCBI PubMed ID: 10836740
  Publication DOI: 10.1007/BF02975503
  Journal NLM ID: 8000036
  Publisher: Pharmaceutical Society of Korea
  Correspondence: idyoo@mail.kribb.re.kr
  Institutions: Hansol Institute of Science and Technology, Namyangju-Si, South Korea, Antibiotics Research Laboratory, Korea Research Institute of Bioscience and Biotechnology, Taejeon, South Korea
  Methods: 13C NMR, 1H NMR, NMR-2D, IR, inhibition studies, TLC, enzymatic hydrolysis, acid hydrolysis, biological assays, HPLC, UV, extraction, optical rotation measurement, melting point determination, HR-FAB-MS
  
   
  
  Eucalyptus globulus
  CSDB ID 68869 (all data & tools)