Alpha-Cadinol

compuesto químico

α-Cadinol o 10α-hydroxy-4-cadinene es un compuesto orgánico, un sesquiterpenoide de alcohol.[2][3]

 
α-Cadinol
Nombre IUPAC
(1R,4S,4aR,8aR)-1,6-Dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
General
Fórmula estructural Imagen de la estructura
Fórmula molecular ?
Identificadores
Número CAS 481-34-5[1]
ChEBI 132905
ChEMBL CHEMBL486795
ChemSpider 8574094
PubChem 10398656
UNII DC0YJ4816P
CC1=C[C@H]2[C@@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
Propiedades físicas
Apariencia blanco cristalino
Masa molar 222,37 g/mol
Punto de fusión 74 °C (347 K)
Valores en el SI y en condiciones estándar
(25 y 1 atm), salvo que se indique lo contrario.

Presencia natural

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Este compuesto se encuentra en aceites esenciales y extractos de muchas plantas, tales como:

Actividad biológica

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α-Cadinol se dice que actúa como antifúngica[13]​ y como hepatoprotector,[15]​ y fue propuesto como un posible remedio para la resistencia a los medicamentos de la tuberculosis.[6]

Referencias

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  1. Número CAS
  2. Borg-Karlson, A (1981). «Configurations and conformations of torreyol (δ-cadinol), α-cadinol, T-muurolol and T-cadinol». Tetrahedron 37 (22): 425. doi:10.1016/S0040-4020(01)92031-9. 
  3. V. Herout, V. Sýkora (1958). «The chemistry of cadinenes and cadinols». Tetrahedron 4 (3–4): 246-255. doi:10.1016/0040-4020(58)80046-0. 
  4. Boligon, AA; Schwanz, TG; Piana, M; Bandeira, RV; Frohlich, JK; Brum, TF; Zadra, M; Athayde, ML (2012). «Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. Leaves». Natural Product Research: 1. PMID 22273350. doi:10.1080/14786419.2011.653971. 
  5. Ho, CL; Liao, PC; Wang, EI; Su, YC (2011). «Composition and antimicrobial activity of the leaf and twig oils of Litsea acutivena from Taiwan». Natural Product Communications 6 (11): 1755-8. PMID 22224304. 
  6. a b Bueno, J; Escobar, P; Martínez, JR; Leal, SM; Stashenko, EE (2011). «Composition of three essential oils, and their mammalian cell toxicity and antimycobacterial activity against drug resistant-tuberculosis and nontuberculous mycobacteria strains». Natural Product Communications 6 (11): 1743-8. PMID 22224302. 
  7. De Freitas, JG; Da Camara, CA; De Moraes, MM; Da Silva, HC (2011). «Volatile constituents of two species of Protium from the Atlantic rainforest in the state of Pernambuco, Brazil». Natural Product Communications 6 (11): 1727-30. PMID 22224298. 
  8. Muriel, KA; Félix, TZ; Figueredo, G; Chalard, P; n'Guessan, YT (2011). «Essential oil of three Uvaria species from Ivory Coast». Natural Product Communications 6 (11): 1715-8. PMID 22224295. 
  9. Lago, JH; Souza, ED; Mariane, B; Pascon, R; Vallim, MA; Martins, RC; Baroli, AA; Carvalho, BA et al. (2011). «Chemical and biological evaluation of essential oils from two species of Myrtaceae - Eugenia uniflora L. And Plinia trunciflora (O. Berg) Kausel». Molecules (Basel, Switzerland) 16 (12): 9827-37. PMID 22117172. doi:10.3390/molecules16129827. 
  10. Firozy, M; Talebpour, Z; Sonboli, A (2011). «Essential oil composition and antioxidant activities of the various extracts of Tanacetum sonbolii Mozaff. (Asteraceae) from Iran». Natural Product Research: 1. PMID 22115413. doi:10.1080/14786419.2011.636746. 
  11. Liu, CJ; Zhang, SQ; Zhang, JS; Liang, Q; Li, DS (2011). «Chemical composition and antioxidant activity of essential oil from berries of Schisandra chinensis (Turcz.) Baill». Natural Product Research: 1. PMID 22103398. doi:10.1080/14786419.2011.636745. 
  12. Yang, Y; Xiao, Y; Liu, B; Fang, X; Yang, W; Xu, J (2011). «Comparison of headspace solid-phase microextraction with conventional extraction for the analysis of the volatile components in Melia azedarach». Talanta 86: 356-61. PMID 22063551. doi:10.1016/j.talanta.2011.09.028. 
  13. a b Ho, CL; Liao, PC; Wang, EI; Su, YC (2011). «Composition and antifungal activities of the leaf essential oil of Neolitsea parvigemma from Taiwan». Natural Product Communications 6 (9): 1357-60. PMID 21941915. 
  14. Z. C. Gazim, A. C. Amorim, A. M. Hovell, C. M. Rezende, I. A. Nascimento, G. A. Ferreira, D. A. Cortez (2010). «Seasonal variation, chemical composition, and analgesic and antimicrobial activities of the essential oil from leaves of Tetradenia riparia (Hochst.) Codd in southern Brazil». Molecules 15 (8): 5509-5524. PMID 20714310. doi:10.3390/molecules15085509. 
  15. Y. T. Tung, C. C. Huang, S. T. Ho, Y. H. Kuo, C. C. Lin, C. T. Lin, J. H. Wu (2011), "Bioactive phytochemicals of leaf essential oils of Cinnamomum osmophloeum prevent lipopolysaccharide/D-galactosamine (LPS/D-GalN)-induced acute hepatitis in mice." J. Agric. Food Chem. volume 59 issue 15 pages 8117-8123. doi 10.1080/10412905.1999.9712005

Enlaces externos

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