ABSTRACT
A new diarylhexane, kneglobularone B (1) and two new diarylpropanols, kneglobularols A - B (2 - 3) along with seven known compounds (4 - 10) were isolated and characterized from the roots of Knema globularia. It is the first time to find arylpropyl quinone (4) and isoflavone (8) in Myristicaceae family. In addition, 5 was found for the first time in Knema genus. Their structures were elucidated by UV, IR, MS, 1 D and 2 D NMR techniques. Compound 4 exhibited strong cytotoxicity against the NCI - H187 and MCF - 7 cell lines with IC50 values of 3.08 and 6.68 µg/mL, respectively.
Subject(s)
Myristicaceae , Plantaginaceae , Cell Line, Tumor , Humans , MCF-7 Cells , Molecular Structure , Myristicaceae/chemistry , Plant Extracts/chemistry , Plant Roots/chemistryABSTRACT
Four new acylphloroglucinol derivatives 1, 3, 5 and 13 were isolated from the fruits of Horsfieldia irya, and in addition, thirteen known compounds were also discovered. All compounds were evaluated for cytotoxicity against HeLa and HCT116 cell lines, as well as normal cells (Vero cells). Compound 13 showed cytotoxicity against HeLa and HCT116 cell lines with IC50 values of 4.53 ± 0.05 and 4.53 ± 0.16 µg/mL, respectively, and showed less activity against normal cells (IC50 = 13.38 ± 0.75 µg/mL). Compound 13 may be useful for the development of anticancer agents. It was found that decanoyl side chain may be necessary for the cytotoxicity. The chemical structures of all isolated compounds were elucidated using spectroscopic methods including 1 D-NMR, 2 D-NMR, MS and IR data.
Subject(s)
Antineoplastic Agents, Phytogenic , Myristicaceae , Animals , Antineoplastic Agents, Phytogenic/pharmacology , Chlorocebus aethiops , Fruit , HCT116 Cells , Humans , Molecular Structure , Vero CellsABSTRACT
Two new compounds, dalpulanone (1) and 2-hydroxyisomucronustyrene (2), were isolated from the stems of Dalbergia stipulacea. Fourteen known compounds (3-16) were also isolated. The chemical structures of all isolated compounds were elucidated using spectroscopic methods, including 1D-NMR, 2D-NMR, MS and IR data. Compound 4 displayed the strongest antifungal activity against Pythium insidiosum and had higher activity than the amphotericin-B standard.
Subject(s)
Antifungal Agents/pharmacology , Dalbergia , Pythium , Antifungal Agents/isolation & purification , Dalbergia/chemistry , Magnetic Resonance Spectroscopy , Molecular Structure , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Plant Stems/chemistry , Pythium/drug effectsABSTRACT
A new flavonoid, atalantraflavone (1) as well as eight known compounds including atalantoflavone (2), racemoflavone (3), 5,4'-dihydroxy-(3â³,4â³-dihydro-3â³,4â³-dihydroxy)-2â³,2â³-dimethylpyrano-(5â³,6â³:7,8)-flavone (4), lupalbigenin (5), anabellamide (6), citrusinine I (7), p-hydroxybenzaldehyde (8), and frideline (9), were isolated from the leaves of Atalantia monophylla (L.) DC. Focusing on Alzheimer's disease, acetylcholine esterase (AChE) inhibition and antioxidant activity were evaluated using the modified Ellman's method and the ABTS scavenging assay, respectively. It was found that isoflavonoid 5, lupalbigenin, showed 79% inhibition to AChE and was 1.4-fold stronger than the tacrine standard. In addition, acridone 7, citrusinine I, displayed 90.68% antioxidant activity.
Subject(s)
Antioxidants/pharmacology , Cholinesterase Inhibitors/pharmacology , Flavonoids/pharmacology , Rutaceae/chemistry , Acridones/chemistry , Acridones/pharmacology , Alkaloids/chemistry , Alkaloids/pharmacology , Antioxidants/chemistry , Cholinesterase Inhibitors/chemistry , Drug Evaluation, Preclinical/methods , Flavonoids/chemistry , Isoflavones/chemistry , Isoflavones/pharmacology , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/pharmacology , Plant Leaves/chemistryABSTRACT
A new coumarin, scataccanol (1) and 10 known compounds were isolated from the fruits of Scaevola taccada (Gaertn.) Roxb. All compounds were evaluated for antifungal activity against Pythium insidiosum. Compounds 5 and 7 showed strong antifungal activity with minimum inhibitory concentration values of 5 and 10 µg/mL, respectively. Structural determination of all compounds was accomplished by 1D and 2D-NMR, IR and MS.
Subject(s)
Antifungal Agents/pharmacology , Furocoumarins/isolation & purification , Magnoliopsida/chemistry , Pythium/drug effects , Fruit/chemistry , Furocoumarins/chemistry , Furocoumarins/pharmacology , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microbial Sensitivity TestsABSTRACT
Five new compounds, including pteroloterins A-C (1, 3, and 4), 1ß-acetoxytaepeenin C (2), and 8aα-hydroxycadinenal (5), and 11 known compounds were isolated from the root bark of Pterolobium macropterum. All compounds were evaluated for cytotoxicity against the cholangiocarcinoma cell lines. Compound 9 showed weak cytotoxicity against the KKU-M139 cell line with an IC50 value of 23.24 ± 0.18 µM and showed no activity against normal cells.
Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Fabaceae/chemistry , Terpenes/isolation & purification , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Bile Duct Neoplasms , Bile Ducts, Intrahepatic , Cell Line, Tumor , Cholangiocarcinoma , Drug Screening Assays, Antitumor , Humans , Inhibitory Concentration 50 , Molecular Structure , Osteogenesis/drug effects , Plant Bark/chemistry , Structure-Activity Relationship , Terpenes/chemistry , Terpenes/pharmacology , ThailandABSTRACT
Two new compounds, derrivanone (1) and derrischalcone (2), were isolated from the crude hexane extract of the fruits of Derris indica. In addition, 14 known compounds were isolated from the fruits of this plant. Chalcones 2-4 showed strong cytotoxicity against cholangiocarcinoma cell line (M156) and human hepatoma HepG2 cells. In addition, flavanones 15 and 16 exhibited potent and high cytotoxic efficacy.
Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/toxicity , Derris/chemistry , Antineoplastic Agents/therapeutic use , Bile Duct Neoplasms/drug therapy , Bile Ducts, Intrahepatic , Cell Line, Tumor , Chalcones/chemistry , Cholangiocarcinoma/drug therapy , Flavanones/chemistry , Flavanones/toxicity , Fruit/chemistry , Hep G2 Cells , Humans , Plant Extracts/chemistryABSTRACT
Four new compounds, microminutin B (1), microminutin C (2), micromarinate (3), and secomicromelin (4) as well as 17 known compounds were isolated from the fruits of Micromelum falcatum. All compounds were evaluated for antifungal activity against Pythium insidiosum using disc diffusion assay. P. insidiosum is a fungus-like microorganism for which antifungal agents now available are not effective. The results show that four compounds including secomicromelin (4), 7-methoxy-8-(4'-methyl-3'-furanyl)coumarin (10), micromarin B (17), and isomicromelin (19) could inhibit the mycelia growth of P. insidiosum.
Subject(s)
Antifungal Agents/chemistry , Coumarins/chemistry , Plant Extracts/chemistry , Pythium/drug effects , Rutaceae/chemistry , Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Coumarins/isolation & purification , Coumarins/pharmacology , Dose-Response Relationship, Drug , Fruit/chemistry , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Molecular Structure , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Pythium/growth & developmentABSTRACT
Thirteen compounds were isolated from the stem of Hymenocardia wallichii Tul. A new phenolic compound, wallinol (1), was found in this plant. The other chemical components were squalene (2), stigmasterol (4), homopterocarpin (5), two triterpenes (3 and 13), two benzaldehyde derivatives (6 and 9), three cinnamyl derivatives (7, 11, and 12), a coumarin (8), and a monoglyceride (10). Their structures were elucidated on the basis of spectroscopic methods including IR, HR-ESI-MS, and 1D and 2D NMR data.
