578020-29-8
Chemical Structure
(±)-Aiphanol
Synonym(s): Aiphanol
- CAS No.: 578020-29-8
- Formula:C25H24O8
- Molecular Weight:452.45
IUPAC Name: 5-((E)-2-((2R,3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)vinyl)benzene-1,3-diol
InChIKey: KDMFHGGHQLUIRH-OOODPRFPSA-N
SMILES: OC[C@@H]1[C@@H](C2=CC(OC)=C(C(OC)=C2)O)OC3=CC(/C=C/C4=CC(O)=CC(O)=C4)=CC=C3O1
Biological Activity: (±)-Aiphanol is a newly discovered stilbenolignan analog. (±)-Aiphanol exhibits significant anti-inflammatory activity, acting through inhibition of COX-1 and COX-2. The inhibitory effect on COX-1 (IC50 = 1.9 μM) is particularly strong, while the effect on COX-2 (IC50= 9.9 μM) is relatively weak[1].(±)-Aiphanol effectively inhibits VEGFR2 (IC50=0.92 μM). (±)-Aiphanol blocks angiogenesis and promotes apoptosis through inhibition of VEGFR2 and COX2 activity. (±)-Aiphanol is orally active[2].
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(±)-Aiphanol | (±)-Aiphanol is a newly discovered stilbenolignan analog. (±)-Aiphanol exhibits significant anti-inflammatory activity, acting through inhibition of COX-1 and COX-2. The inhibitory effect on COX-1 (IC50 = 1.9 μM) is particularly strong, while the effect on COX-2 (IC50= 9.9 μM) is relatively weak.(±)-Aiphanol effectively inhibits VEGFR2 (IC50=0.92 μM). (±)-Aiphanol blocks angiogenesis and promotes apoptosis through inhibition of VEGFR2 and COX2 activity. (±)-Aiphanol is orally active. | |||||||||||||||||||||
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References
- [1]. Kuboki A, et al. Total Synthesis of (.+-.)-Aiphanol, a Novel Cyclooxygenase-inhibitory Stilbenolignan[J]. Chemistry letters, 2003, 32(5): 420-421.
- [2]. Chen S, et al. Aiphanol, a native compound, suppresses angiogenesis via dual-targeting VEGFR2 and COX2. Signal Transduct Target Ther. 2021 Dec 3;6(1):413. [Content Brief]
