Synthesis and anti-inflammatory activity of novel 1,2,3-triazole- derivatives from 7-Oxodehydroabietic acid

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

BMC Chemistry Pub Date : 2025-04-02 DOI:10.1186/s13065-025-01449-7

Yong-Feng Lv, Fu-Cai Ren, Kang Hui, Jie Zheng, Shou-Jin Liu, Han Luo

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Abstract

Dehydroabietic acid (DHA) is a naturally occurring diterpene with relevant biological activities. 7-Oxodehydroabietic acid as a highly oxidized state derivative from Dehydroabietic acid (DHA) showing good activities. However, the reported compounds did not include triazole derivatives. To discover novel potent anti-inflammatory diterpenoids, a series of hybrids of 7-Oxodehydroabietic acid containing 1,2,3-triazole moiety were designed and synthesized. The anti-inflammatory activity of the new compounds was assessed towards BV2 cell lines using L-NMMA (IC₅₀ = 42.36 ± 2.47 µM) as a positive control. Compared with the L-NMMA, anti-inflammatory effect (NO inhibitory activities) was found in these novel molecules, especially compounds 9 (IC₅₀ = 8.00 ± 0.83 µM), 10 (IC₅₀ = 8.44 ± 0.89 µM), 15 (IC₅₀ = 8.13 ± 0.97 µM) and 16 (IC₅₀ = 8.84 ± 1.10 µM). The anti-inflammatory activity of compounds 9, 10, 15 and 16 in vivo are underway.

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脱氢松香酸（DHA）是一种天然二萜，具有相关的生物活性。7-Oxodehydroabietic acid 是脱氢松香酸 (DHA) 的一种高度氧化态衍生物，具有良好的活性。然而，已报道的化合物中并不包括三唑衍生物。为了发现新型强效抗炎二萜类化合物，研究人员设计并合成了一系列含有 1,2,3 三氮唑分子的 7-去氢松香酸杂化物。以 L-NMMA（IC50 = 42.36 ± 2.47 µM）为阳性对照，评估了新化合物对 BV2 细胞系的抗炎活性。与 L-NMMA 相比，这些新型分子具有抗炎效果（NO 抑制活性），尤其是化合物 9（IC50 = 8.00 ± 0.83 µM）、10（IC50 = 8.44 ± 0.89 µM）、15（IC50 = 8.13 ± 0.97 µM）和 16（IC50 = 8.84 ± 1.10 µM）。化合物 9、10、15 和 16 在体内的抗炎活性正在进行中。

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来源期刊

BMC Chemistry Chemistry-General Chemistry

CiteScore

5.30

自引率

2.20%

发文量

审稿时长

27 weeks

期刊介绍： BMC Chemistry, formerly known as Chemistry Central Journal, is now part of the BMC series journals family. Chemistry Central Journal has served the chemistry community as a trusted open access resource for more than 10 years – and we are delighted to announce the next step on its journey. In January 2019 the journal has been renamed BMC Chemistry and now strengthens the BMC series footprint in the physical sciences by publishing quality articles and by pushing the boundaries of open chemistry.