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Synthesis, Investigation on Immunity and Cancer Prevention of Wogonin Derivatives
Author(s) -
Weng Brian BorChun,
Wu JinYi,
Chu ChiShih
Publication year - 2006
Publication title -
the faseb journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.709
H-Index - 277
eISSN - 1530-6860
pISSN - 0892-6638
DOI - 10.1096/fasebj.20.5.a1129-a
Subject(s) - wogonin , scutellaria baicalensis , chemistry , cytotoxicity , baicalein , viability assay , baicalin , cancer cell , pharmacology , biochemistry , apoptosis , cancer , biology , medicine , traditional chinese medicine , organic chemistry , in vitro , alternative medicine , pathology , genetics , high performance liquid chromatography
A variety of plants are capable of synthesizing flavonoids which are being intensively investigated because of their diversified medicinal properties. The traditional Chinese medicinal herb, Huang‐Qin ( Scutellaria baicalensis Gerogi) has been widely used as medicine for anti‐inflammation and antimicrobial activities. The wogonin is one of the primary polyphenolic compounds found in Huang‐Qin besides baicalin and baicalein. We have chemically modified wogonin by substitution of the hydroxyl group on the A ring with an additional alkyl group, including methyl, ethyl, prenyl, geranyl and farnesyl. These derivatives were then subjected for cytotoxicity test on cancer cell lines. In addition, the hydrogen peroxide, nitric oxide and the mRNA expression of iNOS were also evaluated in macrophages. The results have shown that the cytotoxicity of macrophages was decreased with the extending length of alkyl group at the 7‐ position of A ring of wogonin derivatives. Among all the wogonin derivatives, the greatest effect on cell viability of macrophages was 1.6 times increases at the concentration of 100 μg/mL while remain the cytotoxic effect to cancer cell lines. The production of reactive oxygen species by macrophages was also greatly affected with flow cytometric analysis. Our results suggest that the newly synthesized wogonin derivatives are able to enhance immunity and inhibit cancer cell growth.