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词条 Alpha-Cadinol
释义

  1. Natural occurrence

  2. Biological activity

  3. See also

  4. References

{{DISPLAYTITLE:alpha-Cadinol}}{{Chembox
| Name =α-Cadinol
| ImageFile =Alpha-Cadinol.svg
| ImageSize =
| ImageAlt =
| IUPACName = Cadin-4-en-10-ol
| SystematicName =(1R,4S,4aR,8aR)-1,6-Dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo =481-34-5
| PubChem =10398656
| SMILES = CC1=C[C@H]2[C@@H](CC[C@@]([C@@H]2CC1)(C)O)C(C)C
| ChemSpiderID = 8574094
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 132905
| InChI = 1/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
| InChIKey = LHYHMMRYTDARSZ-BYNSBNAKBA
| StdInChI = 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
| StdInChIKey = LHYHMMRYTDARSZ-BYNSBNAKSA-N}}
|Section2={{Chembox Properties
| Formula ={{chem|C|15|H|26|O}}
| MolarMass =222.37 g/mol
| Appearance =white crystalline
| Density =
| MeltingPtC = 73 to 74
| MeltingPt_notes =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}α-Cadinol or 10α-hydroxy-4-cadinene is an organic compound, a sesquiterpenoid alcohol.[1][2]

Natural occurrence

This compound is found in essential oils and extracts of many plants, such as

  • Agrotaxis selaginoides,
  • Tabernaemontana catharinensis[3]
  • Litsea acutivena (7.7%),[4]
  • Salvia aratocensis (20%),[5]
  • Protium giganteum (7%),[6]
  • Uvaria ovata root bark (13–24%),[7]
  • Plinia trunciflora (19%)[8]
  • Tanacetum sonbolii (35%)[9]
  • Schisandra chinensis berries (5%),[10]
  • Melia azedarach (11%),[11]
  • Neolitsea parvigemma (10%),[12]
  • Tetradenia riparia (8%)[13]

Biological activity

α-Cadinol was said to act as anti-fungal[12] and as hepatoprotective,[14] and was proposed as a possible remedy for drug-resistant tuberculosis.[5]

See also

  • δ-Cadinol (torreyol)

References

1. ^{{cite journal | doi = 10.1016/S0040-4020(01)92031-9 | title = Configurations and conformations of torreyol (δ-cadinol), α-cadinol, T-muurolol and T-cadinol | year = 1981 | last1 = Borg-Karlson | first1 = A | journal = Tetrahedron | volume = 37 | issue = 22 | pages = 425–430}}
2. ^{{cite journal |author1=V. Herout |author2=V. Sýkora | year = 1958 | title = The chemistry of cadinenes and cadinols | journal = Tetrahedron | volume = 4 | pages = 246–255 | doi = 10.1016/0040-4020(58)80046-0 | issue = 3–4}}
3. ^{{cite journal | pmid = 22273350 | year = 2012 | last1 = Boligon | first1 = AA | last2 = Schwanz | first2 = TG | last3 = Piana | first3 = M | last4 = Bandeira | first4 = RV | last5 = Frohlich | first5 = JK | last6 = Brum | first6 = TF | last7 = Zadra | first7 = M | last8 = Athayde | first8 = ML | title = Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. Leaves | doi = 10.1080/14786419.2011.653971 | journal = Natural Product Research | pages = 1 | volume=27}}
4. ^{{cite journal | pmid = 22224304 | year = 2011 | last1 = Ho | first1 = CL | last2 = Liao | first2 = PC | last3 = Wang | first3 = EI | last4 = Su | first4 = YC | title = Composition and antimicrobial activity of the leaf and twig oils of Litsea acutivena from Taiwan | volume = 6 | issue = 11 | pages = 1755–8 | journal = Natural Product Communications}}
5. ^1 {{cite journal | pmid = 22224302 | year = 2011 | last1 = Bueno | first1 = J | last2 = Escobar | first2 = P | last3 = Martínez | first3 = JR | last4 = Leal | first4 = SM | last5 = Stashenko | first5 = EE | title = Composition of three essential oils, and their mammalian cell toxicity and antimycobacterial activity against drug resistant-tuberculosis and nontuberculous mycobacteria strains | volume = 6 | issue = 11 | pages = 1743–8 | journal = Natural Product Communications}}
6. ^{{cite journal | pmid = 22224298 | year = 2011 | last1 = De Freitas | first1 = JG | last2 = Da Camara | first2 = CA | last3 = De Moraes | first3 = MM | last4 = Da Silva | first4 = HC | title = Volatile constituents of two species of Protium from the Atlantic rainforest in the state of Pernambuco, Brazil | volume = 6 | issue = 11 | pages = 1727–30 | journal = Natural Product Communications}}
7. ^{{cite journal | pmid = 22224295 | year = 2011 | last1 = Muriel | first1 = KA | last2 = Félix | first2 = TZ | last3 = Figueredo | first3 = G | last4 = Chalard | first4 = P | last5 = n'Guessan | first5 = YT | title = Essential oil of three Uvaria species from Ivory Coast | volume = 6 | issue = 11 | pages = 1715–8 | journal = Natural Product Communications}}
8. ^{{cite journal | pmid = 22117172 | year = 2011 | last1 = Lago | first1 = JH | last2 = Souza | first2 = ED | last3 = Mariane | first3 = B | last4 = Pascon | first4 = R | last5 = Vallim | first5 = MA | last6 = Martins | first6 = RC | last7 = Baroli | first7 = AA | last8 = Carvalho | first8 = BA | last9 = Soares | first9 = MG | displayauthors=8| title = Chemical and biological evaluation of essential oils from two species of Myrtaceae - Eugenia uniflora L. And Plinia trunciflora (O. Berg) Kausel | volume = 16 | issue = 12 | pages = 9827–37 | doi = 10.3390/molecules16129827 | journal = Molecules (Basel, Switzerland)}}
9. ^{{cite journal | pmid = 22115413 | year = 2011 | last1 = Firozy | first1 = M | last2 = Talebpour | first2 = Z | last3 = Sonboli | first3 = A | title = Essential oil composition and antioxidant activities of the various extracts of Tanacetum sonbolii Mozaff. (Asteraceae) from Iran | doi = 10.1080/14786419.2011.636746 | journal = Natural Product Research | pages = 1 | volume=26}}
10. ^{{cite journal | pmid = 22103398 | year = 2011 | last1 = Liu | first1 = CJ | last2 = Zhang | first2 = SQ | last3 = Zhang | first3 = JS | last4 = Liang | first4 = Q | last5 = Li | first5 = DS | title = Chemical composition and antioxidant activity of essential oil from berries of Schisandra chinensis (Turcz.) Baill | doi = 10.1080/14786419.2011.636745 | journal = Natural Product Research | pages = 1 | volume=26}}
11. ^{{cite journal | pmid = 22063551 | year = 2011 | last1 = Yang | first1 = Y | last2 = Xiao | first2 = Y | last3 = Liu | first3 = B | last4 = Fang | first4 = X | last5 = Yang | first5 = W | last6 = Xu | first6 = J | title = Comparison of headspace solid-phase microextraction with conventional extraction for the analysis of the volatile components in Melia azedarach | volume = 86 | pages = 356–61 | doi = 10.1016/j.talanta.2011.09.028 | journal = Talanta}}
12. ^1 {{cite journal | pmid = 21941915 | year = 2011 | last1 = Ho | first1 = CL | last2 = Liao | first2 = PC | last3 = Wang | first3 = EI | last4 = Su | first4 = YC | title = Composition and antifungal activities of the leaf essential oil of Neolitsea parvigemma from Taiwan | volume = 6 | issue = 9 | pages = 1357–60 | journal = Natural Product Communications}}
13. ^{{cite journal |author1=Z. C. Gazim |author2=A. C. Amorim |author3=A. M. Hovell |author4=C. M. Rezende |author5=I. A. Nascimento |author6=G. A. Ferreira |author7=D. A. Cortez | year = 2010 | title = Seasonal variation, chemical composition, and analgesic and antimicrobial activities of the essential oil from leaves of Tetradenia riparia (Hochst.) Codd in southern Brazil | journal = Molecules | volume = 15 | issue = 8 | pages = 5509–5524 | doi = 10.3390/molecules15085509 | pmid = 20714310}}
14. ^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}}
{{DEFAULTSORT:Cadinol, alpha-}}

4 : Sesquiterpenes|Alcohols|Alkenes|Isopropyl compounds
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