Cytotoxicity of 3-O-(beta-D-glucopyranosyl) etioline, a steroidal alkaloid from Solanum diphyllum L.
In continuation of our interest in phytochemical screening of the Egyptian flora for potential drugs, the reinvestigation of the methanolic extract of the roots of Solanum diphyllum, which grows naturally in the south of Egypt and is recorded as new to the Egyptian flora, afforded an interesting, highly cytotoxic compound, named 3-O-(beta-D-glucopyranosyl) etioline [(25S)-22,26-epimino-3beta-(beta-D-glucopyranosyloxy) cholesta-5,22(N)-dien-16alpha-ol]. The chemical structure of this compound was determined by comprehensive NMR studies, including DEPT, COSY, HMQC, and MS. The compound exhibited high cytotoxic effects against the cervical cancer cell line, Hela cells, with an IC50 value of 150 microg/mL.
El-Sayed
Magdi A
MA
Department of Biological and Environmental Sciences, Faculty of Agriculture, Yamaguchi University, Yoshida 1677-1, Yamaguchi 753-8515, Japan. magradi2000@yahoo.com
Mohamed
Abou El-Hamd H
Ael-H
Hassan
Mohamed K
MK
Hegazy
Mohamed-Elamir F
ME
Hossaind
Sheikh J
SJ
Sheded
Mohamed G
MG
Ohta
Shinji
S
D002774:Cholestadienes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D032322:Solanum / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
C546049:3-O-(beta-D-glucopyranosyl)etioline; D002774:Cholestadienes