ABSTRACT
Two new aromadendrane sesquiterpenoids, dysosesquiflorins A and B (1 and 2), were isolated from Dysoxylum densiflorum bark, and their structures were elucidated on the basis of NMR spectroscopic data. These dysosesquiflorins showed in vitro cytotoxic activity against several cancer cell lines.
Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Meliaceae/chemistry , Sesquiterpenes/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Drug Screening Assays, Antitumor , HL-60 Cells , Humans , Inhibitory Concentration 50 , MCF-7 Cells , Molecular Structure , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purificationABSTRACT
A new indole alkaloid, leucoridine A N-oxide (1), consisting of two units of a strychnan type of skeleton, was isolated from the leaves of Leuconotis griffithii. Its structure was elucidated by various spectroscopic means such as NMR and MS, and also by chemical means. Antiplasmodial activity against Plasmodium falciparum 3D7 of indole alkaloids isolated from L. griffithii was investigated.
Subject(s)
Antimalarials/chemistry , Antimalarials/pharmacology , Apocynaceae/chemistry , Indole Alkaloids/chemistry , Indole Alkaloids/pharmacology , Plant Extracts/pharmacology , Plasmodium falciparum/drug effects , Magnetic Resonance Spectroscopy , Molecular Structure , Plant Extracts/chemistryABSTRACT
Pseuduvarines A (1) and B (2), two new dioxoaporphine alkaloids with an amino moiety, were isolated from the stem bark of Pseuduvaria rugosa and their structures were elucidated by combination of 2D-NMR spectroscopic analysis. Pseuduvarines A (1) and B (2) showed cytotoxicity against MCF7, HepG2, and HL-60 (1: IC50, 0.9, 21.7, and >50.0 µM, respectively, 2: IC50 >50.0, 15.7, and 12.4 µM, respectively).
Subject(s)
Alkaloids/chemistry , Annonaceae/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Aporphines/chemistry , Alkaloids/isolation & purification , Alkaloids/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Aporphines/isolation & purification , Aporphines/pharmacology , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Magnetic Resonance Spectroscopy , Molecular Conformation , Plant Bark/chemistry , Plant Stems/chemistryABSTRACT
Two new indole alkaloids, bisnicalaterine D (1), consisting of an eburnane and a corynanthe type of skeletons, and nicalaterine A (2) were isolated from the bark of Hunteria zeylanica. Their structures were elucidated by various spectroscopic data such as NMR and CD spectra. A series of bisnicalaterines and nicalaterine A showed potent antiplasmodial activity against Plasmodium falciparum 3D7.
Subject(s)
Antimalarials/chemistry , Antimalarials/pharmacology , Apocynaceae/chemistry , Indole Alkaloids/chemistry , Indole Alkaloids/pharmacology , Plant Bark/chemistry , Plasmodium falciparum/drug effects , Circular Dichroism , HL-60 Cells , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Molecular StructureABSTRACT
Three new limonoids, chisomicines A-C (1-3), have been isolated from the bark of Chisocheton ceramicus. Their structures were determined by 2D NMR, CD spectroscopic methods, and X-ray analysis. Chisomicine A (1) exhibited NO production inhibitory activity in J774.1 cells stimulated by LPS dose-dependently at high cell viability.
Subject(s)
Limonins/isolation & purification , Meliaceae/chemistry , Animals , Crystallography, X-Ray , Dose-Response Relationship, Drug , Limonins/chemistry , Limonins/pharmacology , Lipopolysaccharides/pharmacology , Malaysia , Mice , Models, Molecular , Molecular Structure , Nitric Oxide/antagonists & inhibitors , Nuclear Magnetic Resonance, Biomolecular , Plant Bark/chemistry , omega-N-Methylarginine/pharmacologyABSTRACT
Eucophylline (1), a new tetracyclic vinylquinoline alkaloid, was isolated from the bark of Leuconotis eugenifolius together with leucophyllidine (2). The structure and absolute configuration of 1 were elucidated on the basis of 2D NMR correlations and simulated CD analysis. Leucophyllidine (2) showed iNOS inhibitory activity and decreased the iNOS protein expression dose-dependently.
Subject(s)
Alkaloids/isolation & purification , Azabicyclo Compounds/isolation & purification , Alkaloids/chemistry , Alkaloids/pharmacology , Azabicyclo Compounds/chemistry , Azabicyclo Compounds/pharmacology , Dose-Response Relationship, Drug , Indole Alkaloids/chemistry , Indole Alkaloids/isolation & purification , Indole Alkaloids/pharmacology , Malaysia , Molecular Structure , Nitric Oxide Synthase Type II/drug effects , Nitric Oxide Synthase Type II/metabolism , Nuclear Magnetic Resonance, Biomolecular , Plant Bark/chemistryABSTRACT
Two new bisindole alkaloids, bisnicalaterines B and C (1 and 2) consisting of an eburnane and a corynanthe type of skeletons, were isolated from the bark of Hunteria zeylanica. Their absolute structures were determined by combination of NMR, CD, and computational methods, and each of them was shown to be in an atropisomeric relationship. Bisnicalaterines B and C (1 and 2) showed potent vasorelaxant activity on isolated rat aorta.
Subject(s)
Alkaloids/chemistry , Aorta/drug effects , Apocynaceae/chemistry , Indole Alkaloids/chemistry , Plant Bark/chemistry , Vasodilator Agents/chemistry , Animals , Aorta/cytology , Apocynaceae/classification , Cells, Cultured , Circular Dichroism , Indole Alkaloids/isolation & purification , Indole Alkaloids/pharmacology , Magnetic Resonance Spectroscopy , Malaysia , Male , Models, Molecular , Molecular Structure , Organ Culture Techniques , Plants, Medicinal/chemistry , Rats , Rats, Wistar , Stereoisomerism , Vasodilator Agents/isolation & purification , Vasodilator Agents/pharmacologyABSTRACT
A new bisindole alkaloid, bisleuconothine A (1) consisting of an eburnane-aspidosperma type skeleton, was isolated from the bark of Leuconotis griffithii. The structure including absolute stereochemistry was elucidated on the basis of 2D NMR data and X-ray analysis. Bisleuconothine A (1) showed cell growth inhibitory activity against various human cancer cell lines.
Subject(s)
Apocynaceae/chemistry , Indole Alkaloids/isolation & purification , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Indole Alkaloids/chemistry , Indole Alkaloids/pharmacology , Magnetic Resonance Spectroscopy , Models, MolecularABSTRACT
A new bisindole alkaloid, bisnicalaterine A (1), consisting of two vobasine-type skeletons, and 3-epivobasinol (2) and 3-O-methylepivobasinol (3), with vobasine-type skeletons, were isolated from the leaves of Hunteria zeylanica, and their structures were elucidated on the basis of spectroscopic data and chemical correlation. Bisnicalaterine A showed moderate cytotoxicity against various human cancer cell lines.
