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Anti-inflammatory Activity of Caffeic Acid Derivatives Isolated From the Roots of Salvia Miltiorrhiza Bunge

Hyun Gyu Choi, Phuong Thao Tran, Jeong-Hyung Lee, Byung Sun Min, Jeong Ah Kim

Arch Pharm Res. 2018 Jan;41(1):64-70.

PMID: 29124660

Abstract:

Ten caffeic acid derivatives (1-10) were isolated from the roots of Salvia miltiorrhiza by using various chromatographic methods and their chemical structures were spectroscopically elucidated. The absolute configurations of chiral centers were determined by comparison with reported coupling constants, optical rotation values, and CD techniques. Anti-inflammatory activities were evaluated using nitric oxide (NO), inducible nitric oxide synthase (iNOS), cyclooxygenase (COX)-2 inhibition assays, and by determining the expression of heme oxygenase (HO)-1. Two new caffeic acid derivatives, 8-epiblechnic acid 9-methyl ester (4) and 8-epiblechnic acid 9'-methyl ester (5), and eight known derivatives, caffeic acid methyl ester (1), shimobashiric acid B (2), rosmarinic acid methyl ester (3), salvianolic acid C (6), methyl salvianolate C (7), lithospermic acid monomethyl ester (8), lithospermic acid dimethyl ester (9), and dimethyl lithospermate B (10), were isolated from the ethyl acetate fraction of S. miltiorrhiza. All caffeic acid derivatives were evaluated for their inhibitory effect on NO production. Compounds 2 and 3 inhibited NO production with IC50 values of 1.4 and 0.6 μM, respectively. These compounds also strongly inhibited the production of iNOS and COX-2. In addition, compound 3 induced the expression HO-1 in a concentration-dependent manner at 0.1, 0.3, and 1.0 μM.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP145434226 2,4,6-Triisopropylphenylboronic acid methyl ester 2,4,6-Triisopropylphenylboronic acid methyl ester 145434-22-6 Price
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