Isolation And Biological Activity Of Naturally Occurring Compounds From Melicope Lunu Ankenda (Gaertn) T-Hartley, Melicope Bonwickii (F-Muell) T-Hartley And Tetradium Sambucinym (BL) Hartley

Author

ISMIARNI KOMALA

Date

2005

Keyword

Melicope Lunu ankenda (Gaertn) T. Hartley, Melicope bonwickii (F. Muell) T. Hartley, Tetradium sambucinum (BL) Hartley, Rutaceae, phytochemical study, antioxidant, cytotoxicity , antimicrobial activities, cell lines

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 UV (ultraviolet), IR (infra 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 (l,1-diphenil-2-picrylhydrazyl), MTT ((3-(4,5-dimethylthiazol-2-yl)-2,5- diphenyltetrazolium bromide) and disc diffusion methods, respectively. The phytochemical study on leaves of Melicope Lunu ankenda (Gaertn) T. Hartley afforded p-O-geranylcoumaric acid (153) sesamin (109), melisemine (154) 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   IC50  value  of 75   µg/mL.   Meanwhile  the   7,7"-digeranyloxy-2",3"- epoxycinnamic anhydride     (155) was found to be active against cervical cancer (Hela) cell line with an IC50 value of 34 µg/mL. The investigations on leaves of Melicope bonwickii (F. Muell) T. Hartley have ulted in the isolation of three known furoquinoline alkaloid, 7-(2',3'-epoxyprenyloxy)-4-methoxyfuroquinoline (156), evellerine (157) and kokusaginine (11)      together      with a      new      7-(2'-hydroxy-3'-chloroprenyloxy)-4-methoxyfuroquinoline (158) and  a known   amide compound aurantiamide acetate (159). Two compounds 7-(2',3'-epoxyprenyloxy)-4-methoxyfuroquinoline (156) and 7-(2'-hydroxy-3'-cluoroprenyloxy)-4-memoxyfuroquinoline (158) were found to be toxic to cervical cancer (Hela) cell line with IC50 values of 6.0 and 11.4  µg/mL, respectively. Detailed extraction and separation of bark and leaves of Tetradium sambucinum (Bl) 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 IC50 value of 14.6 µg/mL, while HI  rutaecarpine (122) showed weak a radical scavenger activity with an IC50 value of 75µg/mL.