ABSTRACT
Eucalyptin A (1), together with two known compounds 2 and 3 exhibiting potent inhibition on HGF/c-Met axis, was discovered from the fruits of Eucalyptus globulus. 1 possessed an unprecedented carbon framework of phloroglucinol-coupled sesquiterpenoid, and its structure was elucidated by spectroscopic method and ECD calculation. A brief structure-activity relationship discussion indicated that the coupling of a phloroglucinol and a sesquiterpenoid is essential for the activity.
Subject(s)
Eucalyptus/chemistry , Hepatocyte Growth Factor/antagonists & inhibitors , Phloroglucinol/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Proto-Oncogene Proteins c-met/antagonists & inhibitors , Sesquiterpenes/chemistry , Animals , Cell Movement/drug effects , Cell Proliferation/drug effects , Dogs , Hepatocyte Growth Factor/pharmacology , Humans , Madin Darby Canine Kidney Cells , Protein Kinase Inhibitors/chemistry , Protein Kinase Inhibitors/pharmacology , Structure-Activity Relationship , Urokinase-Type Plasminogen Activator/antagonists & inhibitorsABSTRACT
Ten limonoids, toonacilianins A-J, and two norlimonoids, toonacilianins K and L, together with seven known compounds were isolated from the stems of Toona ciliata var. henryi (Meliaceae). Their structures were elucidated by spectroscopic analysis. Two compounds showed strong cytotoxic activities.
Subject(s)
Antineoplastic Agents, Phytogenic/therapeutic use , Limonins/therapeutic use , Meliaceae/chemistry , Neoplasms/drug therapy , Phytotherapy , Adenocarcinoma/drug therapy , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Cell Line, Tumor , Humans , Leukemia, Myeloid/drug therapy , Limonins/isolation & purification , Limonins/pharmacology , Lung Neoplasms/drug therapy , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Extracts/therapeutic use , Plant Stems/chemistryABSTRACT
Four new sesquiterpenoids, chlomultins A-D (1-4), were isolated from the whole plant of Chloranthus multistachys. Their structures were established on the basis of spectroscopic analysis.
Subject(s)
Drugs, Chinese Herbal/isolation & purification , Magnoliopsida/chemistry , Sesquiterpenes/isolation & purification , Drugs, Chinese Herbal/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Sesquiterpenes/chemistryABSTRACT
Two new sesquiterpenes, sarcandralactones A (1) and B (2), and five new dimeric sesquiterpenoids, sarcandrolides A-E (3-7), along with 10 known compounds were isolated from the whole plants of Sarcandra glabra. Their structures were elucidated on the basis of spectroscopic analysis. Some of the new isolates exhibit significant cytotoxicities when tested against a small panel of tumor cell lines.
Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Drugs, Chinese Herbal/isolation & purification , Magnoliaceae/chemistry , Sesquiterpenes/isolation & purification , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Drug Screening Assays, Antitumor , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/pharmacology , HL-60 Cells , Humans , Inhibitory Concentration 50 , Molecular Structure , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacologyABSTRACT
Five new guaiane-type sesquiterpenoids, hedyosumins A-E (1-5), together with five known ones (6-10), were isolated from the aerial parts of Hedyosmum orientale. Two known sesquiterpenoids, 10alpha-hydroxy-1,5alpha H-guaia-3,7(11)-dien-8alpha,12-olide and 9alpha-hydroxyasterolide, were obtained as natural products for the first time. Their structures were elucidated on the basis of spectroscopic methods. 9alpha-Hydroxyasterolide (7) showed moderate activities against A-549 and HL-60 tumor cell lines with the IC 50 values of 3.1 and 8.8 microM, respectively.
Subject(s)
Magnoliopsida/chemistry , Sesquiterpenes/isolation & purification , Cell Line, Tumor , Chromatography, High Pressure Liquid , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , Sesquiterpenes/chemistry , Spectrometry, Mass, Electrospray Ionization , Spectrophotometry, UltravioletABSTRACT
Five new diterpenes, trigonochinenes A-E (1-5), and two known ones, 3,4- seco-sonderianol (6) and 3,4- seco-sonderianic acid (7), were isolated from the aerial part of Trigonostemon chinensis. Compounds 1-4 possess a rare 3,4-seco-cleistanthanic skeleton, and compound 5 is a highly aromatized tetranorditerpene. Structures of these compounds were elucidated by spectroscopic analysis. The antimicrobial activities of compounds 1-7 were evaluated against a panel of bacteria and fungi.