ABSTRACT
Bioactivity-directed fractionation of the seeds of Asimina triloba resulted in the isolation of asimitrin (1) and 4-hydroxytrilobin (2). Compound 1 represents an adjacent ring-hydroxylated bis-tetrahydrofuran (THF) acetogenin. Compound 2 has an adjacent bis-THF ring with two flanking hydroxyl groups and a alpha,beta-unsaturated gamma-lactone with a 4-hydroxyl group. Compounds 1 and 2 showed cytotoxic selectivity, with 100-10 000 times the potency of adriamycin against prostate adenocarcinoma (PC-3) and colon adenocarcinoma (HT-29) cell lines.
Subject(s)
Asimina/chemistry , Furans/isolation & purification , Lactones/isolation & purification , Animals , Artemia/drug effects , Cell Line, Tumor , Drug Screening Assays, Antitumor , Electron Transport Complex I/antagonists & inhibitors , Furans/chemistry , Furans/pharmacology , Humans , Lactones/chemistry , Lactones/pharmacology , Maryland , Molecular Structure , Seeds/chemistryABSTRACT
Further studies on the seeds of Annona cherimolia have led to the isolation of two pairs of Annonaceous acetogenins, a mixture of epimers of annomolon A (1) and 34-epi-annomolon A (1'), and a mixture of epimers of annomolon B (2) and 34-epi-annomolon B (2'), containing a rare gamma-hydroxymethyl-gamma-lactone moiety and a carbonyl group. Their structures were elucidated on the basis of spectroscopic and chemical methods, and their absolute stereochemistry was solved by preparing their respective per-Mosher ester derivatives. These acetogenins showed substantial cytotoxicity, comparable to that of adriamycin, against a human pancreatic tumor cell line (MIA PaCa-2).
Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Furans/isolation & purification , Ketones/isolation & purification , Plants, Medicinal/chemistry , Seeds/chemistry , Animals , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Artemia/drug effects , California , Drug Screening Assays, Antitumor , Furans/chemistry , Furans/pharmacology , Humans , Ketones/chemistry , Ketones/pharmacology , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Stereoisomerism , Tumor Cells, Cultured/drug effectsABSTRACT
Korea has a great diversity in resources of medicinal plants. The traditional herbal medicines and their preparations have been widely used in Korea as well as in China and Japan for thousands of years. One of the characteristics of Korean herbal medicine preparations is that all the herbal medicines are incorporated into an extractor at the same time and extracted with boiling water during the decoction process. In this process, a variety of interactions between the active components of several herbal medicines may occur. This is the main reason why quality control of oriental herbal drug is more difficult than that of western herbal drug. In this paper, we would like to present an overview of the characteristics of regulation and quality control of herbal medicines in Korea.
