Cholpisut Tantapakul. Bioactive compounds from plants: Afgekia Filipes, Cratoxylum, Sumatranum, Dysoxylum Mollissimum, Garcinai Propinqua, Glycosmis Puberula and Zanthoxylum Rhetsa. Doctoral Degree(Applied Chemistry). Mae Fah Luang University. The Learning Resources and Education Media Center. : Mae Fah Luang University , 2014.
Bioactive compounds from plants: Afgekia Filipes, Cratoxylum, Sumatranum, Dysoxylum Mollissimum, Garcinai Propinqua, Glycosmis Puberula and Zanthoxylum Rhetsa
Abstract:
Phytochemical investigation and biological activities from plants including Afgekia filipes, Cratoxylum sumatranum, Dysoxylum mollissimum, Garcinia propinqua, Glycosmis puberula and Zanthoxylum rhetsa led to the isolation and identification of 13 new compounds (CS1, CS2, CS4CS6, CS17, DM1, DM2, GP1GP3, PU1 and ZR1) along with 66 known compounds (AF1AF13, CS3, CS7CS16, CS18CS30, DM3DM9, GP4GP6, GP9GP10, PU2PU11 and ZR3ZR9). All compounds were characterized by spectroscopic methods (UV, IR, NMR and MS) as well as comparison with those of reported known compounds. Some of isolated compounds were exhibited antibacterial and cytotoxic activities.
Two isoflavanquinones (AF1 and AF2), three isoflavans (AF3AF5), two chalcones (AF6 and AF7), two flavones (AF8 and AF9) and four isoflavones (AF10AF13) were isolated from A. filipes twigs. Compounds AF1AF5 were established their absolute configuration by CD measurements. Their antibacterial activity of all isolated compounds, except for compound AF9, was evaluated and all
tested compounds exhibited weak to moderate antibacterial activity. Thirty compounds were isolated from C. sumatranum. Two new benzophenones (CS1 and CS2), three new xanthones (CS4CS6), and eleven known compounds (CS3 and CS7CS16) were isolated from the roots whereas a new xanthone (CS17) along with 15 compounds (CS7, CS13 and CS18CS30) were isolated from the twigs. Some of isolated compounds were further evaluated for their cytotoxicity against oral cavity (KB) and breast (MCF7) cancer cell lines. Compound CS5 showed good inhibitory effects against the KB and MCF cell lines with IC50 values of 10.8 and 15.2 μM, respectively, while compound CS1 showed good inhibitory effects against the KB cell line with the IC50 values of 18.6 μM.
Compounds CS6 and CS26 showed strong activity against B. cereus, M. luteus and Staph. epidermis with MIC values of 4 and 8 μg/ml. Compound CS26 also exhibited antibacterial activity against Ps. aeruginosa with MIC value of 4 μg/ml. In addition, CS7 displayed good activity (8 μg/ml) against Staph. aureus, while compound CS20 exhibited strong activity against S. typhimurium with MIC value of 4 μg/ml.
The phytochemical investigation of the fruits of D. mollissimum led to isolation of two new dammaranes, dysomollisol (DM1) and dysomollisone (DM2), along with seven known compounds (DM3DM9). The antibacterial activity and cytotoxicity against KB cell line of compounds DM1DM9 were found to be weakly and inactive.
The first phytochemical investigation of G. propinqua twigs led to the isolation and identification of three new compounds, including two rearranged benzophenones, doitunggarcinones A (GP1) and B (GP2), and a xanthone, doitunggarcinone C (GP3), together with seven known compounds (GP4−GP10). The antibacterial activity of all isolated compounds was also evaluated and the
results showed that compounds GP7 and GP8 showed good activity against MRSA SK1 and Staph. aureus TISTR 1466, with MIC ranging from 24 μg/ml.
The first phytochemical investigation of G. puberula twigs led to the isolation and identification of a new quinolone alkaloid, glycosmispuberulone (PU1), along with ten known compounds (PU2PU11). Compounds PU3 and PU9PU11 showed specific activity against B. cereus and M. luteus with equal MIC values of 8 μg/ml. Compounds PU1, PU2, PU4, PU5, PU10 and PU11 also displayed activity against E. coli with MICs ranging from 4 to 16 μg/ml.
A new amide, zanthorhetsamide (ZR1), along with nine known compounds (ZR2ZR10) was isolated from the roots and stem bark of Z. rhetsa. Dihydrochelerythrine (ZR4) exhibited good activity against MRSA SK1 and moderate activity against E. coli TISTR 780 with MIC values of 8 and 16 μg/ml, respectively.
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