Synthesis, Biological Evaluation and Molecular Docking of Avicequinone C Analogues as Potential Steroid 5α-Reductase Inhibitors

January 2017 in “ Chemical & Pharmaceutical Bulletin ”

Wiranpat Karnsomwan, Ponsawan Netcharoensirisuk, Thanyada Rungrotmongkol, Wanchai De-Eknamkul, Supakarn Chamni

Avicequinone C Steroid 5α-Reductase 5α-reductase inhibitors HaCaT cells furanonaphthoquinones propionic substituent androgenic disorders alopecia 5-alpha-reductase inhibitors human skin cell line hair loss

Studysummary This study found that a synthetic avicequinone C analogue, 5e, was significantly more potent in inhibiting steroid 5α-reductase type 1 activity in human keratinocytes compared to the original isolated compound. Our plain-language summary of this paper — not a Tressless recommendation.

In 2016, a study was conducted to evaluate Avicequinone C analogues as potential inhibitors of Steroid 5α-Reductase, an enzyme linked to hair loss and alopecia. Several compounds were synthesized and their inhibitory effects were tested on HaCaT cells, a human skin cell line. The most potent compound, 5e, showed 22-fold more inhibitory activity compared to the original compound, Avicequinone C. The study concluded that furanonaphthoquinones, especially those with a propionic substituent, could potentially serve as new 5α-reductase inhibitors, offering a potential treatment for androgenic disorders like alopecia. However, further studies were recommended to understand the inhibitory mechanism.

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