Citation
Komala, Ismiarni
(2005)
Isolation and Biological Activity of Naturally Occurring Compounds from Melicope Lunu Ankenda (Gaertn) T-Hartley, Melicope Bonwickii(F-Muell) Tharyley and Tetradium Sambucinum (Bl) Hartley.
Masters thesis, Universiti Putra Malaysia.
Abstract
Detailed investigation on three Rutaceous plants have resulted in the isolation and
structural elucidation of a number of compounds. The structures of these compounds
were elucidated by using spectroscopic methods such as W (ultraviolet), IR (infia
red), MS (mass spectra), NMR (Nuclear Magnetic Resonance) and also by
comparison with previous reports. The crude extracts and isolated compounds were
evaluated for their antioxidant, cytotoxicity and antimicrobial activities using DPPH
(1,l -diphenil-2-picrylhydrazyl), MTT ((3-(4,5-dimethylthiazol-2-y1)-2,sdiphenyltetrazolium
bromide) and disc diffusion methods, respechvely.
The phytochemical study on leaves of Mel~cope lum-ankenda (Gaertn) T. Hartley
afforded pO-geranylcoumaric acid (1 53) sesamin (1 Og), melisemine (1 54) and a
new compound given tentative structure of 7,7"-digeranyloxy-2",3"-epoxycinnamic
anhydride (155). The melisemine (154) showed weak activity as a radical scavenger
with an ICso value of 75 pg/mL. Meanwhile the 7,7"-digeranyloxy-2",3"- epoxycinnamic anhydride (155) was found to be active against cervical cancer
(Hela) cell line with an ICSOv alue of 34 pg/mL.
The investigations on leaves of hfelicope bonwickii (F. Ibluell) T. Hartley have
resulted in the isolation of three known furoquinoline alkaloid, 7-(2',3'-
epoxypreny1oxy)-4-methoxyfuroquinoline (156), evellerine (157) and kokusaginine
(11) together with a new 7-(2'-hydroxy-3'-ch1oroprenyloxy)-4-
methoxyfuroquinoline (158) and a known amide compound aurantiamide acetate
(1 59). Two compounds 7-(2',3 '-epoxypreny1oxy)-4-methoxyfuroquinoline (1 56) and
7-(2'-hydroxy-3'-cl~1loroprenyloxy)-4-methoxyfuroquinol~(e1 58) were found to be
toxic to cervical cancer (Hela) cell line with ICso values of 6.0 and 11.4 pg/mL,
respectively.
Detailed extraction and separation of bark and leaves of Tetradium sambucinum (BI)
Hartley have led to the isolation of decarine (160), rutaecarpine (122) 7-
hydroxycoumarin (141) and aurantiamide acetate (159). Decarine (160) was active
against the cervical cancer cell lines (Hela) with an ICW value of 14.6 pg/mL, while
rutaecarpine (122) showed weak a radical scavenger activity with an ICjo value of
75pg/mL.
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