摘要
A number of hydroxylated diterpenoids were obtained from the microbial transformation of isosteviol lactone (4α-carboxy-13α-hydroxy-13,16-seco-ent-19-norbeyeran-16-oic acid 13,16-lactone) (2) with Mucor recurvatus MR 36, Aspergillus niger BCRC 31130, and Absidia pseudocylindrospora ATCC 24169. Incubation of 2 with M. recurvatus and Asp. niger led to isolation of seven known compounds (1 and 3-8). Incubation of 2 with Abs. pseudocylindrospora produced 5 and six previously unreported compounds (9-14). The structures of these isolated compounds were deduced by high-field NMR techniques (1H, 13C, DEPT, COSY, NOESY, HSQC, and HMBC), and those of 9 and 11 were further confirmed by X-ray crystallographic analyses. Subsequently, the inhibitory effects on activator protein-1 (AP-1) activation in lipopolysaccharide-stimulated RAW 264.7 macrophages of all of these compounds were evaluated. Compounds 2-5, 8, 9, 11, and 12 exhibited significant inhibitory activity, while 3 was more potent than the reference compound of dexamethasone.
| 原文 | 英語 |
|---|---|
| 頁（從 - 到） | 759-764 |
| 頁數 | 6 |
| 期刊 | Phytochemistry |
| 卷 | 70 |
| 發行號 | 6 |
| DOIs | |
| 出版狀態 | 已發佈 - 四月 2009 |
指紋
ASJC Scopus subject areas
- Plant Science
- Biochemistry
- Molecular Biology
- Horticulture
引用此文
Fungal transformation of isosteviol lactone and its biological evaluation for inhibiting the AP-1 transcription factor. / Chou, Bo Hon; Yang, Li Ming; Chang, Shwu Fen; Hsu, Feng Lin; Lo, Chia Hsin; Lin, Wen Kuang; Wang, Li Hsuan; Liu, Pan Chun; Lin, Shwu Jiuan.
於: Phytochemistry, 卷 70, 編號 6, 04.2009, p. 759-764.研究成果: 雜誌貢獻 › 文章
}
TY - JOUR
T1 - Fungal transformation of isosteviol lactone and its biological evaluation for inhibiting the AP-1 transcription factor
AU - Chou, Bo Hon
AU - Yang, Li Ming
AU - Chang, Shwu Fen
AU - Hsu, Feng Lin
AU - Lo, Chia Hsin
AU - Lin, Wen Kuang
AU - Wang, Li Hsuan
AU - Liu, Pan Chun
AU - Lin, Shwu Jiuan
PY - 2009/4
Y1 - 2009/4
N2 - A number of hydroxylated diterpenoids were obtained from the microbial transformation of isosteviol lactone (4α-carboxy-13α-hydroxy-13,16-seco-ent-19-norbeyeran-16-oic acid 13,16-lactone) (2) with Mucor recurvatus MR 36, Aspergillus niger BCRC 31130, and Absidia pseudocylindrospora ATCC 24169. Incubation of 2 with M. recurvatus and Asp. niger led to isolation of seven known compounds (1 and 3-8). Incubation of 2 with Abs. pseudocylindrospora produced 5 and six previously unreported compounds (9-14). The structures of these isolated compounds were deduced by high-field NMR techniques (1H, 13C, DEPT, COSY, NOESY, HSQC, and HMBC), and those of 9 and 11 were further confirmed by X-ray crystallographic analyses. Subsequently, the inhibitory effects on activator protein-1 (AP-1) activation in lipopolysaccharide-stimulated RAW 264.7 macrophages of all of these compounds were evaluated. Compounds 2-5, 8, 9, 11, and 12 exhibited significant inhibitory activity, while 3 was more potent than the reference compound of dexamethasone.
AB - A number of hydroxylated diterpenoids were obtained from the microbial transformation of isosteviol lactone (4α-carboxy-13α-hydroxy-13,16-seco-ent-19-norbeyeran-16-oic acid 13,16-lactone) (2) with Mucor recurvatus MR 36, Aspergillus niger BCRC 31130, and Absidia pseudocylindrospora ATCC 24169. Incubation of 2 with M. recurvatus and Asp. niger led to isolation of seven known compounds (1 and 3-8). Incubation of 2 with Abs. pseudocylindrospora produced 5 and six previously unreported compounds (9-14). The structures of these isolated compounds were deduced by high-field NMR techniques (1H, 13C, DEPT, COSY, NOESY, HSQC, and HMBC), and those of 9 and 11 were further confirmed by X-ray crystallographic analyses. Subsequently, the inhibitory effects on activator protein-1 (AP-1) activation in lipopolysaccharide-stimulated RAW 264.7 macrophages of all of these compounds were evaluated. Compounds 2-5, 8, 9, 11, and 12 exhibited significant inhibitory activity, while 3 was more potent than the reference compound of dexamethasone.
KW - Activator protein-1
KW - Diterpenoid
KW - Isosteviol lactone
KW - Microbial transformation
UR - http://www.scopus.com/inward/record.url?scp=65849188788&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=65849188788&partnerID=8YFLogxK
U2 - 10.1016/j.phytochem.2009.03.015
DO - 10.1016/j.phytochem.2009.03.015
M3 - Article
C2 - 19394984
AN - SCOPUS:65849188788
VL - 70
SP - 759
EP - 764
JO - Phytochemistry
JF - Phytochemistry
SN - 0031-9422
IS - 6
ER -