ABSTRACT
Diterpenoids with trichomonicidal activity were isolated from the aerial parts of Azorella yareta Hauman. One was 13beta-hydroxyazorellane, together with the known constituents mulinolic acid, mulin-11,13-dien-20-oic acid, azorellanol and 13alpha-hydroxyazorellane. Their structures were determined by spectroscopic and chemical methods.
Subject(s)
Antiprotozoal Agents/isolation & purification , Diterpenes/isolation & purification , Magnoliopsida/chemistry , Trichomonas vaginalis/drug effects , Animals , Antiprotozoal Agents/chemistry , Antiprotozoal Agents/pharmacology , Diterpenes/chemistry , Diterpenes/pharmacologyABSTRACT
In addition to the known mulinolic acid and mulin-11, 13-dien-20-oic acid, 13-epimulinolic acid has been isolated from the aerial parts of Laretia acaulis (Cav.) Gill et Hook (Umbelliferae). Its structure was based on spectroscopic comparison with mulinolic acid and by chemical characterization.
Subject(s)
Apiaceae/chemistry , Diterpenes/chemistry , Plants, Medicinal/chemistry , Chile , Magnetic Resonance SpectroscopyABSTRACT
Fractionation of the aerial parts of Haplopappus rigidus Phil., directed by the brine shrimp lethality test (BST), has led to the isolation of two new diterpenoids, rigidusol and deacetylrigidusol. Their structures were established as 13-hydroxy-18-acetoxy-cis-cleroda-3,14-diene (8betaH, 10betaH, 19beta, 20alpha form) and 13,18-dihydroxy-cis-cleroda-3,14-diene (8betaH, 10betaH, 19beta, 20alpha form), respectively. Rigidusol exhibit moderate cytotoxic activity against human breast adenocarcinoma cell line MCF-7. Their structures were established by spectral data, in particular using 2D NMR spectroscopy (DEPT, DQF-COSY, HMQC and HMBC).
Subject(s)
Asteraceae/chemistry , Diterpenes/isolation & purification , Diterpenes/chemistry , Magnetic Resonance Spectroscopy , Molecular ConformationABSTRACT
The trypanocidad activity against amastigote forms of SPA-14, Tulahuen and G strains and CL Brener clone of Trypanosoma cruzi of diterpenoids isolated from Azorella compacta, Phil. (Llareta), a plant with ethnomedicinal prestige from prespanish age, was investigated. Amastigocidal activity was shown in azorellanol (2), diterpene isolated by first time, with an inhibitory concentration 50 (IC50) that varied between 60 M (CL Brener clone) and 84 M (SPA-14 strain), and in mulin -11,13 -dien-20-oico acid (5) with IC50 between 41 microM (G strain) and 87 mM (CL Brener clone). The cytotoxicity levels of both compounds against Hela and Vero cells and macrophages J144 are lower than nifurtimox and similar to gentian violet.
