Terpenoids from Glechoma hederacea var. longituba and their biological activities.
Dong Hyun KimSong Lim HamZahra KhanSun Yeou KimSang Un ChoiChung Sub KimKang Ro LeePublished in: Beilstein journal of organic chemistry (2022)
Glechoma hederacea var. longituba (common name: ground ivy) has been used for the treatment of asthma, bronchitis, cholelithiasis, colds, and inflammation. In the present study, three new sesquiterpene glycosides ( 1 - 3 ), two new diterpene glycosides ( 4 and 5 ), and four known compounds ( 6 - 9 ) were isolated from its MeOH extract. A structure elucidation was performed for the five new compounds ( 1 - 5 ) using 1D and 2D NMR, HRESIMS, DP4+ and ECD calculations, and chemical methods. All the isolates ( 1 - 9 ) were assessed for their antineuroinflammatory activities on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells, nerve growth factor (NGF) secretion stimulation activities in C6 glioma cells, and cytotoxic activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 2 and 5 - 7 exhibited inhibitory effects on the NO production with IC 50 values of 52.21, 47.90, 61.61, and 25.35 μM, respectively. Compound 5 also exhibited a significant stimulating effect on NGF secretion (122.77 ± 8.10%). Compound 9 showed potent cytotoxic activity against SK-OV-3 (IC 50 = 3.76 μM) and SK-MEL-2 (IC 50 = 1.48 μM) cell lines, while 7 displayed a strong cytotoxic activity against the SK-MEL-2 (IC 50 = 9.81 μM) cell line.
Keyphrases
- growth factor
- nitric oxide
- oxidative stress
- inflammatory response
- cell cycle arrest
- anti inflammatory
- induced apoptosis
- lps induced
- endothelial cells
- chronic obstructive pulmonary disease
- magnetic resonance
- squamous cell carcinoma
- high resolution
- lipopolysaccharide induced
- cell death
- molecular dynamics
- density functional theory
- genetic diversity
- cell proliferation
- immune response
- endoplasmic reticulum stress
- pi k akt