Synthesis of New Indazole Analogs of Curcumin as Antioxidant and Anti-inflammatory Candidates: An  In Vitro  Investigation

Hariyanti Hariyanti; Hayun Hayun; Arry Yanuar; Azminah Azminah

doi:10.22146/ijc.82443

Synthesis of New Indazole Analogs of Curcumin as Antioxidant and Anti-inflammatory Candidates: An In Vitro Investigation

https://doi.org/10.22146/ijc.82443

Hariyanti Hariyanti^(1*), Hayun Hayun⁽²⁾, Arry Yanuar⁽³⁾, Azminah Azminah⁽⁴⁾

(1) Department of Pharmaceutical Chemistry, Faculty of Pharmacy and Science, Universitas Muhammadiyah Prof. Dr. HAMKA, Jl. Delima II/IV, Jakarta Timur 13460, Indonesia
(2) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Indonesia, Jl. Lingkar Kampus Raya, Pondok Cina, Depok 16424, Indonesia
(3) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Indonesia, Jl. Lingkar Kampus Raya, Pondok Cina, Depok 16424, Indonesia
(4) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Surabaya, Jl. Ngagel Jaya Selatan 169, Surabaya 60284, Indonesia
(*) Corresponding Author

Abstract

The development of analog curcumin compounds by modifying the structure of monocarbonyl into an analog indazole of curcumin (AIC) is recognized to have a great potential. Still, only a few reports have been available. Rarely occurring in nature, indazole molecules are typically created through chemical synthesis. Therefore, this study aimed to synthesize six new AIC compounds with a particular focus on testing in vitro antioxidant activity using the DPPH and FRAP methods, as well as anti-inflammatory activity using the protein denaturation method. The results showed that the compounds formed had high anti-inflammatory activity but low antioxidant activity. All synthesis products produced higher anti-inflammatory activity than standard diclofenac sodium and curcumin compounds. Specifically, compound 3a showed the highest anti-inflammatory activity with an IC₅₀ = 0.548 ± 0.062 μM. Therefore, it was concluded that compound 3a has the potential to be further studied for anti-inflammatory activity.

Keywords

analog indazole curcumin; anti-inflammatory; antioxidant; in vitro

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DOI: https://doi.org/10.22146/ijc.82443