Phillyrin

Phillyrin
Names
IUPAC name
(7α,7′β,8α,8′α)-3,3′,4′-Trimethoxy-7,9′:7′,9-diepoxylignan-4-yl β-D-glucopyranoside
Systematic IUPAC name
(2S,3R,4S,5S,6R)-2-{4-[(1R,3aR,4S,6aR)-4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Other names
Forsythin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25+,26-,27+/m0/s1
    Key: KFFCKOBAHMGTMW-GBRPDIMTSA-N
  • COC1=C(C=C(C=C1)[C@@H]2[C@H]3CO[C@H]([C@H]3CO2)C4=CC(=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC)OC
Properties
C27H34O11
Molar mass 534.558 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Phillyrin is a chemical compound isolated from fungi. It can be produced by Colletotrichum gloeosporioides, an endophytic fungus isolated from the plant weeping forsythia (Forsythia suspensa). It can also be isolated directly from Forsythia suspensa.

References

  1. ↑ Zhang Q, Wei X, Wang J (December 2012). "Phillyrin produced by Colletotrichum gloeosporioides, an endophytic fungus isolated from Forsythia suspensa". Fitoterapia. 83 (8): 1500–5. doi:10.1016/j.fitote.2012.08.017. PMID 22960349.
  2. ↑ Su, Hai-xia; Yao, Sheng; Zhao, Wen-Feng; Li, Min-jun; Liu, Jia; Shang, Wei-Juan; Xie, Hang; Ke, Chang-Qiang; Hu, Hang-Chen; Gao, Mei-na; Yu, Kun-Qian; Liu, Hong; Shen, Jing-Shan; Tang, Wei; Zhang, Lei-ke; Xiao, Geng-fu; Ni, Li; Wang, Dao-wen; Zuo, Jian-Ping; Jiang, Hua-Liang; Bai, Fang; Wu, Yan; Ye, Yang; Xu, Ye-Chun (2020). "Anti-SARS-CoV-2 activities in vitro of Shuanghuanglian preparations and bioactive ingredients". Acta Pharmacologica Sinica. 41 (9): 1167–1177. doi:10.1038/s41401-020-0483-6. PMC 7393338. PMID 32737471.
  3. ↑ Li, Hua-Bin; Chen, Feng (2005). "Preparative isolation and purification of phillyrin from the medicinal plant Forsythia suspensa by high-speed counter-current chromatography". Journal of Chromatography A. 1083 (1–2): 102–105. doi:10.1016/j.chroma.2005.06.025. PMID 16078694.
  4. ↑ Xia, En-Qin; Ai, Xu-Xia; Zang, Sheng-Ye; Guan, Ting-Ting; Xu, Xiang-Rong; Li, Hua-Bin (2011). "Ultrasound-assisted extraction of phillyrin from Forsythia suspensa". Ultrasonics Sonochemistry. 18 (2): 549–552. doi:10.1016/j.ultsonch.2010.09.015.

Further reading