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Randialic acid B

Names

[ CAS No. ]:
14021-14-8

[ Name ]:
Randialic acid B

[Synonym ]:
randialic acid-B
3β-Hydroxy-ursadien-(12.18)-saeure-(28)
3β-hydroxy-ursadien-(12.18)-oic acid-(28)
Vanguerolsaeure
(2R,4aS,6aS,6bR,8aR,10S,12aR,12bR)-10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13-hexadecahydro-2H-picene-4a-carboxylic acid

Biological Activity

[Description]:

Randialic acid B, a triterpenoid compound, is a formyl peptide receptor 1 (FPR1) antagonist. Randialic acid B blocks FPR1 in human neutrophils and attenuates psoriasis-like inflammation in vivo[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[In Vitro]

Randialic acid B (0.1-3 μM; for 5 min) selectively inhibits reactive oxygen species production, elastase release, and CD11b expression in human neutrophils activated by FPR1. Randialic acid B inhibits the binding of N-formyl peptide to FPR1 in human neutrophils, neutrophil-like THP-1 cells, and hFPR1-transfected HEK293 cells, indicating FPR1 antagonism[1]. Randialic acid B acts competitively for its binding to the FPR1 receptor. The FPR1-downstream signaling such as Ca2+ mobilisation and activation of Akt and MAPKs is also competitively inhibited[1]. Randialic acid B shows significant cell-protective effects against H2O2-induced H9c2 cardiomyocyte injury[2].

[In Vivo]

Randialic acid B (10 mg/kg; i.v.; every other day; for 5 days) significantly reduces Imiquimod-induced psoriasis-like symptom, including epidermal hyperplasia, desquamation with scaling, neutrophil skin infiltration, and transepidermal water loss[1]. Animal Model: BALB/c white female mice (20 g weight; 7-week-old) treated with Imiquimod[1] Dosage: 10 mg/kg Administration: i.v.; every other day; for 5 days Result: Significantly reduced Imiquimod-induced psoriasis-like symptoms.

[References]

[1]. Michal Korinek, et al. Randialic acid B and tomentosolic acid block formyl peptide receptor 1 in human neutrophils and attenuate psoriasis-like inflammation in vivo. Biochem Pharmacol. 2021 Aug;190:114596.

[2]. Shan-Shan Li, et al. Three new triterpenoids isolated from the aerial parts of Ilex cornuta and protective effects against H 2 O 2-induced myocardial cell injury. Chin J Nat Med. 2017 Feb;15(2):115-120.

Chemical & Physical Properties

[ Molecular Formula ]:
C30H46O3

[ Molecular Weight ]:
454.68400

[ Exact Mass ]:
454.34500

[ PSA ]:
57.53000

[ LogP ]:
7.15370

Related Compounds