Bioactive ent-clerodane diterpenoids from the aerial parts of Baccharis gaudichaudiana.
Three new ent-clerodane diterpenes (1-3) were isolated from the aerial parts of Baccharis gaudichaudiana, and their structures were elucidated as 15,16-epoxy-15alpha-methoxy-ent-clerod-3-en-18-oic acid (1), 13-epi-15,16-epoxy-15alpha-methoxy-ent-clerod-3-en-18-oic acid (2), and 7-oxo-16-hydroxy-ent-clerod-3-en-15-oic acid methyl ester-18,19-olide (3), on the basis of spectroscopic data analysis. A known compound, 7-oxo-ent-clerod-3-en-15,16:18,19-diolide, was also identified. Compounds 1 and 2 showed enhancing activity of nerve growth factor (NGF)-induced neurite outgrowth in PC 12D cells.
Guo
Yuanqiang
Y
Department of Pharmaceutical Molecular Biology, Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai 980-8578, Japan.
Li
Yushan
Y
Xu
Jing
J
Watanabe
Ryuichi
R
Oshima
Yasukatsu
Y
Yamakuni
Tohru
T
Ohizumi
Yasushi
Y
D000818:Animals; D031175:Baccharis / Q000737:chemistry*; D045785:Diterpenes, Clerodane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D020932:Nerve Growth Factor / Q000494:pharmacology*; D016501:Neurites / Q000187:drug effects*; D016716:PC12 Cells; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D013237:Stereoisomerism
C508830:13-epi-15,16-epoxy-15alpha-methoxy-ent-clerod-3-en-18-oic acid; C508828:15,16-epoxy-15alpha-methoxy-ent-clerod-3-en-18-oic acid; C508829:7-oxo-16-hydroxy-ent-clerod-3-en-15-oic acid methyl ester-18,19-olide; D045785:Diterpenes, Clerodane; D020932:Nerve Growth Factor