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噻吩和呋喃衍生物:一类具有潜在药理活性的新化合物。

Thiophenes and furans derivatives: a new class of potential pharmacological agents.

机构信息

Departamento de Quimica, Centro de Ciencias Naturais e Exatas, Universidade Federal de Santa Maria, Santa Maria, CEP 97105-900, RS, Brazil.

出版信息

Environ Toxicol Pharmacol. 2003 Dec;15(1):37-44. doi: 10.1016/j.etap.2003.08.008.

Abstract

A new class of potential pharmacological thiophenes and furans compounds has been prepared. The obtained thiophenes and furans derivatives were screened for anti-inflammatory, antinociceptive and antioxidant activity in rats. In vitro hepatic ALA-D activity was also evaluated. Thiophene 2 exhibited higher anti-inflammatory effect than thiophenes 1 and 3. However, compound 1 demonstrated lower IC(50) for lipid peroxidation than 2 and 3 in liver and brain. Furan compounds 4-6 presented similar anti-inflammatory activity. The acetylenic furans 4 and 5 inhibited scarcely lipid peroxidation at low concentration as 10 μM. Conversely, furan compound 6 was the most effective against lipid peroxidation in liver. Furans 4 and 5 inhibited lipid peroxidation, in brain, only in high concentrations. In contrast, furan 6 protected (90%) against lipid peroxidation at 10 μM. Thiophene 1 was devoid of anti-inflammatory activity but was efficient in reducing acetic acid-induced constriction. Conversely, it analogue furan 4 presented anti-inflammatory and antinociceptive activity. Thiophene and furan inhibited hepatic ALA-D only at high concentrations. All compounds displayed antioxidant activity however the anti-inflammatory activity is not related to antioxidant potential.

摘要

已经制备了一类新的潜在药理学噻吩和呋喃化合物。对所得噻吩和呋喃衍生物进行了抗炎、镇痛和抗氧化活性筛选。还评估了体外肝 ALA-D 活性。噻吩 2 表现出比噻吩 1 和 3 更高的抗炎作用。然而,化合物 1 在肝和脑中的脂质过氧化作用的 IC 50 低于 2 和 3。呋喃化合物 4-6 表现出相似的抗炎活性。乙炔呋喃 4 和 5 在低浓度(如 10 μM)时几乎不抑制脂质过氧化。相反,呋喃化合物 6 对肝中脂质过氧化的抑制作用最强。呋喃 4 和 5 仅在高浓度时才抑制脑中的脂质过氧化。相反,呋喃 6 在 10 μM 时可有效防止脂质过氧化(90%)。噻吩 1 没有抗炎活性,但能有效减少乙酸诱导的收缩。相反,其类似物呋喃 4 具有抗炎和镇痛活性。噻吩和呋喃仅在高浓度时抑制肝 ALA-D。所有化合物均显示出抗氧化活性,但抗炎活性与抗氧化潜力无关。

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