Isobavachalcone

Isobavachalcone
Identifiers
  • (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H20O4
Molar mass324.376 g·mol−1
3D model (JSmol)
  • CC(=CCC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)O)C
  • InChI=1S/C20H20O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-8,10-12,21,23-24H,9H2,1-2H3/b11-6+
  • Key:DUWPGRAKHMEPCM-IZZDOVSWSA-N

Isobavachalcone is a natural product from the prenylated chalconoid family.[1][2][3]

It can be isolated from numerous medicinal plant species including Psoralea corylifolia, Fructus psoraleae, and Angelica keiskei.[2][3] It has antiiflammatory, antiviral and anti-cancer properties in vitro and plants containing isobavachalcone are used in Chinese herbal medicine for the treatment of osteoporosis and other aging-related diseases.[4][5][6][7]

See also

References

  1. ^ Wang M, Lin L, Lu JJ, Chen X (March 2021). "Pharmacological review of isobavachalcone, a naturally occurring chalcone". Pharmacological Research. 165 105483. doi:10.1016/j.phrs.2021.105483. PMID 33577976.
  2. ^ a b Zhou K, Yang S, Li SM (December 2021). "Naturally occurring prenylated chalcones from plants: structural diversity, distribution, activities and biosynthesis". Natural Product Reports. 38 (12): 2236–2260. doi:10.1039/d0np00083c. PMID 33972962.
  3. ^ a b Xing N, Meng X, Wang S (August 2022). "Isobavachalcone: A comprehensive review of its plant sources, pharmacokinetics, toxicity, pharmacological activities and related molecular mechanisms". Phytotherapy Research. 36 (8): 3120–3142. doi:10.1002/ptr.7520. PMID 35684981.
  4. ^ Kuete V, Sandjo LP (July 2012). "Isobavachalcone: an overview". Chinese Journal of Integrative Medicine. 18 (7): 543–547. doi:10.1007/s11655-012-1142-7. PMID 22772918.
  5. ^ Zhou YT, Zhu L, Yuan Y, Ling S, Xu JW (2020). "Effects and Mechanisms of Five Psoralea Prenylflavonoids on Aging-Related Diseases". Oxidative Medicine and Cellular Longevity. 2020 2128513. doi:10.1155/2020/2128513. PMC 7320294. PMID 32655760.
  6. ^ Solnier J, Fladerer JP (2021). "Flavonoids: A complementary approach to conventional therapy of COVID-19?". Phytochemistry Reviews. 20 (4): 773–795. Bibcode:2021PChRv..20..773S. doi:10.1007/s11101-020-09720-6. PMC 7500502. PMID 32982616.
  7. ^ Liu X, Xu X, Li J, Shi L, Zeng Y, Tang S, et al. (August 2023). "Isobavachalcone inhibits RANKL-induced osteoclastogenesis via miR-193-3p/NF-κB/NFATc1 signaling pathway in BMMs cells". Bioscience, Biotechnology, and Biochemistry. 87 (9): 960–971. doi:10.1093/bbb/zbad075. PMID 37291698.

Further reading