Notholaenic acid
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IUPAC name 2-hydroxy-4-methoxy-6-[2-(4-methoxyphenyl)ethyl]benzoic acid | |
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ECHA InfoCard | 100.069.726 |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C17H18O5 |
Molar mass | 302.326 g·mol−1 |
Melting point | 149 to 150 °C (300 to 302 °F; 422 to 423 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Notholaenic acid is a dihydrostilbenoid found in the farina of some ferns of the genus Notholaena.[1] It has been shown to have anti-HSV-1 (Herpes simplex virus 1) activity at high concentrations in vitro.[2] It was artificially synthesized, starting from 3-benzyloxy-5-methoxybenzyl alcohol, in 1985.[3]
References
- ^ Wollenweber, Eckhard; Favre-Bonvin, Jean (1979). "Novel dihydrostilbene from fronds of Notholaena dealbata and Notholaena limitanea". Phytochemistry. 18 (7): 1243–1244. doi:10.1016/0031-9422(79)80153-3.
- ^ Rinehart, Kenneth L.; Tom G. Holt; Nancy L. Fregeau; Paul A. Keifer; George Robert Wilson; Thomas J. Perun Jr; Ryuichi Sakai; Anthony G. Thompson; Justin G. Stroh; Lois S. Shield; David S. Seigler; Li H. Li; David G. Martin; Cornelis J. P. Grimmelikhuijzen; Gerd Gäde (July–August 1990). "Bioactive Compounds from Aquatic and Terrestrial Sources". Journal of Natural Products. 53 (4): 771–792. doi:10.1021/np50070a001. PMID 2095373.
- ^ El-Feraly, Farouk S.; Cheatham, Steve F.; McChesney, James D. (1985). "Total Synthesis of Notholaenic Acid". Journal of Natural Products. 48 (2): 293–298. doi:10.1021/np50038a015.
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Dihydrostilbenoids and their glycosides
- Batatasin-III (3,3′-dihydroxy-5-methoxybibenzyl)
- Combretastatin and combretastatin B-1
- Dihydro-resveratrol
- Isonotholaenic acid
- Lunularic acid
- Lunularin
- Notholaenic acid
- Tyrolobibenzyl A, B and C
- Bis(bibenzyls): 13,13'-O-Isoproylidenericcardin D
- Marchantin B and E
- Neomarchantin A
- Plagiochin E
- Riccardin H
- Macrocyclic bis(benzyls): Marchantin A and C
- Riccardin B and C
- Cyclic bibenzyl-dihydrophenanthrene derivative: Cavicularin
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