Abstract:
The work in this dissertation describes the bioassay-guided isolation, and structure
elucidation of sixteen compounds isolated from the fruit part of Aristolochia indica
Linn. The dichloromethane, and butanolic fractions of the plant material exhibited
activities against prostrate (PC-3), and cervical (HeLa) cancer cell lines. The
dichloromethane fraction afforded three new compounds, including aristoloquinone (1),
aristolocenone (2), and aristoloanoide (3), while the known compounds were identified
as dshamirone (4), chrysophanol (5), 4,8-dihydroxy-6-methoxy-2-methylanthraquinone
(6),
-sitosterol (7), oleanolic acid (8), ursolic acid (9), 2-(hydroxymethyl)-3
O
furaldehyde (10), hydroquinone (11), and 4 -(acetoxy) phenyl acetate (12).
The butanolic fraction of the plant yielded three new constituents, aristoloside A (13),
aristoloside B (14), and aristoloside C (15), along with a known compound which was
identified as butyl 3-O-β- D-glucopyranosyl-(3R), 4-dihydroxy-butanoate (16).
The structures of these constituents were elucidated by using modern spectroscopic
techniques, including UV, IR, MS, 1D, and 2D-NMR.
HO
The isolated compounds were tested for their in vitro cytotoxicity against cancer cell
lines. Compounds 8, 9, and 11 showed high sensitivity towards the cervical and
prostrate cancer cell lines, as compared to the standard drug, doxorubicin.
The other natural/ synthetic compounds were also evaluated for their antitumor activity.
Among the natural compounds, physalin derivatives showed a potent activity, whereas
among synthetic compounds, organotin (IV) carboxylate, and imidazole derivatives
exhibited an excellent activity against the cancer cell lines.