Alpha-Cadinol

 
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
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
InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13-,14+,15+/m0/s1
Key: LHYHMMRYTDARSZ-BYNSBNAKSA-N
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.
[editar datos en Wikidata]

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

Presencia natural

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

Actividad biológica

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

Referencias

  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. 1 2 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. 1 2 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