Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production

Tseng, Chih-Hua; Tung, Chun-Wei; Peng, Shin-I; Chen, Yeh-Long; Tzeng, Cherng-Chyi; Cheng, Chih-Mei

doi:10.3390/molecules23051036

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Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production

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School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

Department of Fragrance and Cosmetic Science, College of Pharmacy, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

Center for Infectious Disease and Cancer Research, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

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Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung City 807, Taiwan

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Ph.D. Program in Toxicology, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

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Department of Medicinal and Applied Chemistry, College of Life Science, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

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Department of Biomedical Science and Environmental Biology, College of Life Science, Kaohsiung Medical University, Kaohsiung City 807, Taiwan

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Academic Editor: George Kokotos

Molecules 2018, 23(5), 1036; https://doi.org/10.3390/molecules23051036

Received: 16 April 2018 / Revised: 25 April 2018 / Accepted: 27 April 2018 / Published: 28 April 2018

(This article belongs to the Section Medicinal Chemistry)

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Abstract

The synthesis and anti-inflammatory effects of certain pyrazolo[4,3-c]quinoline derivatives 2a–2r are described. The anti-inflammatory activities of these derivatives were evaluated by means of inhibiting nitric oxide (NO) production in lipopolysaccharide (LPS)-induced RAW 264.7 cells. Among them, 3-amino-4-(4-hydroxyphenylamino)-1H-pyrazolo[4,3-c]-quinoline (2i) and 4-(3-amino-1H-pyrazolo[4,3-c]quinolin-4-ylamino)benzoic acid (2m) exhibited significant inhibition of LPS-stimulated NO production with a potency approximately equal to that of the positive control, 1400 W. Important structure features were analyzed by quantitative structure–activity relationship (QSAR) analysis to give better insights into the structure determinants for predicting the inhibitory effects on the accumulation of nitric oxide for RAW 264.7 cells in response to LPS. In addition, our results indicated that their anti-inflammatory effects involve the inhibition of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX-2) protein expression. Further studies on the structural optimization are ongoing. View Full-Text

Keywords: pyrazolo[4,3-c]quinolines; nitric oxide; anti-inflammatory activity

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MDPI and ACS Style

Tseng, C.-H.; Tung, C.-W.; Peng, S.-I.; Chen, Y.-L.; Tzeng, C.-C.; Cheng, C.-M. Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production. Molecules 2018, 23, 1036. https://doi.org/10.3390/molecules23051036

AMA Style

Tseng C-H, Tung C-W, Peng S-I, Chen Y-L, Tzeng C-C, Cheng C-M. Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production. Molecules. 2018; 23(5):1036. https://doi.org/10.3390/molecules23051036

Chicago/Turabian Style

Tseng, Chih-Hua, Chun-Wei Tung, Shin-I Peng, Yeh-Long Chen, Cherng-Chyi Tzeng, and Chih-Mei Cheng. 2018. "Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production" Molecules 23, no. 5: 1036. https://doi.org/10.3390/molecules23051036

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Discovery of Pyrazolo[4,3-c]quinolines Derivatives as Potential Anti-Inflammatory Agents through Inhibiting of NO Production

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