12alpha-hydroxystigmast-4-en-3-one: a new bioactive steroid from Toona ciliata (Meliaceae).
In a bioassay guided phytochemical investigation of Toona ciliata (Fam. Meliaceae), a new hydroxy steroidal ketone, 12alpha-hydroxystigmast-4-en-3-one (1) was isolated from the petroleum ether extract of the plant together with two known steroids and three C-methyl coumarins. The structure of 1 was established by means of spectroscopic analyses. Compound 1 was found cytotoxic in a brine shrimp lethality bioassay with LC50 of 9.9 microg/ml and it also showed significant antitumor activity with Ti50 value of 14.1 microg/ml in a potato disc bioassay.
Phytochemical Research Laboratory, Department of Pharmacy, University of Dhaka, Dhaka 1000, Bangladesh. rzchy@dhaka.net
R
R
Chowdhury
R B
RB
Rashid
M H
MH
Sohrab
C M
CM
Hasan
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001156:Artemia; D031587:Cedrela / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D004354:Drug Screening Assays, Antitumor; D007194:India; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010946:Plants, Medicinal / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013265:Stigmasterol / Q000031:analogs & derivatives / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
C475106:12-hydroxystigmast-4-en-3-one; D000972:Antineoplastic Agents, Phytogenic; D013256:Steroids; D013265:Stigmasterol