Tetranorclerodanes and clerodane-type diterpene glycosides from Dicranopteris dichotoma.
The acetone extract of Dicranopteris dichotoma afforded two new tetranorclerodanes, 18-hydroxyaylthonic acid (1) and 18-oxo-aylthonic acid (2), and four new clerodane-type diterpene glycosides, (6S,13S)-6-O-[6-O-acetyl-beta-d-glucopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl]cleroda-3,14-dien-13-ol (3), (6S,13S)-6-O-[4-O-acetyl-beta-d-glucopyranosyl-(1-->4)-alpha-l-rhamnopyranosyl]cleroda-3,14-dien-13-ol (4), 6-O-[6-O-acetyl-beta-d-glucopyranos-yl-(1-->4)-alpha-l-rhamnopyranosyl]-(13E)-cleroda-3,13-dien-15-ol (5), and 6-O-[beta-d-glucopyranosyl]-(1-->4)-alpha-l-rhamnopyranosyl-(13E)-cleroda-3,13-dien-15-ol (6), together with two known compounds, aylthonic acid (7) and (6S,13S)-cleroda-3,14-diene-6,13-diol (8). The structures of these new compounds were established by a combination of 1D and 2D NMR techniques, MS, and acid hydrolysis. Compound 8 showed modest anti-HIV-1 activity.
Li
Xiao-Li
XL
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, People's Republic of China.
Yang
Liu-Meng
LM
Zhao
Yu
Y
Wang
Rui-Rui
RR
Xu
Gang
G
Zheng
Yong-Tang
YT
Tu
Lin
L
Peng
Li-Yan
LY
Cheng
Xiao
X
Zhao
Qin-Shi
QS
D019380:Anti-HIV Agents / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D002681:China; D045785:Diterpenes, Clerodane / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D029624:Ferns / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D019380:Anti-HIV Agents; D045785:Diterpenes, Clerodane; D006027:Glycosides