neo-Clerodane diterpenes from Ajuga ciliata Bunge and their neuroprotective activities

• Published in: Fitoterapia Vol. 82; no. 7; pp. 1123 - 1127
• Main Authors: Guo, Ping, Li, Yushan, Xu, Jing, Guo, Yuanqiang, Jin, Da-Qing, Gao, Jie, Hou, Wenbin, Zhang, Tiejun
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01.10.2011; Elsevier
• Subjects: 1-Methyl-4-phenylpyridinium; Ajuga; Ajuga - chemistry; Ajuga ciliata Bunge; Biological and medical sciences; Cell death; Cell Death - drug effects; Cell Line; Ciliata; Data processing; Diterpenes; Diterpenes, Clerodane - chemistry; Diterpenes, Clerodane - isolation & purification; Diterpenes, Clerodane - pharmacology; diterpenoids; Dopamine; General pharmacology; Humans; Medical sciences; Molecular Structure; neo-clerodane; Neuroblastoma; Neuroprotection; Neuroprotective activities; Neuroprotective Agents - chemistry; Neuroprotective Agents - isolation & purification; Neuroprotective Agents - pharmacology; neuroprotective effect; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Extracts - chemistry; Plant Extracts - pharmacology; Diterpenes; Ajuga ciliata Bunge; Neuroprotective activities; neo-clerodane; Protozoa; Neuroprotection; Terpenoid; Pharmacognosy; Medicinal plant; Labiatae; Dicotyledones; Angiospermae; Plant origin; Diterpene; Spermatophyta; Ciliata
• ISSN: 0367-326X; 1873-6971
• DOI: 10.1016/j.fitote.2011.07.010

Three new (1–3) and three known (4–6) neo-clerodane diterpenes have been isolated from the whole plants of Ajuga ciliata Bunge. The structures of the new compounds were elucidated as (12S)-1β,6α,19-triacetoxy-18-chloro-4α,12-dihydroxy-neo-clerod-13-en-15,16-olide (1), (12S,2′S)-12,19-diacetoxy-18-chloro-4α,6α-dihydroxy-1β-(2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide (2), and (12S)-6α,18,19-triacetoxy-4α,12-dihydroxy-1β-tigloyloxy-neo-clerod-13-en-15,16-olide (3), on the basis of spectroscopic data analysis. All the diterpenes were evaluated for the neuroprotective effects against MPP+-induced neuronal cell death in dopaminergic neuroblastoma SH-SY5Y cells and compounds 2–5 exhibited moderate neuroprotective effects. Six neo-clerodane diterpenes (1–6) were isolated and identified from Ajuga ciliata. Their structures were elucidated by spectroscopic methods. The neuroprotective effects of these diterpenes were evaluated. [Display omitted]