ABSTRACT
Two new pterosin sesquiterpenes, (2S)-13-hydroxypterosin A (1) and (2S,3S)-12-hydroxypterosin Q (2), were isolated from the whole plants of Pteris ensiformis, together with six known compounds. The structures of 1 and 2 were determined through extensive 1D/2D-NMR and MS analyses. Compound 2 exhibited antitubercular activity (MIC 6.25â µg/ml) against Mycobacterium tuberculosis H37 Rv in vitro.
Subject(s)
Antitubercular Agents , Indans/chemistry , Mycobacterium tuberculosis/drug effects , Plant Extracts , Pteris/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Antitubercular Agents/chemistry , Antitubercular Agents/isolation & purification , Antitubercular Agents/pharmacology , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Molecular Conformation , Plant Extracts/chemistry , Plant Extracts/pharmacology , Pteris/metabolism , Sesquiterpenes/isolation & purificationABSTRACT
Five new compounds, ailanthamide (1), N-(4-methoxyphenethyl)-N-methylbenzamide (2), (2E,4E)-N-isobutyl-6-oxohepta-2,4-dienamide (3), 4-(4'-hydroxy-3'-methylbutoxy)benzaldehyde (4), and (E)-methyl 4-[4-(3-hydroxypropyl)phenoxy]-2-methylbut-2-enoate (5), and 17 known compounds have been isolated from the stem bark of Zanthoxylum ailanthoides. The structures were determined through spectroscopic and MS analyses. Compounds 1, 3, xanthyletin, decarine, (+)-episesamin, (-)-hinokinin, and evofolin-B exhibited inhibition (IC(50) < or = 5.34 microg/mL) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 1, xanthyletin, decarine, and (+)-episesamin also inhibited fMLP/CB-induced elastase release with IC(50) values < or = 5.53 microg/mL.
Subject(s)
Amides/isolation & purification , Amides/pharmacology , Benzamides/isolation & purification , Benzamides/pharmacology , Benzene Derivatives/isolation & purification , Benzene Derivatives/pharmacology , Neutrophils/drug effects , Pancreatic Elastase/antagonists & inhibitors , Plants, Medicinal/chemistry , Superoxides/antagonists & inhibitors , Zanthoxylum/chemistry , 4-Butyrolactone/analogs & derivatives , 4-Butyrolactone/pharmacology , Amides/chemistry , Benzamides/chemistry , Benzene Derivatives/chemistry , Benzodioxoles , Coumarins/pharmacology , Dioxoles/pharmacology , Humans , Inhibitory Concentration 50 , Lignans/pharmacology , Molecular Structure , Neutrophils/metabolism , Pancreatic Elastase/metabolism , Plant Bark/chemistry , TaiwanABSTRACT
Five new biflavonoids, robustaflavone 7,4',4'''-trimethyl ether, robustaflavone 4',4'''-dimethyl ether, 2,3-dihydroamentoflavone 7,4',7''-trimethyl ether, 2,3-dihydroamentoflavone 7,4'-dimethyl ether, and 2'',3''-dihydroisocryptomerin 7-methyl ether, together with six known compounds have been isolated from the aerial parts of Selaginella delicatula. The structures of these new compounds were determined through spectral analyses. Among the isolates, robustaflavone 4',4'''-dimethyl ether, 2,3-dihydroamentoflavone 7,4'-dimethyl ether, and alpha-tocopheryl quinone exhibited cytotoxicities (ED50 values < 4 microg/mL) against P-388 and/or HT-29 cell lines in vitro.