Phlorofucofuroeckol A

















































Phlorofucofuroeckol A

Chemical structure of phlorofucofuroeckol A
Names

IUPAC name
4,9-bis(3,5-dihydroxyphenoxy)-[1]benzofuro[3,2-a]oxanthrene-1,3,6,10,12-pentol

Identifiers

CAS Number


  • 128129-56-6


3D model (JSmol)


  • Interactive image


ChEMBL

  • ChEMBL510508


ChemSpider

  • 115819



PubChem CID


  • 130976





Properties

Chemical formula

C30H18O14

Molar mass
602.45 g/mol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).


Infobox references



Phlorofucofuroeckol A is a phlorotannin isolated from brown algae species such as Eisenia bicyclis (an edible seaweed called arame in Japan),[1]Ecklonia cava,[2]Ecklonia kurome[3] or Ecklonia stolonifera.[4]


The molecule possesses both the dibenzo-1,4-dioxin and dibenzofuran elements.[3]



References





  1. ^ Eom, Sung-Hwan; Lee, Sang-Hoon; Yoon, Na-Young; Jung, Won-Kyo; Jeon, You-Jin; Kim, Se-Kwon; Lee, Myung-Suk; Kim, Young-Mog (2012). "Α-Glucosidase- and α-amylase-inhibitory activities of phlorotannins from Eisenia bicyclis". Journal of the Science of Food and Agriculture. 92 (10): 2084–90. doi:10.1002/jsfa.5585. PMID 22271637..mw-parser-output cite.citation{font-style:inherit}.mw-parser-output .citation q{quotes:"""""""'""'"}.mw-parser-output .citation .cs1-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .citation .cs1-lock-limited a,.mw-parser-output .citation .cs1-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .citation .cs1-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration{color:#555}.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration span{border-bottom:1px dotted;cursor:help}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/thumb/4/4c/Wikisource-logo.svg/12px-Wikisource-logo.svg.png")no-repeat;background-position:right .1em center}.mw-parser-output code.cs1-code{color:inherit;background:inherit;border:inherit;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;font-size:100%}.mw-parser-output .cs1-visible-error{font-size:100%}.mw-parser-output .cs1-maint{display:none;color:#33aa33;margin-left:0.3em}.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-format{font-size:95%}.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-right{padding-right:0.2em}


  2. ^ Ahn, MJ; Yoon, KD; Min, SY; Lee, JS; Kim, JH; Kim, TG; Kim, SH; Kim, NG; Huh, H; Kim, J (2004). "Inhibition of HIV-1 reverse transcriptase and protease by phlorotannins from the brown alga Ecklonia cava". Biological & Pharmaceutical Bulletin. 27 (4): 544–7. doi:10.1248/bpb.27.544. PMID 15056863.


  3. ^ ab Fukuyama, Y; Kodama, M; Miura, I; Kinzyo, Z; Mori, H; Nakayama, Y; Takahashi, M (1990). "Anti-plasmin inhibitor. VI. Structure of phlorofucofuroeckol A, a novel phlorotannin with both dibenzo-1,4-dioxin and dibenzofuran elements, from Ecklonia kurome Okamura". Chemical & Pharmaceutical Bulletin. 38 (1): 133–5. doi:10.1248/cpb.38.133. PMID 2337936.


  4. ^ Kim, AR; Lee, MS; Shin, TS; Hua, H; Jang, BC; Choi, JS; Byun, DS; Utsuki, T; Ingram, D; Kim, HR (2011). "Phlorofucofuroeckol a inhibits the LPS-stimulated iNOS and COX-2 expressions in macrophages via inhibition of NF-κB, Akt, and p38 MAPK". Toxicology in Vitro. 25 (8): 1789–95. doi:10.1016/j.tiv.2011.09.012. PMID 21963823.












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