Synthesis and evaluation of analgesic, anti-inflammatory, and anticancer activities of new pyrazole-3(5)-carboxylic acid derivatives

ÇALIŞKAN B., Yilmaz A., Evren I., Menevse S., Uludag O., BANOĞLU E.

MEDICINAL CHEMISTRY RESEARCH, cilt.22, sa.2, ss.782-793, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 2
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1007/s00044-012-0072-4
  • Dergi Adı: MEDICINAL CHEMISTRY RESEARCH
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.782-793
  • Anahtar Kelimeler: Carrageenan, Hind paw edema, Benzoquinone, Writhings, Cell lines, PRELIMINARY BIOLOGICAL EVALUATION, CANCER CELL-GROWTH, PAIN-LIKE BEHAVIOR, AMIDE DERIVATIVES, CYCLOOXYGENASE-2 COX-2, HYDRAZONE DERIVATIVES, PYRAZOLE DERIVATIVES, POTENTIAL AGENTS, BREAST-CANCER, APOPTOSIS
  • Gazi Üniversitesi Adresli: Evet

Özet

In this article, we synthesized a series of novel 1-benzyl-5(3)-p-tolyl-1H-pyrazole-3(5)-carboxylic acid derivatives and characterized by IR, H-1 NMR, and mass spectroscopy. Compounds were evaluated for their in vivo analgesic and anti-inflammatory activity using the p-benzoquinone-induced writhing test and the carrageenan-induced paw edema model, respectively. Out of 14 compounds tested, 7a, 7c, 7e, 7f, 7i, 8a-b, and 8f-g exhibited potent analgesic and/or anti-inflammatory activity as compared to reference drugs aspirin and indomethacin. Anticancer activity of these compounds was assessed against five cancer cell lines with the MTT assay (HL-60, human promyelocytic leukemia cells; HeLa, human cervical cancer cells; Raji, human B lymphocyte cell line; MCF7, human breast adenocarcinoma cell line; MDA-MB-231, estrogen-independent human breast cancer cell line). Compounds 7a, 8a, and 8b with high anti-inflammatory activity, and also 7d and 7j with mild anti-inflammatory activity exhibited promising anticancer activity against some selected cell lines.