Chemistry:Benzoxepin
From HandWiki
 1-Benzoxepin
| |
 2-Benzoxepin
| |
 3-Benzoxepin
| |
| Identifiers | |
|---|---|
3D model (JSmol)
|
|
| ChemSpider | |
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| |
| Related compounds | |
Other anions
|
benzazepine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Benzoxepin is an oxygen-containing bicyclic molecule consisting of an oxepin ring and a benzene ring. There are three isomers, varying in where the oxygen is positioned in the oxepin heterocycle relative where the benzene is fused to it.
Natural occurrence
1-Benzoxepin, with the oxygen closest to the benzene, is found in the skeleton of several fungal metabolites.[1]
2-Benzoxepin skeletons are likewise found in fungal metabolites.[2]
3-Benzoxepin, with the oxygen furthest from the benzene, is the core of natural products such as perilloxin from Perilla frutescens (variant Acuta)[3] and tenual and tenucarb from Asphodeline tenuior.[4]
References
- ↑ Wijnberg, Joannes B. R A.; van Veldhuizen, Albertus; Swarts, Henk J.; Frankland, Juliet C.; Field, Jim A. (1999). "Novel monochlorinated metabolites with a 1-benzoxepin skeleton from Mycena galopus". Tetrahedron Letters 40: 5767–5770. doi:10.1016/S0040-4039(99)01074-6.
- ↑ Lee, In-Kyoung; Jang, Yun-Woo; Kim, Young-Sook; Yu, Seung Hun; Lee, Kui Jae; Park, Seung-Moon; Oh, Byung-Taek; Chae, Jong-Chan et al. (2009). "Xylarinols A and B, two new 2-benzoxepin derivatives from the fruiting bodies of Xylaria polymorpha". Journal of Antibiotics 62 (3): 163–165. doi:10.1038/ja.2008.20.
- ↑ J. Liu; A. Steigel; E. Reininger; R. Bauer (2000), "Two New Prenylated 3-Benzoxepin Derivatives as Cyclooxygenase Inhibitors from Perilla frutescens var. acuta", J. Nat. Prod. 63 (3): 403–405, doi:10.1021/np990362o
- ↑ A. Ulubelen; E. Tuzlaci; N. Atilan (1989), "Oxepine derivatives and anthraquinones from Asphodeline tenuior and A. Taurica", Phytochemistry 28 (2): 649–650, doi:10.1016/0031-9422(89)80076-7
 |  |
