Eucosterol oligoglycosides isolated from Scilla scilloides and their anti-tumor activity.
Two new eucosterol oligoglycosides, 15-deoxo-30-hydroxyeucosterol 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[(beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside (scillanoside L-1, 1) and 3beta,31-dihydroxy-17alpha,23-epoxy-5alpha-lanost-8-en-23,26-olactone 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[beta-D-glucopyranosyl-(1-->3)]-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-(1-->6)-beta-D-glucopyranoside (scillanoside L-2, 2), were isolated from the bulbs of Scilla scilloides, together with four that were known (3-6), have been isolated from the bulbs of Scilla scilloides. The structures of the new compounds were determined on the basis of spectroscopic and chromatographic methods, and some chemical transformations were discussed. Amongst the isolated compounds, 3 showed the most significant cytotoxicity against tumor cells tested several types with ED(50) value of 1.53-3.06 nM. In vivo experiments, 3 apparently increased the life span of mice bearing Sarcoma 180 tumor cell with T/C value of 239% at dose of 3 mg/kg.
Lee
Sang-Myung
SM
Korea Research Institute of Bioscience and Biotechnology, Yusong, Taejon.
Chun
Hyo-Kon
HK
Lee
Choong-Hwan
CH
Min
Byung-Sun
BS
Lee
Eun-Sook
ES
Kho
Yung-Hee
YH
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D002855:Chromatography, Thin Layer; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008546:Melanoma, Experimental / Q000188:drug therapy / Q000473:pathology; D008958:Models, Molecular; D008968:Molecular Conformation; D009844:Oligosaccharides / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D010840:Phytosterols / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D012510:Sarcoma 180 / Q000188:drug therapy / Q000473:pathology; D031445:Scilla / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D009844:Oligosaccharides; D010840:Phytosterols