Syntheses of carnosic acid and carnosol, anti-oxidants in rosemary, from pisiferic acid, the major constituent of Sawara

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Abstract

Carnosic acid (2), a major anti-oxidant in rosemary (Rosmarinus officinalis), was synthesized from pisiferic acid (1), the major constituent of Sawara (Chamaecyparis pisifera), via ortho-oxidation of the phenol using metachlorobenzoyl peroxide (mCBPO), chloroacetyl meta-chlorobenzoyl peroxide (CAMCBPO) or 2-iodoxybenzoic acid (IBX). Carnosol (3), another anti-oxidant in rosemary, was synthesized from carnosic acid by oxidation with silver oxide. Potent antibacterial activities against Propionibacterium acnes (ATCC 6919) (minimum inhibitory concentration (MIC) μg/ml) and Staphylococcus aureus ME/GM/TC Resistant (ATCC 33592) (MIC μg/ml) of carnosic acid and carnosol were reported. © 2010 Pharmaceutical Society of Japan.

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Tada, M., Ohkanda, T., & Kurabe, J. (2010). Syntheses of carnosic acid and carnosol, anti-oxidants in rosemary, from pisiferic acid, the major constituent of Sawara. Chemical and Pharmaceutical Bulletin, 58(1), 27–29. https://doi.org/10.1248/cpb.58.27

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