Antineurodegenerative Labdane Diterpenoid Glycosides from the Twigs of Pinus koraiensis

Abstract

Eleven new labdane-type diterpenoid glycosides, koraiensides A–K (1–11), together with two known analogues were isolated from the twigs of Pinus koraiensis. Their structures were elucidated via NMR, HRMS, and ECD data, DP4+ statistical analysis, and hydrolysis. The metabolites were tested for induction of nerve growth factor in C6 glioma cells to evaluate their potential neuroprotective activity. The compounds were measured for production of nitric oxide levels in lipopolysaccharide (LPS)-activated murine microglia BV2 cells to assess their antineuroinflammatory activity. Compounds 10 and 13 showed NGF secretion inducing effects from C6 glioma cells (162.3 ± 13.9% and 162.7 ± 6.9%, respectively). Compound 6 showed an IC50 value of 24.1 μM, implying significant inhibition of NO production.

Identification of an Alepterolic Acid Derivative as a Potent Anti‐Breast‐Cancer Agent via Inhibition of the Akt/p70S6K Signaling Pathway

“…Structurally, alepterolic acid is an ent ‐labdane‐type diterpene (Figure 1). [18,19] Labdane‐type diterpene are wildly occurred in various plants with diversified biological effects, such as anti‐inflammatory, anti‐hyperlipidemic, anti‐neurodegenerative, and anticancer activity [22–31] . More often than not, synthetic derivatives of labdanes usually have better biological activity than that of the parent compounds.…”

“…[18,19] Labdane-type diterpene are wildly occurred in various plants with diversified biological effects, such as antiinflammatory, anti-hyperlipidemic, anti-neurodegenerative, and anticancer activity. [22][23][24][25][26][27][28][29][30][31] More often than not, synthetic derivatives of labdanes usually have better biological activity than that of the parent compounds. Andrographolide (Figure 1), a labdane-type diterpene as the major bioactive constituent of Andrographis paniculata Nees has been intensively modified to synthesize a large amount structurally diversified derivatives with improvement of their therapeutic potential for cancer.…”