ABSTRAK
Telah dilakukan penelitian pada tumbuhan tingkat rendah Iumut hati P. sandei Dozy dan tumbuhantinggi famili Lauraceae yaitu Beilschmiedia brevipes Ridl., B. glauca Lee dan Cryptocazya. kurziiHk.f. Ekstraksi P. sandei Dozy dilakukan dengan cara maserasi dengan pelarut berturut-turut n-heksana, klorofom dan melanol, sedangkan ekstraksi pada tumbuhan tingkat tinggi familiLauraoeae menggunakan ekstraksi asam basa untuk memperoleh alkaloid total. isolasi P. sandeiDozy dilakukan dengan kromatograti kolom menggunakan fasa diam silika gel, Sephadex LH-20dan Cosmosil RP-75 serta eluen n-heksana-etilasetat, n-heksana-aseton dan kloroform-metanol,sedangkan isolasi alkaloid digunakan fasa diam silika gel dan eluen diklorometana-metanol.Penentuan struktur molekul dilakukan dengan UV, FTIR, 1H-NMR, 13C-NMR, NMR-2D, ESI-MS,FAB-MS, GC-MS dan HR-MS. Dari hasil tumbuhan tingkat rendah P. sandei Dozy diperoleh 6senyawa yaitu 2 seskuiterpen, spathulenol (A-1) dan 10-oksodaucan-5,8-dien-11-asetat (A-3) yangmerupakan senyawa baru, 2 macam sterol yaitu stigmasterol (A-2) dan silosterol (A-4), turunangliseroi 1',2'-[(3~etoksi)-heksa vinill gliserol (A-5) juga merupakan senyawa baru dan etil p-metoksisinamat (A-6), sedangkan dari tumhuhan tinggi famili Lauraceae diperoleh 7 alkaloidbensilisokuinolin dari B. bravipes Ridl., yaltu 7-O,4'-O-dimetilooclaurin (B-1), papaveraldin (B-2),velucriptin (B-3), papaverine (B-4) adalah bahan alam baru, amepavin (B-5), 4-metilpapaveraldin(B-6) merupakan senyawa baru dan noramepavin (B-7). Enam alkaloid aporfin yaitunorisoturberin (C-1), norisocoridin (C-2), N-metilhemagin (C-3), isocoridin (C-4), hemagin (C-6),catalpivolin (C-7) dm 1 oksoaporin, 7-oksohemagin (C-5) 'dari B. glauca Lee dan 4 alkaloidoksoaportin, O-metilmoschatolin (D-1), subseilin (D-2), aiherolin (D-3), dioentrinon (D-4) dansinamida (D-5) dar! C. Rum? Hk.f. UE aktivitas sitotoksik alkaloid disentxinon pada se! KBmenunjukkan harga LCm 9,03 ppm, sedangkan pada konsentrasf 10 ppm disentrinon dapatmenginduksi apoptosis sebesar 46,30%, dan menyebabkan nekrosis 20,28%. Disentrinonmenginduksi apoptosis jauh lebih tinggi dmanding dengan aportin aiau oksoeporfin Iain, tetapisedikit Iebih rendah daripada vinkristin sebagai kontrol positif.
Abstract
The research of the isolation and structure determination of the chemical constituents of theliveiwort of Plagiochila sandei Dozy and Lauraceae, namely Beilschimedia brevrpes Ridl.,Beilschmiedia giauca Lee and Cryptocarya kurzii Hk.f. have been performed . The extraction of P.sandei was carried out using n-hexane, CHCI3 and MeOH, subsequently, while for the Lauraceaethe acid base extraction was periomied to get the crude alkaloid extracts. P.sandei Dozy waspurified by column chromatography using silica gel, Sephadex LH-20 dan Cosmosil RP-75 asstationary phase and n-hexane-ethyl-acetate, n-hexane-acetone and chloroform-methanol asmobile phase, respectively. The crude alkaloids mixture was subjected to column chromatographyover silica get and dichloromethane - methanol as mobile phase. The molecular structure ofthecompounds were determined by spectroscopic methods, such as UV, FTIR, 1H-NMR, 13C-NMR,NMR-2D, ESI-MS, FAB-MS, GC-MS and HR-MS. From the liverwort P. sandei Dozy, 6 compoundsas chemical constituents of were obtained: 2 sesquiterpenes, spathulenol (A-1) and 10oxodaucane-5,8-dlene-11-acetate (A-3) as a new compound, 2 sterols: stigmasterol (A-2) andsitosterol (A-4), 1',2?-dimethyl-[(3~ethoxy)-hexavinyl] glycerol. a new compound of a derivative ofglycerol (A-5) and ediyl p-melhoxy cinnnamate (A-6). Nineteen alkaloids were isolated fromLauraoeae, 7 benzylisoquinoiinei from B.brevipes Ridl.: 7-O,4'-O-dimethylcoclaurine (B-1),papaveraldine (B-2), veluoryptine (B-3), papaverinol (B-4) as new natural product compound,armepavine (35). 4-methyipapaveraldine (B-6) as new compound and noramrepavine (B-7). Sixaporphine alkaloids were obtained: norisoturberine (C-1), norisocorydine (C-2), N-methylhemagine(C-3), isocorydine (C-4). hemagine (C-6), catalpivoline (C-7) and oneoxoaporphine called 7-oxohemagine (C-5). Four oxoaporphine alkaloids were isolated from B.glauca Lee: 0#methyimoschatoline (D-1), subsessiline (D-2), atheroline (D-3), dicentrinone (D-4)and a 'proto' alkaloid cinamide (D-5) from C. kurzii Hk.f. The cytotoxic activity test of the aporphineand oxoaporphine alkaloids to the KB cell line showed that dicentrinone - an oxoaporphine hadLC50 9,03 ppm, while at 10 ppm, dicentlinone induced apoptosis 46.30% and 20,28% necrosis.This activity was much higher than aporphines and other oxoaporphlnes, but it was slightly lowerthan vincristine as positive control. |
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